Midlife is a time of reflection, reassessment, and above all, an opportunity to redesign our lives. It is a time when our responsibilities and roles in early adulthood begin to shift, sometimes dramatically. We may be contemplating a career change or even retirement. Our children may be entering adulthood, leaving us feeling a great sense of loss. And, with people living into their 80s and 90s, many of us find ourselves caring for aging parents.
With all these challenges, travel may feel more daunting than enjoyable. But fear not! Below we identify some common pain points with tips to overcome them. We believe that with the right planning and resources, many of these hurdles can be addressed, allowing older travelers to embrace new adventures.
Health Concerns
As we age, health inevitably becomes more of a priority, and for many people over 50, it’s a top consideration when deciding whether or not to travel. Concerns about access to medical care, managing medications, or the possibility of falling ill while away from home can dampen the desire to explore new places.
Solution: Plan for health contingencies in advance. Purchase travel insurance that covers medical emergencies, including evacuation if necessary. Be sure to research medical facilities in the destination, especially if traveling to a remote location. Bring an ample supply of medication and keep it in your carry-on luggage in case of delays or lost baggage. Make copies of your prescriptions, and consider a pre-travel checkup with your healthcare provider to ensure you’re in good health for your journey.
Additionally, many tour companies and cruise lines offer specialized travel packages designed with older adults in mind, ensuring easy access to medical care and health resources throughout the trip.
Mobility and Accessibility Issues
For some older travelers, limited mobility or physical discomfort can make certain aspects of travel—like long flights, extended walking tours, or uneven terrain—particularly challenging. From navigating airports to exploring ancient ruins, accessibility can be a real concern.
Solution: Look for destinations and accommodations that cater to travelers with mobility issues. Many cities around the world offer accessible public transportation, and hotels often have accessible rooms available upon request. If walking long distances is difficult, consider renting mobility aids like scooters or wheelchairs, which can be delivered directly to your hotel or even rented at airports. There are also tour groups and travel companies that specialize in accessible travel, providing experiences that are both adventurous and accommodating for all mobility levels. It’s all about researching the right options to ensure comfort while still getting the most out of the travel experience.
Fear of the Unknown
The unfamiliar can be a major deterrent for many people. Whether it’s a new language, unfamiliar customs, or simply the anxiety of navigating a foreign country, these fears can stop potential adventurers in their tracks. Even seasoned travelers might hesitate to explore regions they aren’t well-versed in, particularly in today’s rapidly changing global landscape.
Solution: Start small and ease into the unknown by visiting destinations that are culturally similar or where English is widely spoken. Booking guided tours can also relieve the stress of planning and navigating unfamiliar places. A local guide can provide the structure and support necessary to make a new destination feel manageable.
Additionally, preparing ahead by learning a few key phrases in the local language and researching customs and expectations can go a long way toward easing anxieties. The internet also offers countless resources like travel forums, blogs, and YouTube channels, where you can gather tips and advice from people who have already visited your intended destination.
Financial Concerns
After retirement and even in the years leading up to it, many people may hesitate to spend money on travel because they will need those dollars to live on as part of a fixed income. Anyone who has traveled knows airfare, hotels, food, and activities costs add up quickly, leaving folks to worry about how these travel expenses will affect their savings or long-term financial plans.
Solution: Travel doesn’t have to break the bank. When you plan carefully and take advantage of deals, it is possible to stretch your travel budget further. Consider traveling during off-peak seasons, when flights and hotels are often significantly cheaper. Look into house-sitting or home exchange programs, which allow you to stay in a destination at little to no cost.
Loyalty programs and travel rewards can also be a game changer. Many people over 50 have accumulated significant credit card points, airline miles, or hotel rewards over the years but may not know how to use them effectively. These rewards can often be redeemed for free or discounted travel, significantly lowering the overall cost of a trip. For those new to travel rewards, there are plenty of resources available to learn the basics and get started.
Family Obligations
Many people over 50 have family responsibilities that can make travel more complicated. Whether it’s caring for elderly parents, helping with grandchildren, or managing household affairs, leaving home for an extended period might feel unrealistic.
Solution: Family obligations don’t have to be a barrier to travel. Start by planning shorter trips that don’t require being away for long periods. Weekend getaways or shorter domestic trips can provide a sense of adventure while still allowing you to fulfill your family responsibilities.
For those who have more flexibility, involving family in your travels might be the solution. Multigenerational trips are becoming increasingly popular and can be a way to create meaningful memories with your loved ones. If you’re caring for an elderly parent, consider looking into respite care options, which provide temporary care while you’re away.
Tech Savvy and Online Booking
The rise of technology has made travel planning easier in many ways, but for some older adults, the digital aspect of booking flights, accommodations, and activities can feel overwhelming. Those who aren’t comfortable navigating apps or websites may feel at a disadvantage when it comes to arranging their travel plans.
Solution: There are numerous resources available to help older travelers become more comfortable with technology. Online tutorials, tech workshops, or simply asking for help from tech-savvy friends or family members can build confidence. Alternatively, using a travel agent can take the stress out of booking. Many agents are skilled at working with clients to create personalized travel experiences while managing all the logistics.
By addressing these common pain points, older travelers can rediscover the joys of travel and embark on new adventures with confidence. With the right preparation and mindset, the world remains full of possibilities, regardless of age.
Our recent visit to Under Canvas Grand Canyon was a great experience. Just 25 minutes from the South Rim, this eco-conscious glamping site perfectly blends rustic charm and modern luxury. We arrived mid-afternoon, having driven from Palm Springs early that morning, and stayed two nights, giving us one full day to visit the Grand Canyon.
What is Under Canvas?
We first learned about Under Canvas last year when we stayed four nights at the Moab property, recognized by Travel + Leisure as one of the 2023 Best Hotels Across the Globe.Known for its upscale outdoor accommodations, Under Canvas offers glamping (glamorous camping) experiences at 12 of the most beautiful natural sites across the U.S. Their locations are the perfect way to explore our national parks without sacrificing comfort. Each property is designed to be eco-friendly, blending into the natural landscape, and providing luxury tents outfitted with cozy beds, wood stoves, and, in many cases, private bathrooms.
The company’s mission centers on offering immersive experiences in nature while promoting environmental stewardship. Each site is strategically located, making it easy for guests to enjoy hiking, star gazing, and other outdoor activities during the day, and return to a cozy, well-appointed tent at night.
The Grand Canyon Property
Under Canvas Grand Canyon is situated on 160 acres of juniper forest, and its proximity to the South Rim makes it an ideal base for exploring the park. This property, as well as its others, is thoughtfully designed to fit in unobtrusively with the surrounding landscape. Each property has a slightly different operating season, but the Grand Canyon operates from mid-April through late October.
At check-in, we were greeted by friendly staff who shared information about the property and its amenities. The central lobby tent was warm and inviting, with comfy seating areas (think West Elm), communal dining tables, and a large outdoor area. This space served as a gathering point for guests to relax, enjoy meals, and if you were so inclined, to chat with fellow adventurers.
At the Grand Canyon property, you must order your meals from a counter. This was one major difference between the Grand Canyon and Moab properties. The food and cocktails however were excellent, and once you had ordered the staff delivered the food to your table. A standard theme across the Under Canvas properties is the hosted nightly campfires with s’mores while local artists sing and strum a guitar. It’s always a perfect way to end the day. If you want to make s’mores we highly recommend you sit at a woodburning firepit instead of a gas one. There is most definitely a difference in the taste!
Tent Options at Under Canvas Grand Canyon
Under Canvas has a range of accommodations to suit different preferences and group sizes, ensuring every guest has a personalized glamping experience. Because we had booked just a few days prior, our choice of tent options was limited. We chose the Suite Tent, which was a little bigger than we needed but was perfect anyway. I’m not sure it’s possible to stay in some place where the room is too big!
You will notice in the descriptions below that some of the tents have private bathrooms, while others use a shared bathhouse. At this stage of our lives, a private bathroom is a must, so if this is important to you, pay attention to the bathroom situation!
Safari Tent The Safari Tent is the most popular and offers a spacious, comfortable setup. It includes a king-size bed with luxurious linens, a wood-burning stove to keep you warm during cooler nights, and a shared bathhouse just a short walk away. The simple, elegant design makes it perfect for couples or solo travelers.
Deluxe Tent If you’re looking for more privacy, the Deluxe Tent offers the same features as the Safari Tent but comes with an en suite bathroom. This tent provides a touch of extra convenience, making it ideal for those who want to enjoy the wilderness without sacrificing their own shower and toilet facilities.
Stargazer Tent As the name suggests, this tent offers an unbeatable stargazing experience. It features a viewing window directly above the bed, allowing you to fall asleep while gazing at the star-filled Arizona sky. Like the Deluxe Tent, it also includes a private bathroom, making it a great choice for couples or families wanting an extra touch of magic during their stay.
