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Caribbean

Discover the Ideal Caribbean Vacation: Tailored Tips for Midlife Adventurers

Selecting the perfect one-week Caribbean vacation is exciting but also overwhelming with so many islands, resorts, and experiences to choose from. If you’re in midlife, the priorities for your vacation might be different than when you were in your 20s or 30s. Whether you’re looking for relaxation, adventure, or a mix of both, it’s all about finding the right destination that suits your personal preferences, budget, and travel style. We love the Caribbean and have been to many of the islands. Here’s our guide to help you find the Caribbean escape that’s perfect for you.

Define Your Ideal Getaway

Before diving into specific destinations, spend time thinking about what you want from your Caribbean vacation. The Caribbean has over 700 islands, with approximately 100 or so inhabitable. These islands offer everything from luxurious resorts and all-inclusive packages to more intimate, off-the-beaten-path experiences.

Ask yourself these questions:

Do you prefer lounging on the beach or being active with water sports and excursions?
Are you looking for a romantic escape, a solo trip for self-reflection, or an adventure with friends?
Do you value luxury or is staying on budget more important to you?
Are you interested in exploring culture and local food, or are you content staying on a resort property?

Knowing your priorities will help you narrow down your choices to islands and experiences that fit your travel style.

Consider Travel Time and Accessibility

When planning a one-week vacation, travel time and accessibility matter. Direct flights from major U.S. cities can save time and hassle. Some Caribbean islands, like the Bahamas, Puerto Rico, and Jamaica, are easy to reach with multiple direct flight options, making them ideal if you want to maximize your time at the destination. For those willing to connect or spend more time in transit, islands like St. Lucia or St. Kitts offer a more remote and secluded vibe.

If you’re trying to minimize jet lag and travel fatigue, check out islands that are close to home and easy to get to, especially if you’re flying from the eastern U.S. or Canada. Destinations like the Cayman Islands or the Dominican Republic are great choices if you’re short on time but want a more exotic feel than closer destinations like Florida.

Types of Caribbean Getaways: Which One Speaks to You?

The Caribbean has something for every type of traveler. Here are a few getaway styles to consider:

a. Luxury Lovers

If your idea of a vacation is being pampered in a five-star resort with personalized service, spa treatments, and gourmet dining, islands like St. Barts, Anguilla, and Turks and Caicos are great options. These islands cater to a more upscale crowd with plenty of high-end accommodations.

Grace Bay, Providenciales, Turks and Caicos.

Recommended Islands:

St. Barts – Known for its chic vibe, this island offers luxury shopping, gourmet dining, and stunning beaches. It’s ideal for couples seeking romance and privacy.
Anguilla – A quieter, lesser-known destination, Anguilla has some of the best beaches in the Caribbean, perfect for relaxing in peace without the crowds.
Turks and Caicos – With pristine beaches and crystal-clear waters, Turks and Caicos is perfect for those who love water activities and upscale resorts.

Adventure Seekers

For the more adventurous, consider islands that offer plenty of excursions and outdoor activities like hiking, snorkeling, scuba diving, and exploring historical sites. Islands like Puerto Rico, the Dominican Republic, and St. Lucia have a wealth of adventure opportunities while still offering beautiful beaches for some relaxation time.

Saint Lucia, West Indies – Anse Chastanet Beach and the Pitons

Recommended Islands:

Puerto Rico – This U.S. territory is not only convenient (no passport needed for U.S. citizens), but it offers a mix of outdoor adventures, from hiking in El Yunque National Forest to exploring historical Old San Juan. Don’t miss the bioluminescent bays.
Cayman Islands – Famous for sites like the Kittiwake wreck and Stingray City, you will find spectacular wall dives and diverse marine life.
St. Lucia – Famous for its twin Piton mountains, St. Lucia is a great spot for those who love hiking and exploring nature. It also has stunning beaches and luxurious resorts, so you get the best of both worlds.

