Anguilla is one of the Caribbean’s most appealing yacht destinations, known for its long white-sand beaches, clear turquoise water and relaxed island atmosphere. Arriving by yacht gives you a view of the coastline that is hard to match from land, and the route can be shaped around your group, the yacht and the conditions on the day. Many guests combine Anguilla with neighbouring islands, so it works well as a day trip or as part of a longer itinerary. For an overview of the region, see our Caribbean yacht charter page.
Discover Anguilla’s Famous Beaches
Anguilla is best known for its beaches, from long stretches such as Shoal Bay to quieter bays along the coast, including Meads Bay. Seen from the water, the sand and the colour of the sea change from one bay to the next, and a yacht lets you choose how much time to spend in each place. Swimming and anchoring depend on the captain’s assessment, weather, sea conditions and local regulations, so treat any stop as a plan rather than a promise.
Explore Beyond the Main Coastline
Beyond the main island, Anguilla has smaller islands and cays that are popular with yacht guests, including Prickly Pear Cays and Sandy Island. These offshore spots can offer a quieter setting than the main beaches, but access depends on conditions, protected-area rules and the yacht’s size and draught. Ask the captain which places suit your yacht and how much time to allow. If you would like to see how Anguilla fits into a longer trip, our guide to day trips from Sint Maarten to Anguilla, St Barths, Saba and St Kitts shows how neighbouring islands can be combined, and you can read about St Barth by private yacht. For ideas on where to start, see our yacht rental in Sint Maarten page and our guide to the Dutch side and French side of Sint Maarten.
Anguilla and Sint Maarten have separate customs and immigration arrangements, so ask the team and the captain what is required before planning the route.
Choosing a Yacht for Anguilla
The right yacht depends on the number of guests, the length of the day and how much outdoor space you would like for lunch and swimming. Catamarans are a popular choice in the Caribbean for their generous deck space, and our guide to catamaran vs monohull charters in the Caribbean explains the differences. To see how a crewed charter works day to day, read what to expect from a crewed catamaran charter. One example is the Lagoon 52 catamaran in Sint Maarten. Availability, departure ports and specifications vary by date and season, so confirm them for the yacht you choose.
Weather, availability and how busy you want the island to feel change through the year, so decide your priorities first. Our guide to the best time to charter a yacht in the Caribbean compares the seasons, and our top 5 Caribbean islands by private yacht gives ideas for wider itineraries.
Plan Your Anguilla Yacht Charter
Share your dates, group size, departure point and the kind of trip you have in mind, and our team will help you explore suitable options, subject to availability and the captain’s confirmation. Ask for a written breakdown of the charter price and confirm whether fuel, food and drinks, port fees and taxes are included or charged separately. Request an Anguilla yacht charter or contact Riviera Boat with any questions.
An Anguilla yacht charter is an inviting way to discover one of the Caribbean’s most beautiful island settings. Known for its pale beaches, clear water and relaxed atmosphere, Anguilla offers a wonderful change of pace for guests exploring the northeastern Caribbean. A private yacht gives you the flexibility to enjoy the coastline from the sea and, where permitted, plan stops around your preferred rhythm.