Suite Tent Perfect for families or larger groups, the Suite Tent provides extra space with a king-size bed and a queen-size sofa bed. It also features a private bathroom and a large living area, giving you plenty of room to relax. This tent also has a private deck, where you can enjoy your morning coffee while taking in the sweeping views of the desert landscape.
Kids Tent For families traveling with children, the Kids Tent is an optional add-on that can be placed next to the main tent. It includes twin beds and allows kids to have their own space while staying close to the family. This was a fun and adventurous way for younger guests to enjoy their camping experience. In our opinion, this is a great option if you are traveling with children or grandchildren who are a bit older.
Sustainability and Eco-Conscious Design
Under Canvas prides itself on its commitment to environmental sustainability. The Grand Canyon property, like others, uses low-impact building materials and operates off-the-grid with solar power and water-efficient practices. Each tent is designed to minimize its ecological footprint while offering maximum comfort. Water-saving showers, minimal lighting, and wood stoves ensure that guests can enjoy nature without harming it.
Each tent is provided with chargers capable of powering phones and other devices, but we found there wasn’t always enough charge to last through the night. You could return your charger to the front desk and receive another one, but we had also brought with us our personal charging device by Rush Charge which allows us to charge anytime, anywhere. If you want to learn more about our experience with Rush Charge, Brad has a video review here. Be sure to use the discount code CROW40 to receive 40% off plus free shipping. It’s a must for any outdoor camping or glamping experience! (Travel with the Crows may receive a small commission at no extra cost to you!)
Activities and Adventure
Since we were only there two nights we didn’t have a lot of time to explore anything but the South Rim of the Grand Canyon. If you are interested in additional activities, the staff at Under Canvas Grand Canyon can certainly help with planning hiking and driving adventures, jeep tours, bike tours, and stargazing. We took several easy walks along the South Rim and rode the Grand Canyon shuttle bus when needed. One day in the Canyon was the perfect amount of time for us. However, we definitely plan to return to experience a helicopter flight through the canyon, and if possible bring our children and grandchildren to spend a few days rafting the Colorado River.
After a full day of walking, returning to the site felt like coming home. We enjoyed a light dinner, visited with people from Norway and Canada around the firepit, and introduced them to the American tradition of eating s’mores!
Why Choose Under Canvas?
Under Canvas Grand Canyon offers an experience that is hard to beat — the perfect combination of luxury, adventure, and sustainability. Whether you’re a seasoned camper or someone who prefers the comforts of a hotel, the variety of tent options ensures there’s something for everyone. The proximity to the South Rim makes it easy to explore one of the most famous natural landmarks in the world while enjoying the comforts of a luxury camp.
Our stay was truly unforgettable. From the incredible stargazing to the communal campfires and eco-friendly design, every detail was thoughtfully crafted to enhance our connection to nature. If you’re looking for a unique way to experience the Grand Canyon, Under Canvas is the perfect destination for an unforgettable adventure.
If you’re dreaming of a tropical paradise, Oahu may be just what you’re looking for. With its stunning beaches, lush landscapes, and rich cultural heritage, Oahu offers a unique and unforgettable vacation experience. Here are five reasons why Oahu should be your next vacation destination.
1. Natural Beauty
Oahu Island is home to some of the most beautiful beaches and scenery in the world. From the famous Waikiki Beach to the secluded Lanikai Beach, there is a beach for every type of traveler. The island is also home to lush rainforests, majestic waterfalls, and stunning mountain ranges, making it a paradise for nature lovers. Whether you want to relax on the beach or explore the island’s natural beauty, Oahu has something for everyone.
Hanauma Bay Nature Preserve
Located on the southeastern coast, Hanauma Bay is a protected marine life conservation area and an excellent spot for snorkeling. Its crescent-shaped bay boasts stunning turquoise waters, vibrant coral reefs, and a variety of tropical fish. Take a hike up to the lookout point for panoramic views of the bay and the surrounding coastline.
Lanikai Beach
Nestled on the eastern shore of Oahu, Lanikai Beach is renowned for its pristine white sands and crystal-clear waters. This picturesque beach offers stunning views of the Mokulua Islands and is a popular spot for swimming, kayaking, and stand-up paddle boarding. The tranquil beauty of Lanikai Beach makes it a must-visit for beach lovers.
Waimea Bay
Located on the North Shore, Waimea Bay is famous for its enormous winter waves that attract professional surfers from around the world. During the summer months, the water calms down, making it an ideal spot for swimming and snorkeling. The surrounding cliffs and lush greenery provide a beautiful backdrop to the bay.
Diamond Head State Monument
Situated on the southeastern edge of Waikiki, Diamond Head is a dormant volcanic crater and a popular hiking destination. A moderate hike to the summit rewards you with breathtaking panoramic views of the island, the sparkling Pacific Ocean, and the Honolulu skyline. The combination of the natural beauty and the historical significance of this landmark makes it a must-see attraction.
Diamond Head Crater, Honolulu, HI
Manoa Falls
Located in the Manoa Valley, this 150-foot waterfall is a tranquil oasis within the lush rainforest. A short hike through the verdant forest leads you to this magnificent cascade. The trail itself is filled with tropical foliage and offers a serene escape from the city. The sheer beauty and serenity of Manoa Falls make it a favorite spot for nature lovers and hikers.
2. Rich Cultural History and Attractions
Oahu Island is not just a beautiful tropical paradise, it also has a rich cultural history and attractions to explore. Visit the Pearl Harbor National Memorial to learn about the island’s role in World War II or take a tour of the Iolani Palace, the only royal palace in the United States. The island is also home to many traditional Hawaiian cultural sites, such as the Polynesian Cultural Center and the Bishop Museum. Immerse yourself in the island’s history and culture while enjoying the beautiful scenery.
Pearl Harbor and USS Arizona Memorial
One of your reasons for visiting Oahu as a vacation destination should definitely be to see and experience Pearl Harbor, especially if you are a history enthusiast. Explore the Pearl Harbor Visitor Center, where you can learn about the events of December 7, 1941, through exhibits and films. Take a boat ride to the USS Arizona Memorial, which stands as a solemn tribute to the lives lost during the attack. This experience offers a profound insight into the island’s role in World War II.
OAHU, HAWAII, USA Memorial monument shipwreck of USS Arizona BB 39 at Pearl Harbor
Iolani Palace
Located in downtown Honolulu, Iolani Palace is the only royal palace in the United States. Take a guided tour of this grand building and learn about the history of Hawaii’s monarchy. Marvel at the opulent interior, including the throne room and the private living quarters of King Kalakaua and Queen Liliuokalani. The palace provides a glimpse into the rich cultural heritage of the Hawaiian Kingdom.
Bishop Museum
The Bernice Pauahi Bishop Museum, located in Honolulu, is Hawaii’s premier museum dedicated to the history and culture of the Pacific islands. Explore its extensive collections, including artifacts, artwork, and exhibits that showcase the traditions, customs, and history of Hawaii and other Pacific cultures. Don’t miss the engaging interactive exhibits and the awe-inspiring Polynesian Hall.
Polynesian Cultural Center
Situated on the North Shore, the Polynesian Cultural Center offers a unique opportunity to immerse yourself in the diverse cultures of the Pacific. Experience traditional music, dance performances, and interactive demonstrations from various Polynesian islands. Explore recreated villages, taste authentic cuisine, and engage with local artisans. This center provides a vibrant and educational experience of the cultural heritage of the region.
The Polynesian Cultural Center (PCC)
Hawaiian Mission Houses
Located in downtown Honolulu, the Hawaiian Mission Houses Historic Site and Archives showcase the early days of Christian missionaries in Hawaii. Explore the restored missionary homes, which offer a glimpse into the lifestyle and challenges faced by the early settlers. Discover the stories of cultural exchange, language development, and social transformation that shaped Hawaii’s history.
3. Food and Drinks
Oahu Island is a foodie’s paradise, with a diverse range of cuisine to satisfy any palate. It is a great reason for making your next vacation destination Oahu! From traditional Hawaiian dishes like poke and kalua pig to international cuisines like Japanese, Korean, and Thai, there’s something for everyone. Don’t forget to try the island’s famous shave ice and sip on a refreshing mai tai while lounging on the beach. Oahu Island also has a thriving coffee culture, with many local roasters and cafes to explore. Indulge in the island’s delicious food and drinks while taking in the stunning views.
Plate Lunch
A quintessential Hawaiian meal, the plate lunch typically consists of a protein (such as kalua pork, teriyaki chicken, or loco moco), two scoops of rice, and macaroni salad. Head to Rainbow Drive-In in Honolulu or L&L Hawaiian Barbecue, which has multiple locations across the island, for a classic plate lunch experience.
Poke
Poke, a traditional Hawaiian dish made with fresh marinated raw fish, is a must-try delicacy. You can find a variety of poke options at places like Da Hawaiian Poke Company in Honolulu or Foodland, a local grocery store chain known for its excellent poke selection.
