moderate
6 hours
Participants should have moderate fitness to swim and stand on a moving sailboat comfortably.
Set sail from Anguilla to pristine Prickly Pear Island for a six-hour day of snorkeling, sailing, and freshly grilled Caribbean lobster. Discover why this trip is a top choice for ocean lovers seeking adventure and local flavor.
Ages 4+ • 6 Hours
Embark on a breathtaking 6-hour sailing adventure to Prickly Pear, where you'll snorkel vibrant reefs, savor grilled Caribbean lobster, and enjoy refreshing cocktails. Experience the thrill of steering a traditional sailboat, all while indulging in morning mimosas and homemade treats. This unforgettable day blends relaxation, exploration, and culinary delights in paradise.
6 Hours 9 am to 3 pm
Join us for a magnificent sail to a tropical paradise where a beachcomber's paradise awaits. It's a day of indulgence that begins the moment your feet touch the deck of Tradition and only ends when we wave you goodbye. We'll greet your with Morning Mimosas or a glass of freshly squeezed orange juice. After a short safety briefing and a bit of history of Tradition's life as a Caribbean sail-trader and rum smuggler, we'll top off your mimosas and cast off the mooring lines. Once we get underway for Prickly Pear, help us raise the sails or simply relax on our spacious deck and watch for turtles, flying fish or dolphins. We'll even throw out a fishing line and see if it's our lucky day.
Once at Prickly Pear, discover the underwater magic that exists below the surface as you snorkel Anguilla’s reefs which are teeming with tropical fish. After a fantastic snorkel or swim, enjoy a refreshing cocktail at the beach bar before lunch where you can try feeding banana-quit birds from the palm of your hands. Then, feast on succulent grilled Caribbean lobster in the shade of Prickly Pear’s beach restaurant. After lunch, there will be ample time for more snorkeling, walking Prickly Pear’s pristine white sandy beach in search of the perfect shell, or exploring the rocky nesting grounds of indigenous Brown Boobies and seagulls. At about 1:30 we will make our way back to Tradition and depart Prickly Pear by 2 to begin our afternoon sail back to Anguilla. The 1.5 hour sail to Sandy Ground is the perfect opportunity to try steering with Tradition's massive hand carved tiller and test your skills against the wind. We'll keep you refreshed with rum punch, chilled wine, or beer and make sure your sweet tooth is satisfied with Tradition's signature homemade chocolate chip cookies and freshly sliced watermelon.
Protect Anguilla’s vibrant coral reefs by using eco-friendly sunscreen during snorkeling.
Rocky entry points around Prickly Pear call for shoes that grip and protect your feet.
Carry a water bottle to stay refreshed under the Caribbean sun during your sail.
Pay close attention to instructions for snorkeling and sailing to ensure a safe trip.
Prickly Pear Island has been a protected site for marine conservation since the 1990s, preserving its coral reefs and marine biodiversity.
Local operators promote reef-safe practices to minimize environmental impact and support ongoing coral reef restoration efforts.
Prevents coral damage and keeps your skin protected in tropical sun.
summer specific
Essential for comfortable exploration of vibrant reefs at Prickly Pear.
summer specific
Quick-drying and comfortable for both swimming and sailing activities.
summer specific
Protects feet from rocky shoreline entry points and enhances grip.
summer specific