Bespoke Caribbean Yacht Charter
Private Cruises Across the Leeward and Windward Islands since 1949
Discover the Magic of a Caribbean Yacht Charter
A Caribbean Yacht Charter has so much to offer and is indeed an excellent yacht charter destination.
Since 1949, Nicholson Yacht Charters & Services has been defining luxury in the Caribbean. From the cradle of ‘yacht charter‘, our long time expertise ensures a bespoke voyage through the beautiful Caribbean Sea’s coastlines.
Embark on an unforgettable adventure through the magnificent Caribbean archipelago, where a luxury yacht charter offers the ultimate way to explore its sun-drenched islands. Far more than a simple holiday, a Caribbean yacht charter is a bespoke journey designed for discerning travelers. Imagine navigating between a constellation of enchanting islands, each with its own unique character, from the well-known hotspots to the region’s many hidden gems.
A private Caribbean yacht charter is the ultimate way to explore this iconic paradise, offering unparalleled freedom and exclusivity. Far from the crowds of a traditional cruise, a private yacht provides a floating sanctuary, allowing you to discover secluded coves, vibrant coral reefs and charming island towns at your own pace.
Whether you’re an experienced sailor or planning your first trip, the Caribbean is a premier destination for yachting. From the iconic islands of the Bahamas, close-knit islands of the British and U.S. Virgin Islands to the storied history of Antigua and the vibrant culture of St. Vincent & The Grenadines, your journey is limited only by your imagination. A crewed yacht charter ensures every detail is handled, from gourmet meals prepared by your private chef to expertly guided tours by your captain and crew. With a wide selection of motor yachts, sailing yachts and catamarans, a bespoke and luxurious vacation is just a booking away.
Luxury Caribbean Yacht Charter Destinations
Why us?
- Charter Yacht Agents since 1949
- One of the world’s leading yacht charter companies
- A dedicated team that understand what makes a perfect luxury vacation
- Proud & long time members of MYBA, CYBA & BVI Charter Yacht Society
The journey is a feast for the senses, both above and below the water. The majestic marine life and vibrant underwater world of the Caribbean are legendary. With endless diving and snorkeling opportunities, you can explore stunning reefs and cays teeming with life. Beyond the natural beauty, your yacht serves as a gateway to rich local traditions and colonial heritage. Onshore excursions allow you to discover lively markets, historic towns and indulge in delicious Creole dishes. As you sail from island to island, you might hear the rhythmic sounds of calypso music and feel the joyful energy that defines local life. If you’re lucky enough to be there during the festivities, you can even immerse yourself in the vibrant colors and celebrations of Carnival.
This truly is the magic of a private yacht charter: a holiday that perfectly caters to every mood, whether you’re seeking underwater adventure, cultural immersion, or simply the unparalleled freedom to cruise at your own pace.
LIFE ON A CHARTER YACHT - A STORY
The Ultimate Family Getaway A Day in the Caribbean
Let us tell you about a special group of ten – a family and their closest friends, with ages spanning from a youthful twelve to two spirited grandmothers in their seventies. This is a celebration of generations and their private yacht is the perfect floating home for their Caribbean yachting adventure.
The morning sun is already warm on their faces as they gather on the aft deck where their dedicated crew, already attuned to the family’s rhythm, presents a breakfast spread designed to please everyone. The chef has prepared everything from fluffy pancakes for the younger members, freshly baked breads, ham and cheese platters, a local fresh fruit platter, juices and a couple of delicious Eggs Benedicts for the grandmas, as well as some strong Caribbean coffee loved by the adults. The chatter is lively and full of plans for the day ahead, with the captain patiently answering questions about the next island.
With breakfast complete, the yacht sets a course for a beautiful, secluded bay. This short cruise and is a highlight in itself, with the whole family spreading out on the yacht to enjoy the open sea. The younger ones find a cozy spot on the bow, spotting flying fish and dolphins, while the adults relax on the top deck, sharing stories and laughter. It’s a perfect balance of excitement and relaxation, with plenty of room for everyone to enjoy their own space while still being together.