Laid-Back & Low-Key

If you’re looking for something more peaceful and laid-back, consider islands that are less developed and cater to travelers who enjoy nature and seclusion. These destinations often offer boutique hotels and smaller resorts for a more intimate experience.

Recommended Islands:

Nevis – This tiny, less-visited island is perfect for those who want to truly get away from it all. With a small-town charm and beautiful landscapes, Nevis is ideal for a peaceful retreat.
Grenada – Known as the “Spice Island,” Grenada offers a mix of stunning beaches, waterfalls, and rainforests. It’s less touristy than other Caribbean islands, making it perfect for a relaxing getaway.
Barbuda – Part of Antigua and Barbuda, this island is known for its pink sand beaches and low-key vibe. With few tourists and quiet surroundings, it’s ideal for unwinding in nature.

All-Inclusive Enthusiasts

For those who prefer to have everything taken care of, all-inclusive resorts can be a stress-free option. Many Caribbean islands offer a variety of all-inclusive options, allowing you to enjoy gourmet food, drinks, and activities without worrying about the final bill.

Recommended Islands:

Jamaica – With numerous all-inclusive resorts, Jamaica is perfect for those who want to experience Caribbean culture, food, and music while enjoying the ease of an all-inclusive stay. You’ll find everything from family-friendly options to adults-only resorts.
The Bahamas – Another great option for all-inclusive resorts, the Bahamas offers everything from large resorts with endless activities to smaller, more intimate properties.
Aruba – Aruba’s consistently pleasant weather makes it a top pick for all-inclusive getaways. The island’s relaxed vibe and stunning beaches provide the perfect backdrop for a week of all-inclusive pampering.

Decide on Budget and Season

Your budget will play a significant role in selecting the perfect destination. Fortunately, the Caribbean offers options for every price range. If you’re looking to splurge, opt for islands like St. Barts or Anguilla, known for their luxury resorts. If you’re traveling on a budget, consider destinations like the Dominican Republic, where there are plenty of affordable accommodations, or Puerto Rico, where U.S. citizens won’t need to factor in the cost of a passport or foreign exchange rates.

Another important consideration is the time of year you’re traveling. The Caribbean’s high season is from mid-December to mid-April, which means higher prices and larger crowds. If you’re looking for a deal, traveling during the shoulder seasons (May-June or September-October) can offer lower rates, though you’ll want to keep an eye on the weather, as hurricane season runs from June to November.

Personal Interests: Culture, Food, and More

If you’re a traveler who loves to immerse yourself in the local culture and food scene, you’ll want to choose an island that offers rich cultural experiences. Puerto Rico and Cuba are known for their vibrant cultures, music, and delicious cuisines, while the Bahamas and Barbados offer lively festivals and events throughout the year.

Foodies might enjoy destinations known for their unique culinary offerings. Jamaica is famous for jerk chicken, while the Dominican Republic has delicious street food like empanadas and fried plantains. Meanwhile, islands like St. Martin and Guadeloupe offer a blend of French and Caribbean cuisine, perfect for those looking for a gourmet experience.

Sustainable and Eco-Friendly Travel

For eco-conscious travelers, selecting a destination that focuses on sustainability is key. Some Caribbean islands have been leading the way in eco-tourism and sustainable practices. Consider destinations like Dominica, known for its focus on protecting natural resources, or St. Kitts and Nevis, which have made strides in sustainable tourism initiatives.

Conclusion

No matter your travel style or interests, the Caribbean has a destination that’s perfect for you. Whether you crave luxury, adventure, or a relaxing escape, this diverse region offers something for everyone. By considering your personal preferences, budget, and the kind of experience you’re looking for, you can plan the ideal one-week Caribbean getaway that will leave you refreshed and inspired.

Caribbean

Mistakes Travelers Make When Visiting the Caribbean (and What to Do Instead!)