Shave Ice
Beat the island heat with a refreshing shave ice treat. Matsumoto Shave Ice in Haleiwa is an iconic spot on the North Shore, offering a wide array of flavors and toppings. Waiola Shave Ice in Honolulu is another popular choice that has been serving locals and tourists for decades. If you want to see where former President Obama at shave ice as a kid, visit Island Snow. Island Snow is located in Kailua, a town on the eastern side of the island. It is a popular spot for locals and visitors alike to enjoy shave ice in various flavors and combinations.
Hawaiian shaved ice cream treat in Honolulu, Waikiki Beach, Hawaii
Lū’au Feast
Immerse yourself in Hawaiian culture by attending a lū’au, where you can savor a traditional feast. Paradise Cove Luau in Ko Olina is a renowned venue that offers an authentic lū’au experience, complete with a lavish buffet featuring kalua pig, poi, lomi lomi salmon, and other Hawaiian delights.
Hawaiian Luau
Malasadas
Indulge your sweet tooth with malasadas, a Portuguese-inspired deep-fried pastry dusted with sugar. Leonard’s Bakery in Honolulu is famous for its mouthwatering malasadas, available in various flavors and fillings, including custard, chocolate, and haupia (coconut).
Mai Tai
When it comes to tropical cocktails, the Mai Tai is a classic favorite. Head to Duke’s Waikiki, located on Waikiki Beach, for their signature Duke’s Mai Tai. With its blend of rum, fruit juices, and a float of dark rum, it’s a perfect sip to enjoy while taking in the beach views.
Local Craft Beer
Oahu has a thriving craft beer scene, and trying some local brews is a must for beer enthusiasts. Visit breweries like Honolulu BeerWorks in Kaka’ako or Waikiki Brewing Company in Honolulu to sample a variety of craft beers brewed right on the island.
4. Outdoor Activities
Oahu Island is a paradise for outdoor enthusiasts, with a wide range of activities to choose from. It is one of the main reasons travelers make Oahu a top vacation destination. Surfing is a must-try, with some of the world’s best waves found on the island’s North Shore. Hiking is also popular, with trails ranging from easy walks to challenging treks. Take a scenic drive along the coast or rent a bike to explore the island’s beauty at your own pace. For a unique experience, try stand-up paddle boarding or kayaking in the island’s calm waters. With so many options, you’ll never run out of things to do on Oahu Island.
Kualoa Ranch
Located on the northeastern coast of Oahu, Kualoa Ranch is a private nature reserve that offers a wide range of outdoor adventures. Take an ATV tour through the lush valley, horseback ride along scenic trails, or embark on a thrilling zipline adventure. The ranch also offers activities like movie site tours, where you can explore famous filming locations of movies and TV shows.
Kailua Beach Park
Situated on the windward side of Oahu, Kailua Beach Park is not only known for its stunning beach but also for its excellent water sports opportunities. Rent a kayak or a stand-up paddleboard and explore the picturesque Kailua Bay. The steady trade winds make it a great spot for windsurfing and kiteboarding as well.
Kailua beach park, Oahu Hawaii
Sunset Beach
Located on the North Shore, Sunset Beach is famous for its massive winter waves that attract professional surfers. During the summer months, the water calms down, making it an ideal spot for snorkeling and swimming. Enjoy a relaxing beach day, witness a stunning sunset, or simply stroll along the golden sands.
Kaena Point State Park
Located on the westernmost tip of Oahu, Kaena Point State Park offers a unique coastal experience. Hike along the Kaena Point Trail, which takes you through rugged lava fields and offers breathtaking views of the Pacific Ocean. This area is also home to a variety of seabirds and serves as a sanctuary for native plant and animal species.
Shark’s Cove
Situated on the North Shore near the town of Haleiwa, Shark’s Cove is a popular snorkeling spot. Despite its name, this marine preserve is actually a sanctuary for a diverse range of marine life, including colorful fish and corals. Put on your snorkel gear and explore the underwater world, or simply relax on the rocky shoreline and enjoy the beautiful scenery.
5. Vibrant City Life
Oahu strikes a perfect balance between natural beauty and vibrant city life. Honolulu, the capital city, offers a bustling urban experience with its world-class shopping, dining, and nightlife. Explore the vibrant neighborhood of Waikiki, known for its high-end resorts, bustling streets, and stunning beachfront. Indulge in a fusion of cultures and cuisines, and soak in the energetic atmosphere that only a cosmopolitan city can offer.
Waikiki
Waikiki is the iconic neighborhood known for its world-famous beach, high-rise hotels, and vibrant energy. Stroll along the bustling Kalakaua Avenue, lined with luxury retailers, boutique shops, and international restaurants. Enjoy a day of sunbathing and swimming on Waikiki Beach, or take a surf lesson in the gentle waves. At night, experience the lively nightlife scene, with bars, clubs, and live music venues offering entertainment for all tastes. In our opinion, Waikiki is one of the top reasons for making Oahu your next vacation destination.
Honolulu, Waikiki Beach Hawaii
Ala Moana Center
Shopaholics will find paradise at Ala Moana Center, one of the largest open-air shopping malls in the world. With over 350 stores, including high-end designer boutiques and international brands, it’s a shopper’s dream come true. Indulge in retail therapy, savor a variety of cuisines at the mall’s numerous dining options, or catch a movie at the state-of-the-art theater.
Chinatown
Immerse yourself in the vibrant culture and history of Honolulu’s Chinatown. Explore the bustling streets filled with traditional markets, street vendors, and eclectic art galleries. Sample delectable Asian cuisine at popular restaurants and explore the local art scene. On the first Friday of every month, the neighborhood comes alive with the vibrant First Friday Art Walk, featuring street performances, live music, and food vendors.
Historic Downtown
Take a step back in time and explore the historic downtown district of Honolulu. Visit the Iolani Palace, the only royal palace in the United States, and learn about Hawaii’s monarchy. Explore the beautifully restored buildings along Merchant Street and Fort Street Mall, which house boutique shops, cafes, and art galleries. Don’t miss the impressive Hawaii State Capitol building and the King Kamehameha Statue.
Kaka’ako
This up-and-coming neighborhood has transformed into a trendy and artistic hub. Explore the vibrant street art scene, with colorful murals adorning the buildings. Enjoy the lively atmosphere at SALT at Our Kaka’ako, a gathering place featuring boutique shops, cafes, and restaurants. Visit the Ward Village area for upscale shopping, entertainment options, and cultural events.
Conclusion
Oahu has a bit of something for everyone, all in a beautiful island setting that makes for a great vacation destination. There is also a wide range of accommodations to suit any budget and preference. From luxurious resorts to cozy bed and breakfasts, there’s something for everyone. Many of the resorts offer spa services, infinity pools, and oceanfront views, making it the perfect place to unwind and relax. For a more unique experience, try staying in a beachfront bungalow or a treehouse in the jungle. No matter where you choose to stay, you’ll be surrounded by the natural beauty of the island.
If you are planning a visit to Oahu as a vacation destination, please check out our review of the Royal Hawaiian Luxury Resort in Waikiki and our review of the Marriott Ko Olina Beach Club. Also, if you need help with planning a getaway to Oahu, please reach out to us by email and we’ll get in touch.
Our experience chartering sailboats in the Caribbean over the years brings us a lot of joy and fond memories. Let’s explore a bit about each experience and place. We will conclude with a few recommendations for chartering your own sailboat in the Caribbean.
The Grenadines
We are not sailors, although my husband has tried on several occasions, so we always opt for a crewed boat. Our first sailing experience was many years ago on our honeymoon. We booked a stateroom on a very large (>100 feet), monohull yacht leaving from the harbor in Saint Vincent, Grenada. We sailed the lower Grenadine islands of Bequia, Mystique, Mayreau, and Palm Island, to name a few. It was a wonderful experience, although I was quite seasick on the first night. We already had the Caribbean islands in our blood, but this experience cemented our love for the beauty and diversity of the islands. The company we booked through is no longer in service.
St. Martin/Saint Maarten
Marigot in Saint Martin, the French side of the Caribbean Island
Our next sailing adventure was years later aboard a catamaran. We were invited to join two other couples on a birthday celebration for a seven-night adventure that left out of St. Martin. The catamaran was spacious, with queen beds, dry baths, air-conditioned cabins, and a lovely captain and first mate who took care of every need. We had somewhat of an itinerary, but each morning the captain held a meeting to give us options for the day. It was relaxing, peaceful, and just a marvelous experience overall.
The company we booked through was Moorings. They offer chartered services from multiple locations throughout the world. Options include bareboat, skippered, crude, and cabin charters. This is a highly reputable company and one we certainly recommend.
British Virgin Islands
Our next sailing adventure was out of Saint Thomas on a 50-foot monohull. We were the only guests aboard besides the captain and his first mate. On this vacation we were celebrating a new stage in our lives, so we booked the boat. For 10 nights.