As the crew drops the anchor in a pristine cove, the real fun begins. The crew quickly deploys a variety of water toys and the bay transforms into their own private playground. The younger ones are the first to jump in to try the toys, followed by a few daring adults. Others simply enjoy a leisurely swim or relax on the swim platform, while the grandmothers find a comfortable spot on the shady aft deck, content to watch the fun unfold whilst being served some refreshing iced tea.
Lunch is a casual, delicious affair on the top deck, with the chef having prepared a buffet of fresh salads and a selection of marinated and barbecued vegetables and meats with a variation of spices to suit everyone. The air is filled with the happy sounds of a family spending quality time together.
The afternoon invites further relaxation or exploration. A couple chooses to take the tender to a nearby beach for a quiet walk, while others enjoy a refreshing nap. Later, the captain gives a short tour of the magnificent coastline before anchoring in a harbor just in time for sunset. As the sun dips below the horizon, painting the sky in vibrant colors, everyone gathers on deck for a special cocktail hour.
Dinner is served under a canopy of stars. This time the chef and crew have prepared an Italian-themed dinner: “Amalfi in the Caribbean,” transporting everyone to distant Mediterranean shores through table decorations and Italian culinary delights.
Afterwards, the younger members of the group watch a movie in the salon, while the adults linger on deck, enjoying the tranquility and each other’s company.
This truly is the magic of a private yacht charter: a voyage that perfectly caters to every generation, ensuring that everyone experiences the Caribbean in their own unique way.
The Leeward Islands
The Virgin Islands – US & British Virgin Islands
The Virgin Islands should be everyone’s choice for a first Caribbean yacht charter. It is without a doubt, the most popular cruising area in the world. St. Thomas and St. John in the U.S. Virgin islands, plus Tortola and the multitude of surrounding islands of the British Virgin Islands, are all within close proximity to one another. The variety of anchorages and the great number of diving and snorkeling sites can easily be incorporated into a one-week itinerary. Caribbean charters are everywhere but you have to choose well!
The visibility for snorkeling and diving is excellent. Water sports abound, including windsurfing water skiing, wake boarding, ski tubing, kite boarding, and more.
Please note that Jet skis and wet bikes are banned in BVI waters; likewise in National Parks areas in St. John.
Island tours are worth doing on Virgin Gorda, and a rather strenuous trail through the boulders at the Baths is a must. This can be done from the yacht or from land. Two thirds of St. John is National Park, with some of the prettiest beaches in the Caribbean. This is why caribbean yacht vacations are gaining more popularity now more than ever.
The VI are blessed with nearly perfect conditions for Caribbean yacht charters year round. During the winter months the prevailing wind is from the NE at 15-20 kts. The fabled “Christmas Winds” (December to March) can produce winds of 23-35kts. for several days at a time. Temperatures average 75-85 degrees year-round.
For more information of Virgin Islands visit our Virgin island yacht charter destination page.
Antigua & Barbuda
With more anchorages than any other Caribbean island, and 365 beaches, it’s not surprising that Antigua gave birth to the yacht charter industry. Home of the now famous Antigua Race Week / Antigua Sailing week and Classic Yacht Regatta. Falmouth Harbour has excellent dockage facilities at the Antigua Yacht Club Marina, Falmouth Marina and Catamaran Club Marina. Nearby, the English Harbour Dockyard is steeped in history. There are fine marina facilities, good restaurants and it is within reach of lovely beaches and hiking trails – A superb destination for Caribbean yacht charters.
For more information of Antigua and Barbuda visit our Antigua & Barbuda charter yacht destinations page.
Sint Maarten / Saint Martin
This island half French, half Dutch, offers marinas for smaller yachts and mega yachts,. French St. Martin is famous for its restaurants and fabulous beaches – including clothing optional beaches and resorts. Marigot is the heart of the French side and has many wonderful boutiques, restaurants and cafes.
