Top Anguilla Cruises & Sailing

Board Tradition—a retired cargo sailboat that now serves as a luxurious leisure vessel—for a sail to the Prickly Pear Cays, a small group of islands off Anguilla’s coast. Enjoy snorkeling, swimming, a lobster lunch, and free time to walk white sand beaches. On the return trip, take advantage of the open bar and satisfy your sweet tooth with chocolate chip cookies and fresh watermelon.

What could be better than sipping cocktails as the sun sets over the Caribbean Sea? This traditional sailing tour makes that dream a reality, and gives you a tour of Anguilla in a traditional wooden boat during golden hour—when the scenery looks at its most stunning. Plus, a small group limited to 12 people means you’ll enjoy an intimate atmosphere.

Guest must arrive in Anguilla. Have your concierge or host arrange transport to Marigot Ferry Port. Sign up for next Ferry to Anguilla valid passport required, Pay the departure tax credit card only, clear security, wait to board your ferry to paradise. One way ferry fee will be collected. Cash Only. Upon arrival in Anguilla after you go immigration process, our kind staff will meet you and transport you to the beach. Relax & unwind with complimentary beach chairs & umbrella service, while indulging in a delicious lunch with options like burgers, ribs, or pizza. This tour offers an effortless escape, allowing you to collect an extra passport stamp & embrace the Caribbean's beauty in a single day. - Enjoy a seamless day trip with VIP meet and greet service - Relax at the beach with complimentary chairs, umbrella, and attendant - Savor a free lunch with various menu options for adults and children - Experience the thrill of two islands, one unforgettable day trip

Grab your sunglasses and relax on this 4-hour tour of the gorgeous island of St Maarten. Spend half a day exploring stunning beaches under the guidance of a local driver with hotel pickup included. Learn about the region's geography at Oyster Pond before visiting the Marigot markets. Admire the Lady Liberty monument in the market, or walk up the stairs to reach the Fort of St Louis. Finish at glorious Maho Beach.

Uncover the rich history of Anguilla through an immersive salt picking experience at the historic Road Bay Pond. Participants step into the largest salt pond on the island, where they learn traditional harvesting methods that date back to the 1600s. With the guidance of knowledgeable locals, discover the significance of salt production to Anguilla’s economy and culture while collecting shimmering crystals. This seasonal activity is available from May to September, making it a unique opportunity to engage with Anguilla’s heritage. Enjoy refreshments and soak in the picturesque surroundings of Sandy Ground Village, where history and nature intertwine.