Anguilla Yacht Charters
An Anguilla yacht charter reaches one of the most exclusive cruising grounds in the Eastern Caribbean - a sixteen-mile island with more than thirty white-sand beaches and three uninhabited cays.
Anguilla has no cruise port, so most of the best anchorages can only be reached from the water. The beaches stay uncrowded even during peak season.
Most itineraries focus on the leeward islands - Shoal Bay, Meads Bay, Rendezvous Bay - with day runs out to Prickly Pear, Sandy Island, and Scilly Cay for snorkeling and lunch.
Nearby islands include St. Martin, which lies twelve miles south, and St. Barts, which is a comfortable sail beyond.
Why Charter a Yacht in Anguilla
A private crewed yacht is the only way to fully see Anguilla.
Several of the island's best beaches have no road access, and the offshore cays sit too far out for day boats from neighboring islands to reach.
With an anchored yacht, guests can step onto Sandy Island before the first ferry of the day, swim at Little Bay with the beach to themselves, and reach restaurants like Scilly Cay or Blanchards by tender straight from the anchorage.
A single week aboard can pair Anguilla with day sails to St. Martin and St. Barts.
Anguilla’s Best Beaches and Anchorages
Most of the working anchorages are located on the leeward coast.
Shoal Bay East runs two miles along the northern shore and is the island's signature white-sand beach.
Meads Bay is on the western coast and is where several of Anguilla's better-known beach restaurants are.
Rendezvous Bay is a long and sheltered strip, which opens south toward St. Martin across the channel.
Maundays Bay is a smaller crescent edged by the Cap Juluca resort. Barnes Bay is a good snorkeling site along its rocky points. Little Bay on the north coast is reached only by water.
The Offshore Cays: Prickly Pear, Sandy Island, and Scilly Cay
Anguilla has seven offshore cays, but the most popular ones are Prickly Pear, Sandy Island, and Scilly Cay.
Prickly Pear is a pair of uninhabited islets six miles northwest, surrounded by reef and shallow turquoise water, perfect for snorkeling.
Sandy Island is a single strip of sand with a beach bar, sitting alone in open water a mile off Road Bay. Scilly Cay lies off Island Harbour on the east coast and is known for its grilled lobster at a long-running open-air restaurant.
Things to Do on an Anguilla Yacht Charter
Beyond the beaches and cays, you can do watersports from the yacht or take in the island's food and music scene onshore.
Snorkeling and Diving in Anguilla
The protected reefs around Prickly Pear, Little Bay, and Shoal Bay Harbour hold healthy coral and reef fish, with seven designated marine parks across the island.
Divers reach wrecks and walls within short tender or yacht runs from the main anchorages.
Beach Bars, Dining, and Island Life
Anguilla is known as one of the strongest dining destinations in the Caribbean.
The range covers barefoot beach bars at Sandy Ground and Meads Bay, family-run grills on the cays, and several internationally recognized resort restaurants.
Day Trips to St. Martin and St. Barts
St. Martin is twelve miles south and offers the duty-free shopping and dining scene of Marigot and Philipsburg. St. Barts lies a longer but comfortable sail beyond, with the harbor at Gustavia a regular stop on weeklong routes.
Luxury Charter Yachts Available in Anguilla
Ritzy Yachts’ fleet covers four main categories. Sailing catamarans are well suited to the shallow waters around Anguilla's cays and remain the most popular choice for groups of up to 12 guests..
Motor yachts offer speed and range, useful for guests adding St. Martin and St. Barts to a single week.
Monohull sailing yachts suit traditional sailors.
Crewed superyachts above 100 feet are typically chartered on a plus-expenses basis with full crew, chef, and tender.
How to Get to Anguilla
Most Anguilla yacht charters begin on St. Martin. Guests fly into Princess Juliana International Airport (SXM), then reach Anguilla by yacht or by a short ferry from Marigot or Simpson Bay.
The crossing is about twelve miles, and many guests board the yacht in St. Martin and sail over as the first leg of the trip.
What's Included in an Anguilla Yacht Charter
A crewed charter includes the yacht, captain, chef, and crew. Sailing yachts and catamarans run all-inclusive, with meals, standard bar, fuel, and water sports covered in the base rate.
Larger motor yachts and superyachts typically operate on a plus-expenses basis, with an Advance Provisioning Allowance (APA) collected before the charter to cover fuel, provisioning, dockage, and other onboard expenses.
At the end of the charter, the captain provides a detailed account of the APA expenses. Any unused funds are refunded, while any additional expenses are settled at that time. Crew gratuity is customary at 15 to 20 percent of the charter rate across the Caribbean.
Anguilla Yacht Charter Prices and How to Book
Pricing varies by yacht, size, season, and group.
Ritzy Yachts provides a tailored proposal based on your group, preferred cruising area, travel dates, and charter preferences.
We recommend the yachts that best fit your needs, while the final itinerary is planned with the captain based on your preferences, weather, and local cruising conditions. We also handle the charter contract, APA, and all pre-departure coordination with the crew.
Best Time to Charter a Yacht in Anguilla
The Caribbean charter season runs from December through July.
December through April is the peak season, with steady trade winds, dry weather, and the calmest water.
May through July is the shoulder season. Demand drops, the air is slightly warmer, and charter conditions stay strong. Hurricane season peaks from August through October.
Ritzy Yachts books Anguilla charters across the full December to July window.
Ready to Charter a Yacht in Anguilla? Plan Your Charter with Ritzy Yachts
Ritzy Yachts brokers design each Anguilla charter itinerary around the group, the dates, and the anchorages guests most want to include.