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Even the most seasoned travelers (ourselves included) have fallen prey to travel blunders over the years. From dining at tourist trap restaurants to getting lost, to even giving a Jamaican taxi driver $100 U.S. dollars instead of $150 Jamaican dollars, which is the equivalent of $10 USD. Yes, this really happened. It was Christmas. Hopefully, he did something nice for his family 😊. In any case, mistakes are bound to happen. Let’s take a look at a few of the most common (and easily fixed) mistakes travelers make.

Not researching the destination

It is so important to research your Caribbean destination before arriving. The islands are diverse, each with its own culture, history, and attractions. Not researching the destination can lead to missed opportunities and disappointment.

Travel preparations essentials. World map, cup of tea, vintage film camera, hat, passport, notebook and stylish glasses on the old rustic wooden table background, flat lay — Travel preparation essentials

Let’s look at a few differences between visiting Jamaica and Aruba. There is no question that both islands are beautiful Caribbean destinations, but the culture on each island is very different. Jamaica’s culture blends African, European, and indigenous influences; while Aruba has a cultural mix of influences from Europe, South America, and the Caribbean. Jamaica has a diverse landscape that includes rainforests, mountains, and beaches. In contrast, Aruba has a desert-like climate and landscape. Both destinations are generally safe for tourists, but Jamaica has a higher crime rate and visitors should take precautions to stay safe. For example, it is recommended that tourists stay in resort areas and avoid walking alone at night.

Having advanced knowledge of these factors will help travelers avoid mistakes and disappointments. This way you can plan your itinerary better and make the most of your vacation.

Underestimating the sun and heat

We mostly travel to the Caribbean to lie on beautiful beaches, play in the warm, tropical waters and soak in the sun. In our opinion, having a sunburn is a sure way to ruin a vacation. Travelers often underestimate the intensity of the sun and heat. We forget it is hot because we are sitting in the water. You can even get burned sitting the in the shade or if it’s cloudy. For this reason, sunscreen is essential. You also need to stay hydrated and seek shade or better yet, go inside during the hottest part of the day. Your body will thank you. Be sure to pack sunscreen, a hat, and light clothing to protect yourself (and your children) from the sun.

Overpacking

Oh boy, this is probably a controversial one, especially if you happen to be a lifestyle influencer! But assuming most of us aren’t, we know how easy it is to get carried away with packing for a trip to the Caribbean islands. You want to pack lightweight, breathable, and comfortable clothing that is appropriate for the warm weather and cultural norms. It is also important to review any dress code requirements the hotel restaurants might have. Even though flip-flops and cut-off shorts are appropriate for the beach, they are not always allowed in restaurants.

Also, packing too much leads to unnecessary stress and discomfort during travel. The more you pack, the more suitcases you have to haul through the airport, up the stairs, across unpaved roads, etc. Read up on the local dress code for the country and your hotel, and pack accordingly.

One other quick suggestion is to load the weather map for the island you are visiting. That way you can have some idea of what type of clothes you need to take along.

Not trying local cuisine

A lot of time tourists don’t venture out past their hotel, which in our opinion is one of the biggest mistakes travelers make. We encourage people to get out and visit some of the local restaurants. Try something new or unusual. Also, if you happen to be vegetarian, vegan, or have certain food allergies, be sure to let the restaurant know. Most are happy to cater to your needs.

Caribbean cuisine is known for its bold flavors and unique combinations of spices and ingredients. We’ve visited Jamaica many times over the years, and it’s there we ate foods like jerk chicken, ackee and saltfish (still not my favorite), plantains, and curry goat.

If you are visiting Grenada, you will certainly want to taste test their nutmeg ice cream. Grenada is known as the “Isle of Spice” because of its nutmeg production, so nutmeg is a common ingredient in many dishes, including ice cream!

One other consideration is to visit the local grocery stores. It’s fun to walk the aisles and see what’s in the fresh produce section. You will certainly see some US products, but you will also see products you can’t buy in the US. If there is a particular food product you want to bring home, like Jamaican Blue Mountain Coffee, you can often find those same products in the grocery market at prices substantially less than you will pay in the hotel gift shop!

