Caribbean Yacht Charter
A tantalising chain of palm-fringed islands that create beautifully long, warm days
Laid Back Yachting Holidays in the Caribbean
Fully deserving its reputation for glamour and luxury combined with a relaxed, welcoming vibe, the Caribbean is the ultimate tropical paradise.
The Caribbean is comprised of hundreds of vibrant islands, each bursting with its own distinctive heritage and identity. Able to bound from island to island, stopping off to explore pristine beaches and secret anchorages, a yachting holiday is the best way to see this amazing region.
With year-round sunshine and reliable, near-constant winds (10 to 25 knots), Caribbean sailing is among the best in the world. Explore the islands’ most prestigious resorts and sample the best local cuisine, bars, music and nightlife, or enjoy the delights of a BBQ in a secluded bay.
Caribbean Sea is good for:
Tropical fish
Trade wind sailing
Coral reefs
Simple sailing
Stunning sunsets
Beautiful beaches
Legendary beach bars
Start planning your Caribbean Charter
Where to Charter in the Caribbean
Antigua and Barbuda
Antigua and Barbuda is a tropical paradise, with steady trade winds and over 365 stunning beaches to explore.
Antigua’s is surrounded by coral reefs and has deep natural harbours, like English Harbour and Falmouth, which are perfect bases.
Barbuda’s pristine pink-sand beaches and crystal-clear waters offer a tranquil escape.
Snorkel vibrant coral reefs, explore historic sites like Nelson’s Dockyard, and enjoying vibrant Caribbean culture.
With its ideal sailing conditions and breathtaking scenery, Antigua and Barbuda is a must-visit destination.
Bahamas
The Bahamas is a tropical paradise, with over 700 islands and crystal-clear turquoise waters.
Explore popular sailing destinations such as the Exumas, Abacos, and Nassau with secluded beaches and vibrant local culture. Snorkel in coral reefs, swim with pigs at Big Major Cay, and exploring historical shipwrecks.
Steady trade winds and calm, shallow seas make the Bahamas ideal for both beginners and seasoned sailors.
It’s not hard to see why this Caribbean gateway is one of the world’s most popular holiday destinations.
Belize
Belize offers fantastic opportunities for sailing, with its stunning coastline, crystal-clear waters, and numerous cays and islands.
Explore vibrant coral reefs, abundant marine life, and the famous Great Blue Hole, a UNESCO World Heritage Site.
The coastline offers calm seas, steady trade winds, and a wealth of islands and cayes, such as Ambergris Caye and Caye Caulker.
Belize’s unspoiled beauty and ideal sailing conditions make it a top choice for a tropical sailing getaway.
British Virgin Islands
British Virgin Islands are known for pristine waters, fringed beaches, and perfect sailing conditions almost all year-round.
There are over 50 islands to explore in the archipelago, including popular spots like Tortola, Virgin Gorda, and Jost Van Dyke. Snorkel at The Baths, anchor at secluded coves, and enjoy lively beach bars like the famous Soggy Dollar Bar and Foxy's.
The short distances between islands make it perfect for island-hopping and leisurely cruising.
With its stunning natural beauty and relaxed Caribbean vibe, the BVI is one of the world’s premier sailing destinations.
Saint Lucia
Saint Lucia is perfect for year-round sun, consistent breeze, and its shimmering Caribbean sea and dramatic coastlines.
Snorkel vibrant coral reefs, visit sulphur springs near Soufrière, and enjoy the island's rich Creole culture and cuisine.
The island offers calm anchorages like Marigot Bay and Rodney Bay, perfect for relaxation and exploration.
Steady trade winds and warm tropical weather make it an ideal destination for year-round sailing.
Saint Lucia's blend of natural beauty and welcoming charm makes it a popular sailing destination.
Saint Vincent and Grenadines
Saint Vincent and the Grenadines is a sailing paradise, offering some of the most picturesque and tranquil waters in the Caribbean.
With its steady trade winds, crystal-clear seas, and sheltered anchorages, this stunning archipelago is perfect for both seasoned sailors and beginners alike.
Explore the Tobago Cays Marine Park, known for its vibrant coral reefs and sea turtles, and anchor near the picturesque island of Bequia. Visit secluded beaches, lively local markets, and charming villages throughout the archipelago.
With its unspoiled beauty and laid-back atmosphere, Saint Vincent and the Grenadines offers a truly unforgettable sailing experience.
U.S Virgin Islands
U.S Virgin Islands are the perfect sailing destination for calm turquoise waters, steady trade winds, and stunning natural beauty.
Explore popular destinations including St. Thomas, St. John, and St. Croix, each offering unique attractions, from lively harbours to tranquil coves.
With short distances between islands, it’s ideal for easy island-hopping and exploring hidden gems.
Combining tropical scenery, rich history, and warm hospitality, the U.S Virgin Islands is a premier sailing destination in the Caribbean.
About the Caribbean
The Caribbean is a premier yacht charter destination, offering a paradise of turquoise waters, tropical islands, and consistent trade winds.
With its diverse range of islands, from the lush, mountainous landscapes of the Windward Islands to the pristine, white-sand beaches of the Bahamas, the Caribbean caters to both adventurous sailors and those seeking luxury and relaxation.
Boasting world-class snorkeling, vibrant marine life, and vibrant cultures, a yacht charter in the Caribbean combines tranquil anchorages with lively ports, making it ideal for exploring hidden coves, experiencing local cuisine, and enjoying year-round warm weather.
