Prickly Pear Cays Tours & Attractions

Enjoy a sailing, snorkeling and sightseeing adventure to the Caribbean islands of Prickly Pear or Little Bay and Anguilla on this 8-hour tour from St Maarten. Starting at Simpson Bay, cruise by catamaran to the Prickly Pear Cays or Little Bay and Anguilla to swim and snorkel in the crystal-clear Caribbean waters. Enjoy snacks and unlimited drinks on board, and savor an island-style BBQ lunch on board. Sip Champagne and take in beautiful sunset views on your cruise back to St Maarten.

*** NOTE: Alternate stops may be chosen according to weather conditions.
Duration: 8 hours.

Join us on a spacious and fast power catamaran to experience the world-famous beaches and coastline of Anguilla! The spacious deck offers plenty of indoor and outdoor cushioned seating. Our cruising speed of 15-20 knots allows us to see more and the stable design of the boat cuts through the waves on our way over to Anguilla, ensuring a smooth ride. For a thrill, don’t miss the chance to jump off the roof!

Duration: 8 hours.

Discover the paradise shores of Prickly Pear Islands on this full-day trip from St Maarten. Sail aboard Lambada catamaran and stop at Prickly Pear Island, one of Anguilla’s offshore cays, where you’ll snorkel in clear turquoise waters with reef fish , or relax around in the warm shallow waters along the shoreline. Enjoy a satisfying buffet lunch of chicken and ribs with tasty sides served right on board the catamaran. Before heading home, enjoy a refreshing dip at Mead's Bay. Upon departing Mead's Bay, the sails are unfurled and the sounds of the waves hitting the hulls and our fun playlist provides fun rhythms.
Duration: 8 hours.

Built in 1978, for sail-trading throughout the Caribbean, Tradition has exchanged sailing cargo and contraband for cruising with charter guests and cocktails in Anguilla. This authentic and traditional sailing experience is a must do on your Anguilla itinerary. Sail in rustic luxury, while sipping Mimosas or hand-squeezed orange juice, to one of the jewels in Anguilla’s Marine Park System, the Prickly Pear Cays. Immerse yourself in the stunning reef snorkelling, a delicious Caribbean barbecue on the beach, and Pina coladas at the tiki beach bar. Enjoy the white sand beaches, explore the nesting grounds of sea birds, and hand-feed the bananaquit birds before re-boarding Tradition around 1:30 pm. It's an adventurous and exhilarating upwind sail back to Road Bay and Sandy Ground, a day made complete with rum punch, Tradition's chocolate chip cookies and fresh watermelon. Tradition hosts a maximum of 12 guests and space is limited to a maximum of 12 guests on this 6 hour sail.
Duration: 6 hours.

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert guide, revealing the hidden gems of this stunning destination. While we offer our signature tour featuring Anguilla's highlights like Rendezvous Bay, Meads Bay, Crocus Bay, and Sandy Island, the experience is entirely yours to shape. At each stop enjoy our snorkeling gear, stand up paddles and floating mattress or just relax in the shade under the rear canopy. Share your desires with us, and Pierre, our seasoned captain, will craft a tailor-made journey, ensuring every moment resonates with your vision for the perfect day in Anguilla. Your personalized adventure Beckons—explore the beauty of this Caribbean haven on your terms.
Duration: 8 hours.