Not budgeting appropriately

Other mistakes travelers make is not budgeting appropriately for their vacation. As you probably know, travel right now is expensive, even to the Caribbean islands. When we overspend on accommodations, transportation, food, and other travel expenses we often deplete funds needed to manage our day-to-day expenses, like rent and mortgages. I am guilty of this but am trying to be better at managing travel expenses. Last year I overspent to upgrade to a better suite on an 11-day cruise. We had a great time, but I had to borrow money to pay off the credit card. That is just not wise.

Inadequate budgeting can also result in unexpected costs and financial surprises. For instance, travelers may forget to factor in travel insurance or visa fees or incur medical expenses due to illness or accidents during their trip, and forget daily resort fees or parking fees. These costs are not insignificant and can put a strain on finances.

In addition, travelers may find themselves constantly worrying about stretching their budget or feeling guilty about splurging on certain activities or items. This worry detracts from the enjoyment of the trip and overall experience.

To avoid excess worry and strain, know your budget in advance and try to stick to it. Research the cost of accommodations, transportation, and activities beforehand. Include a cushion in your budget just in case you get to the islands and have an opportunity to enjoy a bucket list item you hadn’t planned for.

This warrants a quick discussion of travel credit cards. They are definitely good, but they can also be very bad if you don’t manage your spending. For sure they help reduce, and even offset, airfare and hotel expenses, but they can be hazardous to our financial health if we aren’t careful.

Not being mindful of the environment

The Caribbean islands are home to some of the world’s most beautiful beaches and natural wonders. You will notice there is a lot of poverty on many Caribbean islands which has a significant negative environmental impact on the Caribbean region. As visitors to these beautiful islands, it’s best we don’t contribute to this negative impact.

Consider choosing eco-friendly accommodations

The hotel and resort industry is now prioritizing sustainability by using renewable energy sources, minimizing water usage, and reducing waste. Some accommodations may also have programs in place to support local conservation efforts.

Avoid single-use plastics when possible

More people are traveling now with a reusable water bottle and refilling it as needed. Most resorts have potable water and it should not be a problem to refill with fresh drinking water. In some cases, though, you may have to use plastic bottles if there is a safety concern about drinking the local tap water. We typically head to the local grocery store and purchase the largest water bottles we can and find refilling our own. We still use plastic, but it’s less plastic.

Respect marine life

Avoid touching or feeding marine animals, such as sea turtles or coral reefs, and never take anything from the ocean. If you snorkel or scuba dive, choose a reputable operator that follows sustainable practices and prioritizes marine conservation.

Be mindful of energy usage

Turn off lights and air conditioning when leaving your hotel room, and avoid excessive water usage when showering or using the sink.

Choose eco-friendly transportation

This isn’t always possible, but consider taking public transportation or renting a bike instead of renting a car. Walk to nearby attractions or take guided nature hikes to reduce your carbon footprint.

Support local conservation efforts

Consider donating to local environmental organizations or participating in volunteer programs that support conservation efforts in the area. Travelers should be mindful of their impact on the environment and take steps to minimize waste and conserve resources during their visit.

Never leaving the tourist areas

This is one of the biggest mistakes we feel travelers make when in the Caribbean. We find it amazing the number of people who do not leave the tourist areas during their visit to the islands. It’s not clear why that’s the case. Maybe there are concerns around safety or people are afraid of the unknown beyond the confines of the resort wall. We understand this because there have been times we didn’t leave the resorts either. The familiarity we find in the tourist areas provides a sense of comfort and security, making it less daunting to explore. But, in exchange, we missed the opportunity to learn about the people, the culture, and its history.

And really, if we are happily eating at overpriced and under-seasoned hotel restaurants, why bother going to the islands? It’s important to let yourself get out of your comfort zone but to do it safely. Get out and see how the locals live daily, what they eat, and where they shop. Meet people. Be friendly. Likely they will be friendly back!

If you want to explore more off-the-beaten-path areas do some research and plan ahead. Seek out local recommendations and hire local guides, or join an organized tour. This will provide a more authentic and immersive travel experience while still ensuring safety and comfort.