Our cabin was air-conditioned, and we kept cool enough. The wet bath was adequate, but not ideal. The captain was a part-time physician from Wisconsin and the first mate was his significant other. Captain Dave knew the USVI and the BVI like the back of his hand. He was an excellent sailor and cook! Since we were the only guests, we had plenty of options each day, and we sailed and explored nearly every island in the area. Water toys on the boat included a kayak and snorkel gear.
Beautiful sunset scene on the island of Virgin Gorda in BVI
Believe it or not, we found Captain Dave through the VRBO website. Until then, I didn’t know VRBO offered these unique vacation options. The charter fee was all-inclusive, which included the captain, the first mate, and all food and drinks on the boat. When we went ashore for lunch or dinner, we paid.
One of my favorite parts of this trip was the sailing we did at night. Beautiful and magical all at the same time! Unfortunately, Captain Dave is sailing in other parts of the world and is no longer chartering his boat.
U.S. Virgin Islands
Our most recent experience in April 2023 was only for two nights, but still thrilling. We used VRBO again to locate Captain Alex. His monohull was about 40 feet with three cabins, one of which he used to sleep in. Another couple whom we had invited along, joined us on their first overnight sailing experience, and they loved it! This charter only included the captain, no first mate.
We stayed several days in advance at the Ritz Carlton Club on St. Thomas, then took the ferry from St. Thomas to Cruz Bay, St. John. It’s about a 20-minute ferry ride. Captain Alex picked us up in his dinghy and ferried us and all our luggage out to his sailboat. He provided breakfast and lunch as part of his chartering fee. On our first night on the boat, we purchased deli meat, bread, and cheese to eat for dinner while watching the sunset over the Caribbean. The second evening, we all went ashore for dinner and Captain Alex joined us.
This cruise was considered half board and the daily rate was $980 a night for the entire boat, with the skipper. We split the cost with the other couple, thus making the experience about $500 per night, per couple. There were no additional costs, except the gratuity we gave the captain, which was $100 per couple. This was an amount of our own choosing.
Our Recommendations
If you are new to sailing, we recommend an all-inclusive crewed charter, as it allows you to fully enjoy the experience without having to worry about navigation, safety, cooking, or cleanup! For two to four guests, either a monohull or catamaran will work fine. We do feel that catamarans have a little more room and are easier to walk around, but they are also likely to be a little more expensive. If there are more than four guests, a catamaran or a motor yacht is the best choice. The catamaran will be less expensive.
Overall, our experience chartering sailboats in the Caribbean has been fabulous. It is a wonderful way to fully immerse yourself in the natural beauty and unique culture of this part of the world. With so many options available, you’re sure to find the perfect sailboat, destination, and itinerary to suit your interests and preferences. It’s a good idea to research each type of boat and the various options available before making a final decision. You want to ensure that you choose the right boat for your needs and preferences.
Please read our other post for information on the different types of sailboats, the best locations, and what it costs to charter a boat in the Caribbean. If you want general information on visiting the U.S. Virgin Islands, take a look here.
If you have additional questions or need some advice, please send us an email. We are here to help.
Have you ever wanted to sail your way across the Caribbean? We have chartered several sailboats over the years and can tell you this is a wonderful way to experience the beauty and diversity of the Caribbean islands. There are several options available, depending on your preferences and budget. If this type of travel is intriguing to you, let’s walk through the ins and outs of sailboat charters in the Caribbean.
Types of Sailboats
Monohulls
The most traditional type of sailboat is the monohull. Monohulls are typically designed with a deep keel, giving them the ability to sail upwind more efficiently. Monohulls vary in size, from 10 to 100 feet, with an average length of 30 to 35 feet. This length sailboat can easily accommodate a couple or small family. Longer sailboats will of course accommodate a larger group.
Sailboats in the bay, Rodney Bay, St. Lucia.
Monohulls are generally faster and more responsive. This makes them a popular choice for experienced sailors who enjoy the challenge of sailing. A small engine helps sail or putter around the islands when sailing is not an option.
In terms of amenities, monohulls typically have one or more staterooms with a dry or wet bath, and hot water. A wet bath includes a marine toilet, a shower, and a sink, all within the same enclosed space. This means the entire space can become wet during use. A dry bath means the shower is separate from the toilet and sink.
Bed sizes can range from twin to full to queen and maybe a king on the larger monohulls. There may or may not be air conditioning. Small fans may be attached to the walls to keep the sleeping area cooler. You can also keep the portholes open so that air will blow through to keep you cool. There are storage cabinets and cubby holes on these boats but generally, there is not much space for storing a lot of luggage.
The kitchen area below the deck will have everything you need to cook. There is a small refrigerator, a stove, a sink, and cabinets to store dishes, food, and so forth. The size of the boat will determine the amount of available deck space. And, getting around the sailboat up top can be challenging given the limited amount of space.
Catamarans
Catamarans are another popular choice for sailing in the Caribbean. Two equal-sized hulls parallel each other and are connected by a deck. The hulls of a catamaran are wider than those of a monohull, which provides greater stability and makes them more comfortable to sail on. Those who want a more stable and comfortable sailing experience will want to opt for a catamaran.
Catamaran is sailing through the Bahamas
Typically, catamarans are more spacious than monohulls. The wider hulls of a catamaran also provide more living space both inside and outside, making them a popular choice for families or groups. They can also be faster than monohulls, which makes them a great choice for those who want to cover more distance in a shorter period. Like the monohulls, catamarans will also have an engine to assist with sailing or navigating tight places that make it difficult to put the sails up.
The amenities available on a catamaran are not too different from those of a monohull. The beds may be larger, and you may be more likely to have an air conditioner in your room. You are also likely to have a dry bath.
The kitchen is fully equipped with everything someone needs to prepare meals. There may also be freezer space beneath the floor to hold more food. Lastly, there is generally room up top for a dining area (as well as below deck) and sitting space.
Motor Yachts
If high-end luxury is your thing, you may want to consider chartering a motor yacht. These powerboats typically have larger and more powerful engines than other types of sailboats. They are great if you want to cover a lot of distance in a short amount of time and prefer the convenience of a powerboat over the slower pace of a sailboat. There are no sails on a motor yacht.
Two luxury yachts anchored in the Caribbean
Motor yachts vary in size, from smaller boats that accommodate a couple or small family, to larger boats that can accommodate groups. They offer many of the same amenities as a luxury hotel. There will be air conditioning, larger beds, and beautifully appointed bathrooms. People who charter these boats prioritize speed and comfort over anything else.
All three types are excellent sailboats to charter in the Caribbean. Again, it really comes down to preferences and budget.
Locations to Charter Sailboats
There are many destinations from which you can arrange sailboat charters in the Caribbean. We have sailed from 3 of the 6 locations below. We promise each location has its unique charm and offers different activities and sights to explore.
U.S. & British Virgin Islands
The U.S. Virgin Islands (USVI) and British Virgin Islands (BVI) are among the most popular sailing destinations in the Caribbean. With calm waters, steady winds, and over 60 islands to explore, it is an ideal location for sailing novices and experienced sailors. The islands are home to many marinas, charter companies, and yacht clubs that offer sailboat rentals, as well as a variety of anchorages and moorings for boaters to explore.
Marigot in Saint Martin, the French side of the Caribbean Island.
St. Martin
St. Martin is a popular sailing destination located in the northeastern Caribbean. The island is divided into two parts. The French side offers a relaxed, European atmosphere. The Dutch side offers more lively nightlife and entertainment options. St. Martin is a popular starting point for sailing charters. Many companies offer sailboat rentals and access to nearby islands such as St. Barts, Anguilla, and Saba.
Antigua
Antigua is a beautiful island located in the eastern Caribbean, known for its stunning beaches and turquoise waters. The island has many marinas and anchorages, making it a popular destination for sailboat rentals and charters. Antigua hosts the annual Antigua Sailing Week. This event attracts sailors from around the world and is a must-attend event for sailing enthusiasts.
Pigeon Point Beach and Falmouth Harbor, Antigua.
Grenada
Grenada is a small island nation located in the southern Caribbean. It is known for its beautiful beaches, friendly locals, and vibrant culture. The island has several marinas and sailing clubs that offer sailboat rentals and charters. There are also many nearby islands to explore such as Carriacou and the Grenadines.
St. Lucia
St. Lucia is a stunning island located in the eastern Caribbean. It is known for its lush rainforests, stunning beaches, and scenic coastline. The island has several marinas and sailing clubs that offer sailboat rentals, as well as many anchorages and moorings for boaters to explore. St. Lucia is an ideal destination for sailing enthusiasts who enjoy a mix of scenic beauty, culture, and adventure.
Bahamas
The Bahamas are located off the coast of Florida and offer a unique sailing experience in the Caribbean. The waters here are shallow and clear. This makes it easy to spot marine life, and there are plenty of deserted beaches and cays to explore. The sailing conditions are generally calm, making it an ideal destination for families and beginners.