Dutch Sint Maarten has a long history of taxfree shopping with a multitude of shops catering for any needs.
As most of the Caribbean islands, St Martin has its own carnival well worth to participate in.
For more information visit our Leeward island and St Martin / St Maarten destination pages for your Caribbean yacht charter vacation.
Guadeloupe
Part of Leeward Islands, Point-a-Pitre, the main town in French Guadeloupe, has great restaurants, shopping and secure marinas.
An exploration of Les Saintes and Marie Galante is also recommended.
For more information visit our Leeward island and Guadeloupe yacht charter destination pages.
The Windward Islands
Dominica, Saint Lucia & Martinique
Dominica is a lush and beautiful island, often referred to as “The Nature Island of the Caribbean” and is clad in tropical rainforest, waterfalls, lakes and thermal hot springs. Yachts have excellent anchorage in Prince Rupert Bay and can from here easily explore the island.
Martinique, is an island of contrast. From high-altitude volcanic mountains with rain forests in the north to dramatic dry forests and savannas in the south. Exceptional flora and fauna above and below sea level yet being a major commercial center of the Caribbean.
Saint Lucia is another beautiful and lush island, perfect for Caribbean yacht charters with interesting history and iconic scenery listed by UNESCO. The hurricane hole of Marigot Bay has for centuries been a precious harbour for many yachtsmen and is neatly tucked in luscious greenery.
For more information visit our destination page for yacht charter in the Windward Islands and our Dominica, St Lucia & Martinique yacht charter destination page.
St Vincent & The Grenadines
There are over 30 beautiful islands in St Vincent and The Grenadines. The Grenadines are a sailing paradise, with exhilarating passages and wonderfully protected coral reefs and Islands which make for some of the world’s best diving and are prefect for Caribbean yacht charters.
Visit the St Vincent and The Grenadines destination page.
Grenada & Barbados
Grenada and Barbados are also excellent Caribbean yacht charter destinations and also part of the Windward Islands.
More information at our Grenada & Barbados page.
⚓️ Choosing Your Caribbean Charter Yacht
Selecting the right vessel is the key to crafting your perfect Caribbean experience. While the region is home to every type of luxury yacht, the unique conditions often make one vessel type a clear winner for your specific itinerary and group dynamic.
Sailing Catamaran The Caribbean Champion
For the majority of Caribbean itineraries, the sailing catamaran is the undisputed champion. Their twin-hull design offers exceptional stability and vast, comfortable deck space for socializing and lounging. Most importantly, their shallow draft allows them to anchor closer to the beaches and in the secluded, shallow coves of the BVI, Grenadines, and Bahamas, regions often inaccessible to deeper-draft motor yachts. They deliver a true sailing experience without sacrificing space or amenities.
Motor Yacht Speed, Luxury, and Distance
Motor yachts are the ideal choice when speed and distance are priorities. If your itinerary involves rapid travel between far-flung islands, such as hopping from St. Barths to the Grenadines or covering large areas of the Bahamas, a motor yacht minimizes travel time. They offer the ultimate in high-end luxury, expansive living rooms, and large water-toy garages, making them perfect for those seeking five-star resort amenities afloat.
Monohull Sailing Yacht The Classic Experience
Monohull sailing yachts are favored by those who cherish the pure, authentic experience of sailing. They offer exhilarating performance, especially during the stronger winter trade winds, and provide a deep connection to the nautical tradition. While they offer less volume and a deeper draft than a catamaran, the classic appeal and performance under sail remain the pinnacle of luxury for true sailing enthusiasts.
Motor Yachts
Caribbean cruising in style on a Motor Yacht with all the luxuries and professional crew who knows what port, marina or anchorage suits you and your party.
From The Bahamas to The Grenadines we have a wide range of charter yachts to offer.