Glitz & glam can backfire

Once you leave the tourist area, don’t be a walking target for pickpockets and criminals. As mentioned earlier, it is important to research the Caribbean island you are visiting. Some islands tend to be safer than others. Wear stand-in jewelry or better yet, leave your jewelry at home, or in the safe at the hotel if you must bring high-dollar items with you on vacation. We promise you won’t likely need your Louis Vuitton bag or a 2-carat ring. All those items do is draw unwelcome attention.

We must say, in our travels to date, we’ve had nothing stolen when visiting a Caribbean island. We have also never felt afraid on any island. Use common sense. Don’t travel alone at night, walk in groups if possible, and observe your surroundings. And, don’t put yourself in potentially unsafe situations.

These are a few of the mistakes we think travelers make on their visits to the Caribbean. Of course, many of these are also applicable to travel in other parts of the world. The point is to think about these in advance and plan to avoid them. If you follow these guidelines we believe your vacation will be a fun and enjoyable experience!

If you want to know more about the kinds of mistakes you can avoid as travelers, or you just want to know more about travel or need help with travel planning, we are here to help!

Caribbean

Find Your Perfect Caribbean Getaway

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There is more to the Caribbean than sun, sand, and tropical drinks. The region is made up of many distinctive islands, each with its own culture, cuisine, and activities. From the Mayan ruins to the vibrant nightlife of Nassau’s Atlantis, the Caribbean is an amalgamation of unique experiences waiting for you to explore. We hope that by sharing our personal insights, we will help you find your perfect Caribbean getaway.

The Caribbean is one of our favorite places to visit. The warm waters and distinct locales call us to return year after year. We can’t say that one location is better than another. But, certainly, there are a few islands we have visited numerous times. When I think about why we return again and again to those destinations it is primarily because of the people, the culture, and the cuisine.

But, enough about us! Let’s examine a few stunning destinations to help guide you in creating the perfect Caribbean getaway.

Aruba

Aruba is 1 of 3 islands located off the coast of Venezuela that is part of the Kingdom of the Netherlands. These 3 islands, Aruba, Bonaire, and Curaçao, are sometimes referred to as the Dutch Caribbean and also as the ABC Islands.

You may also have heard Aruba referred to as ‘One Happy Island’. I don’t know about you, but this brings a smile to my face. This small island has a reputation for being a welcoming and joyful place for travelers to visit. It is an ideal vacation spot for the entire family, solo travelers, honeymooners, and LGBTQ travelers.

Travelers are often concerned with hurricanes that may disrupt their Caribbean vacation plans. This is especially between the months of May and November. But, it’s good to know that Aruba has the lowest precipitation levels among the 700 Caribbean islands. And, its location is beyond the hurricane zone, which generally ensures a pleasant climate throughout the year.

Aruba offers exciting diving opportunities. There is also Flamingo Island, a sanctuary for donkeys, and a choice of 40 pristine beaches. Aruba will effortlessly tick all the boxes for tourists. On top of that, the island speaks four languages, namely Papiamento, Dutch, English, and Spanish, which makes it a friendly and hassle-free destination for visitors to navigate.

The island also boasts a low crime rate. This is because Aruba has a stable political climate, and a strong economy, which contributes to its overall sense of security and stability. Safety is a major factor for travelers right now so visiting Aruba may be the perfect Caribbean getaway choice for you.

Mexico

Quintana Roo is a state in the eastern part of the Yucatan Peninsula in Mexico, that borders the Caribbean Sea to the east. Like many U.S. citizens, we have made numerous visits to Quintana Roo. We traveled there certainly because the beaches are beautiful, but also because the time required to travel there was minimal.

Twenty-five years ago Cancun proper was still making a name for itself. And, beyond Cancun to the south, there was very little activity. Now, this region is packed with a wide range of resorts, hotels, and attractions, from the secluded Tulum ruins to the lively Cancun clubs.