In deciding where to charter a sailboat in the Caribbean, consider the options you have to get to the island. For example, if you are coming from the U.S., it may be easier to fly into St. Thomas, USVI. If you are traveling from France, St. Martin may be easier. Your charter location decision should not completely depend on how long it takes to get to where you want to go, but it should be a consideration.
What it Costs to Charter a Sailboat
The cost of sailboat charters in the Caribbean varies widely depending on the type of boat option you choose. In general, there are two main options: bareboat charters and crewed charters. Bareboat charters are ideal for experienced sailors who want to sail on their own and explore the Caribbean at their own pace. Crewed charters, on the other hand, come with a captain and maybe another crew member or two who will take care of everything for you, including sailing the boat, cooking, and cleaning. This option is perfect for those who want to sit back, relax, and enjoy the scenery without having to worry about the technicalities of sailing.
When it comes to cost, bareboat charters are less expensive; while the cost for crewed charters will vary depending on the size of the boat, the number of crew members, the number of sailing days, and so forth. Below are some costs you can typically expect with bareboat charters and charters where you are responsible for hiring a crew.
Base Charter Fee
The base charter fee is the most significant cost associated with chartering a sailboat or motor yacht. This fee covers the use of the sailboat. The base charter fee varies depending on the size of the boat, its age, and the destination.
Crew
If you choose to hire a crew, the cost will be added to the base charter fee. The crew usually consists of a captain, a chef, and additional crew members. The crew is responsible for navigating the boat, preparing meals, and providing customer service during the charter period.
Super yachts in the harbour of Antigua
Fuel
Fuel costs are typically not included in the base bareboat charter fee and are the responsibility of the charterer. The amount of fuel required depends on the size of the boat, the distance traveled, and the time spent on the water.
Provisioning
Provisioning is the process of stocking the boat with food, beverages, and other supplies for the charter period. The cost of provisioning is typically not included in the base charter fee and is the responsibility of the charterer.
Insurance
Most charter companies require the charter to purchase insurance for the boat and crew during the charter period. The cost of insurance varies depending on the size of the boat, the destination, and the length of the charter.
Taxes
Depending on the location, there may be additional taxes or fees associated with sailboat charters or motor yachts in the Caribbean. These costs are typically added to the base charter fee and can vary depending on the destination.
Additional Costs
Depending on the charter company, there may be additional costs associated with chartering a sailboat or motor yacht, such as docking fees, cleaning fees, and gratuities for the crew.
Another Option
If all this seems a little overwhelming to figure out on your own, you may want to consider a private crewed charter company where many of these fees are incorporated into the weekly charter price. With this option, there are fewer surprises at the end of your vacation! And an even less expensive option is to choose a crewed sailboat vacation where you simply reserve a stateroom along with other guests. If you don’t like being in close quarters with people you don’t know, this option may not be for you. However, you may also find a group of people that become friends forever.
What’s the Bottom Line for Cost?
So, how much money are we talking about here? For example, a 3-bedroom catamaran sailing out of Tortola in the BVI for seven nights will cost between $15,000 and $25,000 at the all-inclusive rate. If three couples are traveling together you would divide the total cost by three. To lower the cost, you might ask the boat owners if they will offer you a half-board rate, which includes two meals a day, usually breakfast, then lunch or dinner. The least expensive option is to see if you can just hire the skipper. You would then be responsible for your own meals, drinks, bedroom cleanup, etc.
The key message is that the cost of sailboat charters in the Caribbean will vary depending on several factors, including the size and age of the boat, the destination, and the length of the charter. It is essential to carefully review the charter agreement and all associated costs before booking. Chartering an all-inclusive sailboat is not inexpensive, but we promise it will be a trip worth remembering. Check out Moorings, a leader in sailboat charters to learn more.
Our Recommendations
If you are new to sailing, we recommend an all-inclusive crewed charter, as it allows you to fully enjoy the experience without having to worry about navigation, safety, cooking, or cleanup! For two to four guests, either a monohull or catamaran will work fine. We do feel that catamarans have a little more room and are easier to walk around, but they are also likely to be a little more expensive. If there are more than four guests, a catamaran or a motor yacht is the best choice. The catamaran will be less expensive.
Caribbean island of Grenada
Overall, our experience of sailboat charters in the Caribbean has been fabulous. It is a wonderful way to fully immerse yourself in the natural beauty and unique culture of this part of the world. With so many options available, you’re sure to find the perfect sailboat, destination, and itinerary to suit your interests and preferences. It’s a good idea to research each type of boat and the various options available before making a final decision. You want to ensure that you choose the right boat for your needs and preferences.
Conclusion
If you want to know about our personal experiences of sailboat charters in the Caribbean, you can read about them here. For general information about traveling in and around the U.S. Virgin Islands, be sure to explore our travel guide to St. Thomas as well as our blog post on how to pick the perfect getaway in the U.S. Virgin Islands.
The Ritz Carlton Club in St. Thomas, United States Virgin Islands (USVI) is a great getaway destination. The Club is located on the eastern end of the island, overlooking the stunning turquoise waters of Great Bay. There is a 5-minute walk between the Ritz Carlton Hotel and the Ritz Carlton Club. Both properties provide breathtaking panoramic views of the Caribbean Sea and the neighboring islands. Guests of the Club and the Hotel can use the amenities of either property interchangeably.
The location of the Ritz Carlton is ideal for individuals seeking a peaceful, dreamy, and secluded getaway. Lush greenery offers a tranquil atmosphere for guests to relax and unwind. The property is also located near the town of Red Hook. Here you will find a variety of shops, restaurants, and bars.
Setting
St. Thomas is one of the three main islands of the USVI. Known for its crystal-clear waters, white sandy beaches, and lush greenery, St. Thomas is a popular vacation destination for those seeking a tropical paradise.
The island has a rich history, with influences from both European and African cultures as seen through its architecture, music, and cuisine. St. Thomas is also a duty-free shopping destination. You will find various high-end shops and boutiques offering everything from jewelry and watches to designer clothing and accessories.
Our Perspective
Flying to St. Thomas is an easy getaway from the United States and no passport is required for U.S. citizens. When you arrive at the airport in St. Thomas, it is much like arriving elsewhere in the U.S. We used Marriott Vacation Club (MVC) points to reserve 4 nights in a two-bedroom suite. Each suite had its own ocean view and balcony. These points allow us to book at many MVC worldwide but also at five Ritz Carlton Clubs in the United States and the Caribbean. The average nightly rate is about $1,100 USD.
Property
The resort is spread out across 30 acres. Each building is designed with a classic Caribbean aesthetic and is surrounded by lush tropical gardens. The actual buildings are constructed of natural stone and wood, with a blend of traditional and modern design elements. We found the entire property well-maintained and landscaped.
The Club has its own pools and hot tubs, with lounge chairs and umbrellas. The beach is relatively small compared to other resorts we’ve visited. During our recent visit, there was a lot of sargassum seaweed onshore and in the lagoon. The staff does everything possible to keep the seaweed out but this year that is an impossible task. Guests may also enjoy the facilities at the Hotel, which include an infinity swimming pool and a larger beach area.
Room
Plush furnishings and rich fabrics create a warm and inviting interior. Each suite includes a fully operational kitchen. You will have ample cooking utensils, plates, serving bowls, etc. The dining room table seats four. The sitting area includes a sofa, and two chairs, as well as a full-size washer and dryer.
The master bedroom is located off the living room. Here you will find a king-size bed, a walk-in closet, a desk, and a luxurious bathroom with a separate tub and shower. The balcony is accessible from the master suite and living room. This bedroom has plenty of natural light.
Two queen beds, a small table, a separate tub and shower, and a private balcony make up the guest room. In this layout, the guest room was located just inside the front door.
Food & Drinks
This property has one onsite restaurant, Coconut Grove Beach Bar & Grill, open for lunch and dinner. Most guests choose to have breakfast in their residences or next door at the Ritz Carlton Hotel. The food here is delicious…very fresh. Amazing grilled Mahi fish tacos and truffle fries. The cocktail menu offers the traditional selections of Rum Punch and Pain Killers, plus a variety of frozen specialty cocktails and beers.
Service
One of the highlights of the club is the exceptional service provided by the staff. We had stopped at a local grocery store on the way to the Ritz to obtain provisions for our stay. When we arrived at the property our room was not available. We found our way to the beach bar and enjoyed a plate of nachos while we waited. Our room was ready within the hour. Upon arrival we found our groceries unpacked and properly put away. Every staff person we encountered on walks, in the lobby, at the pool, and in the restaurant warmly greeted us and went out of their way to ensure we had everything we needed. This meant helping us plan activities to enjoy while on the island as well as recommending the best places to eat. There is also a twice-daily housekeeping service and a dedicated concierge.