With year-round sunshine and reliable, near-constant winds (10 to 25 knots), Caribbean sailing is among the best in the world. Explore the islands’ most prestigious resorts and sample the best local cuisine, bars, music and nightlife, or enjoy the delights of a BBQ in a secluded bay.
Why choose a Caribbean yacht charter?
A tantalising chain of palm-fringed islands that create beautifully long summer days, the Caribbean Sea is one of the world’s best catamaran rental spots, and an ideal winter sun destination for a bareboat, skippered or crewed catamaran charter.
Steady trade winds blow a consistent 15 knot E breeze perfect for a fun catamaran bareboat charter in a warm kaleidoscopic paradise.
The sailing season in the Caribbean is long and mostly predictable. It extends from December to April and is distinguished by near-perfect weather with long sunny days and a steady sail pushed along by the reliable trade winds.
Temperatures are mild, generally hovering around the mid-20s for much of the high season, only raising to the early-30s once the rainy season hits.
Caribbean Yachting Destinations
The Caribbean islands can be split into roughly four groups: the Greater Antilles with Cuba, Jamaica and Puerto Rico, and the Lesser Antilles, which is dividable into the Leeward island and Windward island groups.
The popular Leeward islands group run from the Virgin Island groups to Guadeloupe and Dominica. Antigua, St Lucia and the British Virgin Island chain are amongst the best options for sailing in the Caribbean.
Virgin Islands
Wickhams Cay and Nanny Cay Marina on Tortola in the BVI are often viewed as the home of Caribbean catamaran and sailboat charter, where you can visit the Baths on Virgin Gorda, anchor off Jost Van Dyke, Peter Island, Cooper Island or Norman Island, and see the flamingoes on Anegada!
On the US Virgin Island side, St Thomas is a superb place to start a weeklong sailing vacation down to St John.
The Grenadines
The Grenadines group are fantastic for anyone looking for adventure above and below the water.
Start in St Vincent, Le Marin (Martinique), or Grenada (rich with the scent of nutmeg) and charter a catamaran to sail the stunning chain of 32 mostly uninhabited islands that make up St Vincent and the Grenadines in the Lesser Antilles.
Snorkellers and divers are particularly well-served here with 65 miles of vibrant coral reef, and hundreds of species of reef fish, such as parrotfish and groupers, as well as eagle rays and green sea turtles.
Sail your catamaran into a palm-fringed anchorage for a starlit dinner on the deck and make an early start to sail the Caribbean waves towards St Lucia’s iconic jade coastline.
From St Martin it’s an effortless enough journey to fish-shaped St Kitts for parties at Frigate Bay South, Antigua for its astounding coral reefs and breathtaking beaches, or the US Virgin Islands to eat conch fritters while exploring a delectable collection of near 100 islands.
Luxury Yacht Charter Caribbean
Hire a private yacht charter skipper, kick back and enjoy a luxury week on the water, cruising from beautiful island to remote anchorage, and from bustling town quay to quaint fishing village.
What could be better than a crewed yacht charter in Caribbean?
But with so much out there to choose from, it can be difficult to find the right sailing yacht or catamaran for your group. That’s where we come in.
With years of experience in luxury yacht charter and crewed catamaran sailing vacations, our expert brokers can sort the wheat from the chaff and select the perfect luxury charter yacht to suit your group.
Sailing Conditions in Carribean
A tranquil sea, balmy summer temperatures between 22 and 31 degrees and consistent Trade winds make sailing the Caribbean a pleasure for half of the year.
The waters remain ideal for swimming and diving throughout the winter sailing months, and while the rainy season's storms aren't the best for sailing, there are numerous options for rainforest hikes, cultural visits and wildlife spotting.
Where to Sail
The Caribbean islands can be split into roughly four groups: the Greater Antilles with Cuba, Jamaica and Puerto Rico, and the Lesser Antilles, which is dividable into the Leeward island and Windward island groups.
The popular Leeward islands group run from the Virgin Island groups to Guadeloupe and Dominica. Antigua, St Lucia and the British Virgin Island chain are amongst the best options for sailing in the Caribbean.
Wickhams Cay and Nanny Cay marina on Tortola in the BVI are often viewed as the home of Caribbean catamaran and sailboat charter, where you can visit the Baths on Virgin Gorda, anchor off Jost Van Dyke, Peter Island, Cooper Island or Norman Island, and see the flamingoes on Anegada!
On the US Virgin Island side, St Thomas is a superb place to start a weeklong sailing vacation down to St John.
The Grenadines group are fantastic for anyone looking for adventure above and below the water.
Start in St Vincent, Le Marin (Martinique), or Grenada (rich with the scent of nutmeg) and charter a catamaran to sail the stunning chain of 32 mostly uninhabited islands that make up St Vincent and the Grenadines in the Lesser Antilles.
Snorkellers and divers are particularly well-served here with 65 miles of vibrant coral reef, and hundreds of species of reef fish, such as parrotfish and groupers, as well as eagle rays and green sea turtles.
Sail your catamaran into a palm-fringed anchorage for a starlit dinner on the deck and make an early start to sail the Caribbean waves towards St Lucia’s iconic jade coastline.
From St Martin it’s an effortless enough journey to fish-shaped St Kitts for parties at Frigate Bay South, Antigua for its astounding coral reefs and breathtaking beaches, or the US Virgin Islands to eat conch fritters while exploring a delectable collection of near 100 islands.
Need some help?
If you are unsure about charter or boat selection, contact us at HELM to help you decide.
We only choose boats that are in excellent condition, and we are here to help you every step of the way and to make sure the whole process is as easy as possible.