Cancun’s Zona Hotelera is a bit crowded. You might want to explore further south towards Playa Del Carmen and beyond. You will still find spacious luxury resorts, but also charming boutique hotels, tranquil stretches of beach, and captivating ruins with a rich history.

Safety is an issue to be concerned about when visiting Quintana Roo and many other areas of Mexico. We have personally never experienced any issues, but at the present, the U.S. State Department has issued a Level 4 to Quintana Roo, which means Do Not Travel.

If you do decide to visit the area, however, here are a few tips to keep safe:

Be aware of your surroundings
Use reputable transportation
Avoid excessive drinking
Look for places with good reviews and ratings
Stay informed of potential safety risks or travel advisories.

Occasionally, hurricanes are a problem in this area during the summer and fall months. We recommend purchasing travel insurance just in case you need to make last-minute changes to your getaway.

If you want to learn more about Cancun or perhaps want to explore the Pacific Ocean side of Mexico, check out this blog post.

Bahamas

The Bahamas span over 100,000 square miles and boast some of the best beaches imaginable. The closest point in the Bahamas to Miami, Florida is only about 50 miles (80 kilometers) away. The country is made up of an archipelago of more than 700 islands and cays. This offers visitors an array of experiences, from the capital city of Nassau to the picturesque Eleuthera. You might want to swim alongside friendly pigs in Exuma. Or enjoy a fish fry at Arawak Cay, or dive into the barrier reef surrounding Andros.

The Bahamas has a tropical climate with warm temperatures year-round, with the average high temperatures ranging from 75°F (24°C) in January to 89°F (32°C) in August. The coral reefs make the Bahamas a popular getaway for scuba diving and snorkeling.

One of our favorite Caribbean foods is Conch, which is the national dish of the Bahamas. Similar to calamari, Conch meat can be prepared in several ways, but Conch fritters are a must-try in our books!

Atlantis, located in Nassau, is the place to visit if you are looking for 24-hour excitement and entertainment. This mega-resort includes five distinctive hotels, a dolphin habitat, a marine park, a 141-acre waterpark, a casino, a marina, a golf course, a theater, and a shopping mall. It is highly recommended for families, honeymooners, and solo travelers.

Hurricanes also make their way across the Bahamas, so be prepared if you travel during hurricane season. It is also important to stay alert and follow common sense when it comes to safety.

Belize

Belize is a small country located in Central America. It is bordered by Mexico to the north, Guatemala to the west and south, and the Caribbean Sea to the east. The capital of Belize is Belmopan. But, the primary tourist spot is Belize City, located on the coast.

If you are interested in a Caribbean getaway, you will want to experience the beautiful beaches, coral reefs, and diverse marine life. This region is home to many small islands, known as Cayes, and several coastal towns and villages. One of the most popular destinations is the island of Ambergris Caye, located just off the coast of Belize City.

Ambergris Caye

Ambergris Caye is known for its beautiful beaches and snorkeling and diving opportunities. Visitors can take a boat tour to the Hol Chan Marine Reserve. Here you will see a variety of marine life, including sea turtles, rays, and sharks. Renowned for hosting the second-largest barrier reef globally, Belize attracts divers, snorkelers, and biologists year-round who visit to discover its diverse ecosystem and UNESCO World Heritage sites scattered across the island.

Another popular destination on the Caribbean side of Belize is the town of Placencia. Placencia is located in the southern part of the country. It is known for its long, sandy beach and laid-back vibe. And is a popular spot for travelers looking to unwind and relax. Take a boat tour to the Silk Cayes Marine Reserve where you can snorkel or dive among coral reefs and see a variety of marine life.

Although the likelihood of a hurricane making landfall in Belize is relatively low, the country is still located in the hurricane belt. It is important for visitors to be aware of the potential risks. and to take necessary precautions. In terms of safety, Belize is generally considered a safe country to visit. However, be aware of petty criminal activities, such as theft and pickpocketing. Keep valuables in a safe place, be aware of your surroundings, and avoid walking alone at night.