Conclusion
Overall, the Ritz Carlton Vacation Club in St. Thomas, USVI, is an outstanding choice for anyone looking for a luxurious and relaxing getaway. With its beautiful accommodations, excellent amenities, and exceptional service, it’s the perfect place to escape from the stresses of everyday life and unwind in paradise.
If you want to visit St. Thomas check out our curated travel guide and read more about how to pick the perfect USVI getaway.
Come with us as we explore the top getaway destinations of Jamaica.
Jamaica is a stunning Caribbean island with lush rainforests, tranquil beaches, rugged coasts, and vibrant culture. We have traveled to Jamaica more than twenty times and have come to love the people and this beautiful island. For us, Jamaica offers several perfect getaway destinations for when we want to spend 4 or 5 days on a tropical beach.
There are several popular getaway destinations in Jamaica, including Montego Bay, Ocho Rios, Negril, and Port Antonio. Below we will discuss how to get there, how to get around, the best beaches, and other activities unique to each getaway destination.
We have never stayed in Montego Bay, although certainly a lot of people do. But, we have visited numerous times in Ocho Rios and Negril, and Port Antonio. The overall vibe of each destination is different but exceptional in its own way. Read on to learn more about the best getaway destinations in Jamaica.
Jamaica Map with capital Kingston.
Getting To Jamaica
If you are planning to visit Montego Bay, Ocho Rios, or Negril you will want to fly into Montego Bay (MBJ). The drive to either Ocho Rios or Negril, although in opposite directions from Montego Bay, will take about 1.5 hours. Ocho is located on the northeastern side of Jamaica, while Negril is on the western side of the island. Shuttle rides from MBJ can be reserved in advance usually through your hotel. Or you may exit the terminal and opt to take a taxi. The fare to Ocho or Negril will be about $100. If you prefer not to make any long drives, you will want to choose to stay in Montego Bay.
If you are visiting the Port Antonio area, you will want to fly into Kingston (KIN), the largest city and capital of Jamaica. The distance between Kingston and Port Antonio is only about 60 miles, the driving is slow because of road conditions, and can take you 2 hours to arrive at your hotel.
Getting Around Jamaica
As of this writing, ride shares are not available; however, taxis are plentiful. Rental cars are available at MBJ and KIN. And most major car rental companies have offices in Jamaica.
There are a few things to keep in mind though. First, the country drives on the left, which is tricky during the day, but even trickier at night when you may not know where you are. Second, check the benefits of your credit cards before leaving the U.S. to make sure they cover you while driving in Jamaica. Third, you do not need an international driver’s license, your state license will be fine. Fourth, walk around the car before leaving the lot and take pictures of any dents, scratches, etc. that you might be blamed for later.
The Important Stuff
The Vibe
Understanding the vibe the destinations offer is probably the most important when determining where to plan your Jamaica getaway, whether this is a romantic couple’s getaway or one that includes the whole family. We’ve experienced both, so let us tell you what we think.
The vibe of the entire island is laid-back and relaxed so if that’s what you are looking for, it’s hard to go wrong with any destination. However, if you were looking at a vibe meter, it would likely say that Negril is the place to unwind and relax on the island. We think this is particularly true for individuals and couples looking for a quick getaway.
As you read on, you will learn there are “fewer outside the hotel” activities than in other parts of Jamaica. So, if your ideal getaway is to do nothing except listen to reggae, float in the tranquil waters, and drink rum punches, head to Negril.
Landscape in Negril, Jamaica
Consider Montego Bay and Ocho Rios if you want to chill but have additional activities. If you want to hike and spend more time in nature, consider Port Antonio.
If this is a family vacation, any of the destinations work, but we recommend staying more towards Montego Bay and Ocho Rios, especially in a family-friendly all-inclusive resort. They have built-in activities for all ages of children which will give parents more free time, and time to also do things as a family.
Another option we have used on several occasions is renting a private home through VRBO, which came in very handy when our extended family traveled with us over Christmas one year. Check out this option to see if it fits your needs.
Beaches of Jamaica
The beaches of all the popular getaway destinations in Jamaica are simply beautiful. But, when you ask people who know the island well, most would say 7 Mile Beach in Negril is the best getaway, and we agree. If you want a few waves, mostly calm waters, and soft, white sand this is the place to go.
All-inclusive hotels are quite popular along this stretch of sand (and in other parts of Jamaica) and have security walking the beach to keep any nefarious-looking individuals away. But the entire beach is open to the public.
If you want a little surf it’s best to stay on the northeast side of the island around Montego Bay, Ocho Rios, or Port Antonio. We recommend choosing a beach-front hotel, if possible. Over the years, hotels have been built on the best beaches on this side of the island, making it difficult, but not impossible, for people not staying in a beach-front hotel to get beach access. You will find there are several places to go and have a great beach day, it just won’t be quite as convenient.
Port Antonio Jamaica Frenchman’s Cove
If you don’t have a beach-front hotel, we recommend finding a resort that lets you buy a day pass. The rates aren’t cheap though. For example, at Sandals Resort in Montego Bay, a day or evening pass will cost you about $180 per person. A full-day pass is $340 per person. What you get with that pass is unlimited dining and alcohol selections, use of the pools, beach, and so forth. Less expensive day pass rates can be found so it’s worth asking your hotel for recommendations. It also seems these prices have risen some since the pandemic.
Activities
Most hotels in Jamaica offer the standard fare of catamaran cruises, parasailing, snorkeling, and diving adventures, but if you want to try other activities or get a taste of the island, you will need to leave your hotel.
If doing things offsite is important to you, we suggest staying in or near Ocho Rios or Montego Bay. Let’s take a quick look at what each town offers in terms of activities.
Montego Bay Jamaica
In Montego Bay, you can take several day trips to participate in activities closer to Ocho Rios, and even Negril. But, for activities in close proximity to Montego Bay, consider signing up for a catamaran tour, parasailing, an ATV adventure through the countryside to a beach, or visiting the Rockland Bird Sanctuary where you can hand feed hummingbirds.
A highly rated activity on this side of the island is a float down the Martha Brae river, located 20 miles from Montego Bay. We have experienced this bamboo rafting adventure on several occasions and enjoyed it each time. It’s a terrific way to cool off without being in the ocean. The entry fee is $35 per person which gets you a raft and an experienced guide.
Martha Brae River. Relaxing scenic tour through the countryside landscape under a canopy of trees.
Ocho Rios Jamaica
If you are staying In the Ocho Rios area, the number one activity is a visit to Dunn’s River Falls & Park. The highlight is climbing the falls so bring appropriate footwear if you plan to make the climb. Over the years the area has expanded and now includes a zipline, a beach for lounging, a kid’s splash pad, and nature trails for hiking. There is enough to do that you can easily spend a half day or more at the park. The entry fee is $25 for adults and $17 for children aged 4 to 12.
Dunn’s River Falls
Negril Jamaica
Negril offers fewer activities outside the hotel, but you should definitely not miss spending an evening at Rick’s Café. Listen to live reggae music while the sun drops into the ocean. Magical!
Port Antonio Jamaica
Staying in the Port Antonio area should be high on your list if you are interested in surfing or mountain biking in the Blue Mountains. The largest mountain range in Jamaica, the Blue, and John Crow Mountain ranges, is designated a UNESCO World Heritage Site.
You may also recognize the name Blue Mountain if you are a coffee lover. This area produces some of the most expensive coffee in the world. There are opportunities to visit several coffee plantations. And for the most adventurous, you may want to the Blue Mountain Peak. This is not for the faint of heart. You will need to start your journey around 2:00 a.m. if you want to reach the peak at sunrise.
Other Information
Many hotels in Jamaica are all-inclusive, which we realize is not for everyone. There are benefits though, including all your meals, alcohol, soft drinks, and standard resort activities, and perhaps most importantly access to some really beautiful beaches. It can be good to know in advance what you are likely to spend on this getaway. Unless transportation is covered you will need to calculate that cost, plus any taxi fees, activities outside the resort, and gratuities.
We have stayed in several all-inclusive resorts around the island and are sure you can find one that suits your lifestyle – whether you are traveling with children or want a romantic few days away. There are also hotels and resorts that offer modified meal plans such as breakfast and dinner, but not lunch. Or in some cases, just breakfast. Again, it depends on the type of experience you are looking for and your budget, but we are sure you can find an excellent getaway destination in Jamaica.
Safety in Jamaica
And finally, we want to discuss safety. As alluded to earlier in this post, we have spent a lot of time in Jamaica over the years. We have met many lovely people, and a few we still maintain contact with. We are not afraid to leave the hotel or resort. But, we know many people are hesitant to leave the safety of their all-inclusive.
Here are a few general rules.
Do not walk outside the hotel at night, especially alone or as a couple. Travel in larger groups and stick to well-lit streets.
Single females should not go alone or leave alone any nightclubs and bars outside the hotel. And regardless of being male or female, don’t get too drunk or high. And if you do, call a taxi.
