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Caribbean Yacht Charters

Caribbean Yacht Charters


Going on a trip to the Caribbean sounds like something everyone would appreciate – the popularity of Caribbean yacht charters is growing year after year. There are a lot of reasons for that, and some of the biggest are the crystal clear waters, smiling faces, big palm trees, and sandy beaches. Visiting the Caribbean makes life easy, bringing positive energy and showing you why these islands are one of the most unique places in the world.

From the Virgin Islands to St. Kitts in the Leeward Islands, the Grenadines, Bahamas, or Turks and Caicos, there are so many places where you can witness the charm of the Caribbean, the amazing watersports, great local cuisine, amazing history, and welcoming locals.

Visiting the Caribbean with a luxury yacht charter is best done around Christmas. Many choose to celebrate the holidays and New Year’s eve on a yacht charter, and if you share the same thoughts, we are the best choice for getting advice and booking your Caribbean yachting vacation.

Mediterranean Yacht Charters

Why Consider A Caribbean Yacht Charter Trip?

There are so many reasons why you should head to the Caribbean and enjoy a holiday just like the many crewed luxury yachts we see each year. There are over 700 islands in this region, and if you want to visit a specific group, you need a vacation planner to help you with your itinerary.

Caribbean luxury yacht charters know that the region can be split into two main areas: the Greater Antilles and the Lesser Antilles. The first is where you can find countries like Cuba, Jamaica, and the Dominican Republic. The second, the Lesser Antilles, is a group of islands that can be divided into the Windward Islands and the Leeward Islands. From here, the Leeward islands include St Kitts and Nevis, the British Virgin Islands, Anguilla as well as Antigua and Barbuda. The Windward Islands, on the other hand, are where Grenada, Barbados, Grenadines, Dominica, St. Vincent, and St. Lucia are located.

Another reason why you should consider a yacht charter trip to the Caribbean is the wonderful climate and year-round sunshine. You can see the coral reefs, palm trees, and untouched beauty in the tropical islands, making the Caribbean your next yachting destination. Plus, there are some delicious cocktails to try, especially with the homemade rum in Cuba!

Now that you are more familiar with yacht charters in the Caribbean, let’s look at some of the top places you can visit before looking at the luxury yacht charters available for your desired dates.

How Much Does A Yacht Charter Holiday In The Caribbean Cost? 

A Caribbean yacht charter holiday is one of the best decisions you can make for yourself or your family. You can go with your partner, group of friends, extended family or any group you combine. The prices of Caribbean yacht charters vary according to the luxury yacht that you choose – more specifically, its size, style, and age. You can rent luxury yacht charters from 30,000 USD to more than 1,000,000 USD on a weekly basis (minus expenses), in the form of an advanced provisioning allowance (APA). The best way to know the cost of a yacht charter trip in the Caribbean is by contacting us and sharing your wants and needs.

The Caribbean is a famous hotspot for crewed yacht charters, which is why booking your holiday in advance is recommended. Most people know that places like the US Virgin Islands, St Martin St Lucia, St. Barts, and the Bahamas are popular destinations to sail and enjoy due to their fantastic diversity, beautiful and warm climate, and a large selection of yachts for charters that you can rent.

Caribbean Yacht Charters

When Is The Best Time to Visit The Caribbean? 

The warm climate and lots of sunshine make the Caribbean a year-round vacation spot. The best time to visit, sail the waters and explore the destinations is generally December through March. During this period, the weather is temperate and you can spot more luxury yachts in the area and plenty of onshore amenities. Cruising off-season is also great because the islands are less busy and you can see more places without plenty of crowds.

Did you know: While there are six official languages spoken in the Caribbean and a lot more unofficial languages, the current language that charterers speak in English, and you should have no problems communicating with locals in English.

Mediterranean Yacht Charters

Top Caribbean Yacht Charter Destinations

In the part below, we will show you some of the best pristine beaches throughout the vast area of the Caribbean, but also the top laces for sailing, places you can have fun with your yacht’s water toys, first-rate cuisine locations, scuba diving activities, and so on. All of this will help you choose where to drop anchor and explore everything that the Caribbean has to offer.

Mediterranean Yacht Charters, Caribbean Yacht Charters, Americas Yacht Charters

US Virgin Islands

The US Virgin Islands are home to plenty of pristine beaches and national parks. One of the most interesting things is the culture – it is diverse and full of different ethnicities. The place is artistically vibrant, too, making these Caribbean islands ideal for a yacht charter trip. Another thing worth mentioning is the fact that you can charter and sail in this location year-round – the temperatures are great in both the summer and winter seasons. In summer, the winter shifts to the east and southeast, while in winter, there is no rainy season, making sailing easy.

St Thomas, Charlotte Amalie is one of the popular sailing and cruising hotspots in the Caribbean. You can also witness amazing nature at St John, which some see as the most beautiful of the US Virgin Islands. St Croix is on the other hand the largest of the many islands and a town that is rich in architecture and history. From there, you can also visit one of the top diving spots in the Caribbean – Buck Island.

Caribbean Yacht Charters

The British Virgin Islands

First on our list is one of the classic yacht vacation destinations and a place where you can cruise and admire all kinds of beauties. Also known as the BVI, these islands are the second largest charter area (only after the Mediterranean) and a place where you can see all kinds of yachts and catamarans. Perfectly suited for both sailing yachts and motor yacht vacations, the British Virgin Islands are known in the world for the variety of volcanic islands – there are approximately 50 of those, providing extensive cruising grounds for any yacht charter group.