Speak with one of our brokers to start the proposal.
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Yacht Charter Fee in Base Currency: EUR
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per WeekSleeps 12 guests in 6 Cabins
Size: 163.98 Ft
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per WeekSleeps 8 guests in 4 Cabins
Size: 63.42 Ft
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General information
Best time to charter:
Peak Season: December through April.
Low Season: June through November.
Closest Airports:
Climate:
Tropical and warm year-round, with a rainy season from June to November.
Timezone:
Atlantic Standard Time (GMT/UTC -4 hours)
Additional information
Language: English, French & Dutch - Currency: Euro, US Dollar & Netherlands Antillean Guilder on the Dutch side - Religion: Roman Catholic, Jehovah's Witness, Protestant & Hindu
Learn more about this area
If you're searching for a serene yacht charter destination, quietly favored by the rich and famous and blessed with a warm year-round tropical climate, there's no better place to start than Anguilla. A refined Caribbean paradise fringed by some of the region's finest white-sand beaches, Anguilla crewed yacht charters provide the ultimate vacation getaway for couples, families, friends, and company-sponsored trips.
Anguilla Charter Itineraries
Please be aware that the final itinerary will be determined on board in consultation with the Captain, contingent upon weather conditions and other external factors at the time of the voyage.
Sailing Yachts:
7 - 10 knots cruising speed.
Cruising Yachts:
10 - 14 knots cruising speed.
High-Speed Yachts:
20+ knots cruising speed.
Yacht Charter Pricing
All Inclusive
Typically this includes all your breakfasts, lunches, dinners and snacks. Standard Ship's Bar which includes your alcoholic and non alcoholic beverages. Fuel for the yacht and its tender, and the necessary water for the onboard facilities. Use of the Yacht’s onboard equipment and the Captain, Chef and Crew’s services.
Excluded are airport transfers costs, onshore excursions and tours, as well as any food or beverages purchased ashore. Although optional, crew gratuity is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean.
Plus Expenses
Included are the Yacht and its onboard equipment as well as the Captain, Chef and Crew’s services.
Excluded are food and beverages, fuel for the yacht and its tender, any dockage, airport transfers costs, onshore excursions and tours, as well as any cruising permits, licenses and other charter related expenses. Crew gratuity, although optional is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean.
Advanced Provisioning Allowance:
Types of Vessels
Catamaran Yacht Charter
Catamarans are the most popular choice for Caribbean charters. Their twin-hull design provides exceptional stability, making them ideal for families. With spacious deck areas, generous cabins, and a shallow draft for accessing secluded bays, a catamaran offers unmatched comfort on the water.
Motor Yachts
For those who value speed and opulence, motor yachts deliver an unparalleled experience. These vessels cover longer distances quickly, allowing you to explore more of the Caribbean in less time. Expect world-class amenities — from sun decks and jacuzzis to gourmet galleys and state-of-the-art entertainment systems — all wrapped in sleek, head-turning design.
Motor Sailers
Motor sailers blend the romance of wind-powered sailing with the reliability of engine-driven cruising. These versatile vessels let you hoist the sails when the breeze is right and switch to motor power when conditions demand it. Perfect for couples and adventurers seeking a more intimate, authentic seafaring experience without sacrificing modern comforts.
Top Yacht Charter Destinations
Anguilla
Virgin Islands
Bahamas
St. Martin
St. Barts
The Grenadines
Belize
Anguilla
Top features
If you're searching for a serene yacht charter destination, quietly favored by the rich and famous and blessed with a warm year-round tropical climate, there's no better place to start than Anguilla. A refined Caribbean paradise fringed by some of the region's finest white-sand beaches, Anguilla crewed yacht charters provide the ultimate vacation getaway for couples, families, friends, and company-sponsored trips.
Virgin Islands
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The Virgin Islands are a sailor's paradise: they are honored with year-round warm weather, easy trade winds, calm, blue waters and bougainvillaea-clad hillsides. It is unsurprising that yacht charters here are so well-liked.
Bahamas
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The Bahamas are among the top yacht charter destinations in the world. Not only are the Bahamas outstandingly beautiful, but they also offer a vast array of activities to do, making it the best destination for your vacation with friends or family. From discovering a wealth of culture and history to simply sunbathing and water sports, the opportunities for your yacht charter vacation are endless.
St. Martin
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If you’re searching for the most luxurious yacht charter destination, frequently visited by the rich and famous with a year-round tropical climate, there’s no better place to start than in St. Martin (also referred to as Saint Martin or Sint Maarten). A popular Caribbean paradise, St. Martin crewed yacht charters provide the ultimate vacation getaway for couples, families, friends, and company-sponsored trips.
St. Barts
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If you're searching for the most glamorous yacht charter destination, long adored by the rich and famous and blessed with a warm year-round tropical climate, there's no better place to start than St. Barts (also referred to as St. Barth or Saint Barthélemy). A chic Caribbean paradise known for its designer boutiques, celebrated beaches, and world-class dining, St. Barts crewed yacht charters provide the ultimate vacation getaway for couples, families, friends, and company-sponsored trips.
The Grenadines
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St. Vincent and The Grenadines are the most perfect destination to charter a luxury private crewed yacht you can anchor in some of the most beautiful locations in the Caribbean and enjoy one of the most peaceful locations in the world.
Belize
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A Belize yacht charter offers everything you could ask for; the world's second-largest barrier reef with incredible diving, fascinating wildlife both above and below the sea, secluded islands, exotic destinations, great weather, and Mayan ruins.
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