Petty theft can be a significant problem in many places worldwide. Don’t carry anything with you that you don’t want to lose.
Know where you are at all times and avoid areas identified as problematic.
Use common sense, take precautions, and keep your eyes open and alert for potential problems.
Conclusion
We love Jamaica for many reasons and we will return again. The beaches are gorgeous, the sand is soft and warm, and the people are friendly.
It is possible to plan the perfect getaway to destinations in Jamaica. Know what you are looking for – what your goals are – and then plan accordingly.
If you want more specifics about Negril or Ocho Rios, look no further than our travel guides. These guides will help you plan the perfect vacation! And if you need further help, please send us an email and we can help you get started!
As far as Caribbean tourist destinations go, the U.S. Virgin Islands (USVI) are some of the best to visit for quick island getaway vacations. The USVI consists of three islands: St. Thomas, St. John, and St. Croix. We are fortunate to have traveled to all three destinations and lay out the similarities and the unique features to help you pick the perfect island getaway in the U.S. Virgin Islands.
All three islands have a tropical climate, with temperatures ranging from 75-90 degrees Fahrenheit year-round. Each island is surrounded by the turquoise waters of the Caribbean Sea and boasts beautiful sandy beaches.
In deciding when to visit the U.S. Virgin Islands, be aware that hurricane season is from June to November, with the highest chance of hurricanes from late August through October. We have traveled in the Caribbean during this time of year with no problems, but it is an issue to keep in mind when planning your island getaway.
Getting There and Around
Flying into St. Thomas (STT) and St. Croix (STX) is relatively easy from the United States, especially if you are coming from the East Coast and have a direct flight. If you are staying on St. John, you will fly into STT and then take the 20-minute ferry ride across the bay. A U.S. passport is not required for entry into the USVI but is required if you plan to venture across to the British Virgin Islands (BVI).
A rental car is recommended for all three islands. It’s not completely necessary because rideshares and taxis are available, but it will be more convenient. We also recommend renting a jeep as opposed to a car. St. Thomas and St. John have mountainous roads that aren’t always in the best condition. St. Croix is less mountainous, and a small car may be fine. When driving in the USVI, remember they drive on the left! Also, the narrow curvy roads can be a bit treacherous to drive at night, so we recommend having a designated driver or taking a rideshare/taxi.
Beaches
Planning the perfect island getaway begins with identifying the beaches you want to explore. We believe lying on a beach (or by a pool) is the best way to relax, especially if you only have a few days to spend there!
St. Thomas
An aerial view of St. Thomas located in the US Virgin Islands. The image shows the waterfront area of Charlotte Amalie, featuring boats in the harbor, Fort Christian, and the VI Legislative building.
So, where do you start? If you are on St. Thomas, the most well-known and easily accessible beach is Magens Bay Beach. This beach is consistently named by Travel & Leisure, Conde Nast, and Caribbean Travel & Life as one of the best beaches in the world. And when you see it, you will know why.
Horseshoe-shaped and only one mile long, this beach is a beach-lovers dream. Its unspoiled waters, soft, white sand, and spectacular views across the Caribbean Sea. Lucky you if you happen to be on a sailboat looking back at the shore! Either way though, it’s a perfect place to spend an afternoon. There is an entrance fee of $5 per person over 12. Snorkel gear, kayaks, and stand-up paddle boards are available for rent. There is also a beach bar serving bar food and cocktails. A covered pavilion is located at one end of the beach in case it rains, or you need a break from the sun.
St. John
On St. John, we recommend Trunk Bay Beach (our personal favorite), Maho Bay Beach, and Cinnamon Bay. What is unique about Maho is the chance to observe and swim with the turtles. St. John is home to three species of turtles: the Loggerhead, Leatherback, and the endangered Green Turtle.
Trunk Bay, St John, United States Virgin Islands.
Trunk Bay Beach is our favorite because it has an underwater marked trail which is great for beginning snorkelers. You are guaranteed to see a few tropical fish and maybe even a sea turtle or two. It’s also the most popular beach so arrive early and stake out your space before it fills up.
St. Croix
If you are on St. Croix and want wide-open space, head for Shoys Beach, outside of Christiansted. You will need to pack water and snacks since no services are available on this stretch of sand. Near Frederiksted, you will find Rainbow Beach. You can rent umbrellas and chairs and enjoy one of the restaurants close by. If you want to avoid a crowd, consider visiting on a day when the cruise ships aren’t docked at the port. One other beach we recommend on St. Croix is Buccaneer, located at The Buccaneer St. Croix Beach & Golf Resort, which is a Wyndham property. There is plenty to do and you won’t need to go far for food!
St. Croix, USVI
Other Activities
The three islands offer standard water activities and sports, such as snorkeling, scuba diving, jet skiing, parasailing, and more. However, each island also has its own unique features.
On St. Thomas, you will find Drake’s Seat, a historic lookout point located high above the Caribbean Sea. It was named after Sir Frances Drake who visited the area in 1595. From the top of Drake’s Seat visitors can enjoy the breathtaking views of St. Thomas and the surrounding islands of St. John and Tortola, BVI. The lookout is reached by a short hike and is the perfect place to watch the sunset or enjoy a bite of lunch. We generally take in this view after we’ve spent some time enjoying the beach at Magens Bay.
Two-thirds of St. John is part of the U.S. National Park system and is an excellent place for nature lovers. In addition to the water activities, the National Park provides visitors with places to hike, opportunities for bird watching, and views of ancient plantation ruins. Regrettably, much of the natural beauty of the island was destroyed by hurricanes Irma and Maria in 2017. The island continues to recover though and is worth visiting for a day or more!
One of our favorite side trips while on St. Croix was a visit to the Cruzan Rum Distillery where we sipped on coconut, mango, and pineapple rums, as well as tasted a Single Barrel rum. Unfortunately, as of this writing, the Distillery closed due to the COVID-19 pandemic and remains closed for now.
Not unlike St. John, nature lovers will also enjoy St. Croix. Hike through rainforests and down cliff sides to float in tidal pools, or watch the sunrise at Point Udall, the easternmost point of the United States. You will also want to experience kayaking in the Salt River Bay National Historic Park and Ecological Preserve. Located on the south shore of St. Croix, the Bioluminescent Bay is a natural phenomenon caused by microorganisms called dinoflagellates that emit light when agitated. Kayaking on this bay at night is an unforgettable experience that should not be missed.
Island Hopping
Island hopping is one of our favorite island getaway things to do. The distance between St. Thomas and St. John is a short 20-minute ferry ride. One ferry allows you to take your car. We found this wasn’t necessary because taxis are readily available every time the ferry docks, but the option is there.
From either St. Thomas or St. John, you can also island hop to the British Virgin Islands (BVI), where you will need to have your passport. For example, the ferry ride from St. Thomas to Tortola BVI is about one hour which includes sailing time and getting through customs. Not bad!
Travel time between St. Thomas and St. Croix by ferry is about 2.5 hours. In our opinion, the travel time is too much, especially when our time on the islands is already short. We recommend one trip that allows you to stay on St. John or St. Thomas and another trip where you stay on St. Croix.
In addition to traveling by ferry, there are numerous day trip operators willing to sail you anywhere you want to visit within the Virgin Islands. These trips can be expensive, but a lot of fun. You may want to check with your hotel in advance to see what tour operators they suggest.
If you are looking for vibrant nightlife, you may want to stick to St. Thomas. The other two islands will have something going on, it just won’t be as much.
Other Information
If your island getaway takes you to St. Thomas, check out our curated digital travel guide. It will cut your research time by half and provide you with great recommendations for hotels, food, and activities.
St Thomas, US Virgin Islands. Magens Bay
St. John and St. Croix offer a variety of accommodation options as well from hotels and resorts to private homes and condominiums. St. John even has a campground available at Cinnamon Bay. Lodging ranges from basic tents to small cottages. This option is worth a look especially if your budget is tight.
Conclusions
Each of the US Virgin Islands is similar yet also unique. Consider what you want to do on your island getaway. If you want access to great restaurants, shopping, and a little nightlife your best pick is St. Thomas. If you need something more chilled and want to spend time in nature, consider heading to St. John or St. Croix.
The beaches on all three islands are magnificent. We promise you won’t be disappointed with any island choice when it comes to the beaches. And why not just plan to visit them all (not necessarily in one trip)? That way you can decide for yourself which island you prefer!
The benefits of a vacation are many, but a 2019 study released by the U.S. Travel Association reported Americans left 768 million vacation days unused in 2018, a trend that was growing year after year. Then the pandemic hit, and the world shut down, leaving nearly everyone unable to travel. It seems we have made it through the worst and countries are open again for visitors. Americans are now unwilling to leave their precious vacation days on the table and are asking for time off.