Jamaica

Jamaica is the third-largest English-speaking country in the Americas, following the United States and Canada. It is one of the countries we have visited numerous times over the years. The island’s rhythm is palpable through its reggae music, jerk chicken, and delicious rum punch!

Negril

If soaking up the beach is high on your priority list, we strongly recommend you visit Negril and stay on or near Seven Mile Beach. This beach is one of the most famous beaches in the Caribbean. Incredibly beautiful, the beach is divided into several sections, each with its own vibe. The western end of the beach is quieter and more secluded, while the eastern end is livelier and more crowded. Visitors can enjoy a variety of activities, including swimming, sunbathing, snorkeling, parasailing, and jet skiing.

In Negril, you will also not want to miss the stunning sunsets. As the sun sets over the Caribbean, the sky is painted in shades of orange, pink, and purple, creating a stunning backdrop for an evening stroll along the beach.

Ocho Rios

Another option is to visit Ocho Rios, which is on the opposite side of the island. This area has a different vibe but is just as beautiful. Besides lying on the beach, you will want to visit 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.

In addition to the potential for hurricanes, you should also be aware of other safety concerns. The country has a high crime rate, particularly in urban areas such as Kingston and Montego Bay. Take precautions such as staying in well-lit and populated areas, not carrying large amounts of cash or valuables, and avoiding wearing flashy jewelry or clothing. As I said, we have traveled there many times, and honestly, we have never had a problem, but we know other visitors have.

If you are interested in Jamaica, we highly recommend you read our blog post entirely on finding the best getaway spot in Jamaica.

Dominican Republic

The Dominican Republic is located two hours south of Miami. It is a treasure trove of natural wonders, with national parks, rivers, beaches, and ancient relics. While popular tourist destinations like Punta Cana and Puerto Plata are a great way to unwind, there’s so much more to discover in this vibrant country.

During the winter mating season, Samana Bay comes alive as thousands of humpback whales come to play. Santo Domingo, the capital, is one of the oldest cities in the Caribbean, with a charming walled historic core known as the Zona Colonial, where you can find buildings dating back to the 1500s. Meanwhile, Barahona, often referred to as ‘the Caribbean’s Bride’, boasts some of the most stunning beaches and landscapes in the region, and an array of outdoor adventures thanks to its diverse ecosystem.

Like other islands in the hurricane belt, it is important to be prepared if you choose to visit the Dominican Republic during hurricane season. You might remember the country was hit hard in 2017 by both Hurricane Irma and Maria.

The country has a high crime rate, particularly in urban areas such as Santo Domingo and tourist destinations such as Punta Cana so stay alert. The Dominican Republic has also been in the news in recent years due to reports of illnesses and deaths of tourists from causes such as food poisoning and drinking tainted alcohol. Be cautious when consuming food and drinks and only patronize reputable establishments.

Nearly all these islands in the Caribbean have the potential for hurricanes and safety concerns are important to consider anywhere you travel. However, these islands remain popular getaway destinations for travelers. The beaches are beautiful, the culture is vibrant, and there are natural attractions everywhere.

Conclusion

Are one of these islands the perfect Caribbean getaway? If not, well, the good news is that these islands only represent the tip of the iceberg when it comes to the Caribbean!

I’d love to chat more about finding your perfect Caribbean getaway tropical vacation! Feel free to reach out to me: travelwiththecrows@gmail.com.

Caribbean

Our Experience Chartering Sailboats in the Caribbean

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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.

Travel

The Ins and Outs of Sailboat Charters in the Caribbean

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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.

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.

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.

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

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.

As always, we are here to help. Please contact us at travelwiththecrows@gmail.com.

Caribbean

A Dreamy Ritz Carlton Club Getaway in St. Thomas USVI

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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.

Little getaway beach near Ritz Carlton St Thomas

Caribbean

The Top Getaway Destinations of Jamaica

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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.

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.

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.

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.

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!

Caribbean

How to Pick the Perfect Island Getaway in the U.S. Virgin Islands

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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

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 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!

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!