The buildings in the British Virgin Islands are limited, with regulations preventing construction taller than palm trees. The main attractions include the main island of Tortola, the beach bars of Jost Van Dyke, but also rum distilleries, forts, prisons, and plantations as remnants of the region’s colorful past. You can’t go wrong by sailing in this place – all you need to do is choose your destinations and plan your vacation beforehand.

spain, Americas Yacht Charters


Sailing in Anguilla guarantees plenty of natural beauty and a more relaxed atmosphere. The island is actually a less developed Caribbean location, but a great sailing destination. Located close to St Martin and not far from St Barts, Anguilla has pristine beaches and low-rise luxury resorts. There are over 80 restaurants and more than 30 bleached white clean beaches, which make this place a must-visit destination within the Caribbean.

The locals are friendly and most of them speak English. Yachting is hugely popular among locals and visitors – you can spot yachts, events, and such logos everywhere around the island.

Caribbean Yacht Charters

Windward Islands

Heading to the Windward Islands guarantees a lot of fun. There are some spectacular white powder beaches and on-shore activities. When you get tired from swimming in the crystal clear waters, you can rub shoulders with locals at Basil’s Bar on Mustique, see why St Martin and St Lucia and its two marinas are hotspots for yachting enthusiasts from all around the world or decide to visit Barbados and see all of its beauty.

Caribbean Yacht Charters


Hidden coves and historic ports are some of the things you should expect to see in Antigua. you can go scuba diving, snorkel through coral reefs that were once the bane of enemy ships, or explore the rest of the Leeward Islands and desirable sailing destinations.

Some of the main attractions here include visiting Nelson’s Dockyard National Park, swimming with stingrays, snorkeling at the pillars of Hercules, attending the Antigua Sailing Week, visiting Barbuda, and hanging out at Shirley Heights each Sunday evening.

Mediterranean Yacht Charters

St Martin

If you want to take your yacht to St Martin and cruise in your preferred way, know that this place is a popular sailing area in the Caribbean. It is also a place where snorkelers enjoy some of the most spectacular reefs in the world. The islands host a mix of European and Caribbean food, and that is large because the culture and cruising have been mixed over the years.

Unlike St Lucia ST Martin sailing charters include a visit to the nearby island of Anguilla (described above) where you can see fewer crowds and more relaxed beach bars and cafes.

Caribbean Yacht Charters

St Barts

Also known as Saint Barts, St Barthelemy, or just St Barth, ST Barts is a common vacation playground in the Caribbean, but also a hotspot for yachts and catamarans from all around the globe. If you want to cruise here or just anchor your boat in some of the marinas, you are likely to see some of the world’s largest superyachts in the world. Located between the two major sailing centers of Antigua and Virgin Gorda, St Barths is best seen from the comfort of a yacht. There are 14 nice beaches and excellent cruising potential everywhere around the island, and it seems like that number is enough for people choosing to spend their vacation in this place. The island’s capital, Gustavia Harbour, is another place where you can relax, unwind, and hang out with locals.

Caribbean Yacht Charters


The Extraordinary art, the extreme charm of Old Havana, stunning colonial architecture, and of course, exquisite beaches, and some of the best offshore cruising in the world, make a charter to Cuba a not-to-be missed experience for any world traveler.

the leeward island

The Leeward Islands

The Leeward Islands are nothing if not diverse. Each island has its own personality, cuisine, and “must-see” site to explore.


Turks And Caicos

The diving & snorkeling is, quite literally, as good as it gets, and the locals could not be any friendlier.

Caribbean Yacht Charters


Sailing in the Bahamas is something many look forward to for their dreamy yacht holiday in the Caribbean. This area consists of three different island chains, and each of them offers a mix of crystal-clear waters. If you love fishing, you can be in good faith knowing that there are locations where you can spot a good catch and enjoy your hobby to the fullest.

From the Nassau Paradise Island to the Harbour Club Restaurant at Bell Island, Staniel Cay and the Thunderball Grotto, Great Guana Cay, Warrick Wells, and wildlife at Shroud Cay, you will see a lot and experience one of the most unique yacht charter sailing destinations.

the exumas

The Exumas

The bluest oceans and friendliest people on Earth, all from the vantage point of a luxury motor yacht flybridge.

kaluz MRA, Americas Yacht Charters

Book Your Yacht Charter Holiday With Us

As we mentioned on many occasions above, the Caribbean is a natural wonderland onshore. No matter which island or islands you choose for your boat adventure, there are many yachts for charter you can browse before planning your trip and heading to enjoy the beautiful climate of this region. Famous for its warm winds, world-class resorts, waterways, secluded bays, and colorful cultures, it’s a place that is ready to be grasped all year round.

Our team at 26 North Yachts can help you plan your trip and show you the charter types that meet your needs. We are the charter broker of choice for many luxury yacht enthusiasts. Our yacht charter experts will work as your personal vacation planner (Mon-Fri) and show you everything you need to know before boarding your private yacht. We know everything about charter yachts and the destinations you need to visit. All you need to do is choose your favorite from the variety of luxury yacht charters, specify your island groups and cruising grounds, and organize bank wire transfers. We will handle the rest, including helping you plan your dream holiday, creating your custom itinerary in the Caribbean, making sure that you are seeing only world-class attractions, and showing you this group of islands in the best way possible.

Now is the time to decide and choose from our array of yachts for charter, organize your deposit, and get your departure confirmation details. Contact 26 North Yachts today!

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