SAILING YACHTS
Holiday bliss on a Caribbean operating sailing yacht. Combine adventure and luxury whilst exploring this exotic location. Whether you are looking for a mega super sailing yacht, classic or maybe a small intimate yacht perfect for a honeymoon charter we will help you find the right one for you.
Sailing Catamarans
If you would like to merge a yacht suited for shallow Caribbean waters with ample of interior and exterior space together with fantastic sailing a Sailing Catamaran is a perfect choice. Add a professional crew and your yachting adventure will be your best holiday ever.
POWER CATAMARANS
Arrive in ports or anchorages with style and pizzazz onboard a Powered Catamaran.
Twin hulls optimises space at a relatively shorter overall length as well as opt for smooth and comfortable cruising, perfect for your Caribbean yacht charter.
Book a Caribbean Yacht Charter adventure
Time to plan your ultimate yacht charter holiday. Catamaran, sail or power the options are many.
Contact us today for your enquiry or just fill in the form and one of Team Nicholson Charters will get back to you to discuss further.
Tropical Escapes to the Caribbean
Essential Planning for your Caribbean Yacht Charter Seasons, Budgets, and Booking
A luxury yacht charter is a bespoke journey, and the best time and budget depend entirely on your preferences for crowds, weather, and cost. Here are the answers to the three most common planning questions:
When is the Best Time to Charter a Yacht in the Caribbean?
The Caribbean is a year-round destination, but the experience changes significantly by season:
December to April – Caribbean High / Peak Season
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- Driest weather, steady trade winds (15-25 knots), optimal visibility, and the most busy anchorages.
- Highest rates.
- Guaranteed perfect weather, sailing enthusiasts, and holiday travel.
May & November – End & Beginning / Shoulder Seasons
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- Excellent weather with lower humidity, gentler breezes, fewer crowds and things start to slow down.
- Lower charter rates.
- Value, relaxed cruising, and avoiding the peak holiday rush.
June to October – Summer / Low Season
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- Warmer temperatures, higher humidity, increased risk of tropical showers & storms (Hurricane Season) so cruising areas tends to be South Caribbean, outside the Hurricane Belt.
- The best value, calmest seas for water sports, and solitude in anchorages.
Caribbean vs. Mediterranean: Choosing Your Cruising Style
Charter clients often ask which destination is right for them. While both offer luxury cruising, they provide fundamentally very different experiences. If you can not do both and have to choose, this short guide might help you to determine which cruising style matches your perfect vacation vision:
The Caribbean Charter
Main season is December to April (Winter Dry Season)
In the Caribbean your primary vibe is a relaxed, “Shoes Off,” with ample beautiful beaches, focus on water sports, nature and local Caribbean island flair, yet with top end fine dining possibilities. Islands are fairy close and cruising conditions are more consistent allowing for interesting island hopping.
The Mediterranean Charter
Main season is June to September (Summer Season)
Chic, formal, historical sites, high-end dining ashore, culture, and nightlife governs Mediterranean cruising. Ancient ruins, world-class marinas, high-fashion shopping, and fine dining in ample supply. Here it is more about cruising specific coastlines and waters like the French / Italian Riviera, Amalfi Coast, the Balearics, the Ionians, etc. exploring one area / culture at the time.
What is the Budget for a Luxury Crewed Charter?
Although some Caribbean based yachts works with an all-inclusive rate, many luxury, private and crewed charter yachts work with all-exclusive rates.
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- Standard Caribbean Terms:
The charter fee quoted to you will include yacht, crew wages, all meals, water-sports toys and all equipment on yacht, fuel and water. This agreement is used for many Caribbean based sail and power yachts. - Western Mediterranean Terms
The charter fee quoted to you will include yacht, yachts insurance and equipment, crew, crew meals. The charterer will be charged at cost for all other expenses, including food and beverages, fuel, berthing fees etc.
- Standard Caribbean Terms:
Find out more about charter fees, contracts and how it all works here.
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