The problem is they are taking their work with them and this isn’t a good thing for many reasons. A vacation is supposed to help you disconnect and recharge so that when you return to work you feel energized again. But, if you don’t let yourself get off the productivity wheel, taking a vacation will not produce the needed benefits. In my opinion, travel enhances a person’s life for the better, but not everyone will agree. Some people see travel as a hassle and an increase in their stress level as opposed to a lowering of stress. I get it! So, hire someone to plan for you or organize a staycation instead. In any case, whatever you do, stop reading productivity blogs and enjoy the benefits of a vacation – whatever that means for you.
Explore New Cultures
One of the major benefits of taking a vacation for me encompasses exploring new cultures, making new connections, getting outside my comfort zone, and taking time to decompress. It’s not that I plan to achieve all this on one vacation. But, I do try to have at least one goal identified and plan my vacation accordingly. Learning about different cultures while traveling can expand our views and understanding of the world. It broadens our perspective and appreciation for people different from ourselves. This was certainly true for me when I spent three months living in South Africa during Apartheid. Never have I had a more meaningful and interesting experience – one that radically changed how I thought and felt about myself and the world.
Children in South Africa
During my time in South Africa I experienced new customs and traditions. The population of South Africa is incredibly diverse, composed of people from different backgrounds, speaking different languages. It might surprise you to know South Africa has eleven languages that are considered official for the country. The diversity of the country challenged my assumptions and helped me appreciate cultural differences without being judgmental. And while my stay in South Africa was not really a “vacation” I left with a different set of eyes by which to view the world. This in turn prepared me to make more meaningful connections with the people and the places I would visit in the future. If you are interested in a bucket list trip to Southern Africa, check out our blog on planning, and read about our experience here.
Make New Connections
Meeting new people, learning from locals, and exploring with new friends when traveling is a great way to make the most out of your travel adventures. We have traveled to Jamaica over twenty-five times, starting when we were in our twenties. What drew us back, again and again, were the people we met. Initially, it wasn’t just a single person, but more like we were charmed by the People as a whole. They were genuinely kind with a warmth that made us smile. Over the years we met many people on the island and developed lasting friendships with a few.
Jamaican Blue Mountains, Hagley Gap
I find it is our connection to the locals, and even other travelers we meet along the way, that can make or break a vacation. It is the people we remember most when we return home and reflect on the experience. And now, with social media, it is even easier to stay connected after the vacation is over.
Step Out of Your Comfort Zone
Stepping out of your comfort zone when traveling can result in a range of benefits, from personal growth to new experiences. When you try new activities, take risks, and face your fears you might find you have an increased level of confidence in your ability to adapt and survive in unfamiliar situations. You learn to understand yourself better and how you react to unfamiliar environments, which can be helpful in making decisions in the future.
I’m not saying you need to jump out of an airplane (unless that’s something you really want to do) or go spend three months living in a foreign country. What I am saying is that travel is an opportunity to challenge yourself, even when it is only a short three-night city break. We have plenty of opportunities to step out of our comfort zone if we only look for them. By taking a risk, facing your fears, or trying something new, you might find you are capable of more than you thought possible. These can be experiences you will reflect on for years to come.
Health Benefits of a Vacation
Another one of the major benefits of taking a vacation is taking time away from work which is critical to improving a person’s mental and physical well-being. In fact, traveling can be one of the best forms of self-care. There are data to support that travel can boost your immune system, improve mental health, and lower stress levels. I think this is less likely to happen when you are riding the productivity wheel and are unable to leave work behind when you go on vacation.
I have been guilty of working while I am supposed to be relaxing, enjoying a beautiful beach and turquoise waters. Not wanting to return home to five hundred emails I think, “Oh, let me just take a quick look,” and then I’m off down the rabbit hole only to return a few hours later. This is why I prefer vacations where I have no internet connection!
In the times when I can turn everything off and relax, I find I have a greater sense of purpose and clarity. I am more creative and new ideas come more readily. This happens more frequently when I am out in nature enjoying the solitude and serenity of a mountain stream or the beauty of a sunrise and the hope it brings with the dawn.
Conclusion
The truth is you don’t have to fly across the world to reap the benefits of a vacation. Opportunities abound close to where you live – in the city, in the country, in the next state over. Even in these places you may have the opportunity to experience a different way of life, meet new people, and step out of your comfort zone. On the other hand, if you want to fly across the world please do. There is so much to see and explore.
Brad Kayaking the Buffalo National River, Arkansas
I want to suggest that you let your goals drive the direction of your vacation itinerary. And that whatever you decide to do, find time for you and your family to decompress, relax, and reconnect. Oh, and leave the work at home!
Our philosophy on applying for travel credit cards is, it depends. It depends on your personal travel goals and how well you manage your money. If traveling is a hobby or passion for you and you can manage your finances, then it probably makes sense. If traveling isn’t a priority, or you have difficulty managing money, the answer is probably no. There is not a one size fits all approach to this question, but let’s look at a few of the upsides and downsides to having a travel credit card.
Upsides to Travel Credit Cards
The benefits of having one or more travel cards are many, depending on which cards you carry. The best upside of having a card is you will earn miles or points every time you use the card. And, eventually, you will have enough miles to book a flight, stay in a special hotel, and more. The welcome or sign-up bonus you may receive from opening a credit card account will also go a long way in helping you meet your travel goals faster. Many travel credit cards offer extra perks such as discounts with Uber, large department stores, and top-name luxury product brands. If you take advantage of these extras you will definitely save money, but only if it was something you would have purchased anyway.
Downsides to Travel Credit Cards
Two major downsides of travel credit cards (or any credit card for that matter) are the annual fees and the possibility of spending past what you can actually afford. For most major credit cards, the annual fees will vary from $0 to $700. Our experience is that cards with higher annual fees generally offer more extra perks. If you have more than one travel credit card, these annual fees can add up quickly.
The downside of overspending on a credit card is enormous, including bankruptcy. We laugh when we see IG reels with the caption, “Show me the reason you have no money.” You have probably seen this too. It is funny, but not so funny if you have a credit card or debit from travel that can’t be paid off. Also, it makes no sense to overspend just so you can earn your credit card bonus. Doing this will likely counteract any rewards you earn!
Our travel goals for the last two years were about acquiring as many miles as possible on American Airlines, which has been our choice of airline for thirty years. The way we did this was to use the Citibank Executive AAdvantage card for nearly every purchase and we flew American Airlines for every flight, which also gained us miles. Not only did this help us accumulate an enormous number of Advantage Miles, it also helped us maintain elite status, Executive Platinum and Platinum Pro, and as part of the annual fee we have unlimited access to all American Airlines airport lounges, which we consider to be a great benefit.
We also spend many nights each year at Marriott properties across the world, which is where the Bonvoy card comes in handy. And finally, there is the American Express Platinum card. We carried this card for years then downgraded to the Gold card because, well, we just were not using all the benefits and the annual fee kept going up. However, at some point, American Express offered us the opportunity to upgrade again to the Platinum card and 100K bonus points if we spent $3000 in three months. The truth is, we love this card. It has a lot of benefits, which we are trying to ensure we take advantage of each year.
How We Manage Our Cards
Managing these cards takes work. We have to know which card is best to use under which circumstances such as grocery shopping, fueling the car, dining out, replenishing our business products, and more. We have to track when the annual fees are due and reflect in advance if we want to keep the card or cut ties. Each year, we spend a little time evaluating how we used the cards and whether or not the cards still align with our travel goals.
For example, our Chase Sapphire Reserve card annual fee is due in December, but we have not posted any purchases to this card this last year and we have few reward points left available. We may need to consider canceling this card, but we are also not sure how our travel goals may change in the next year. Chasing miles, points, and status with a single brand is time-consuming and not always in our best travel interest.
Tips for Managing Travel Credit Cards
If you decide to take the plunge into the world of travel credit cards, or you have already taken the plunge, here are a few tips to consider.
Have a goal in mind for how you would like to use those points/miles
Start with one card, then open for more if you can handle it financially
Create a spreadsheet to track each credit card
by the monthly due date
cancel by the date if you want to avoid paying the annual fee again
cost of annual fee
benefits/extra perks, and
what to use the card for so you can earn the most points possible (such as 5 X points on dining, fueling the car, etc.)
Conduct an annual review of how you use each credit card
Determine which cards to keep and which cards to cancel
Follow a few experts in the travel credit card game and learn from them how to maximize your benefits
Conclusion
When people sign up for a travel credit card and earn a good number of points by spending $X in X months, those points can be redeemed for flights, hotel stays, car rentals, and other benefits, which is terrific. We have done this many times over the years and have stayed in places we might not have otherwise stayed.
But, keep in mind, there is always a cost to any of these trips. The cost of food, taxis, additional resort fees, and excursions can add up rather quickly and before you know it, you’ve overspent your budget even when the hotel and airfare is paid for with credit card points and miles. On the other hand, if you are armed with this information going in, and you are diligent about your spending habits, using travel credit cards can help give you the kind of travel life you desire.
