Anguilla's calm leeward bays and trade-wind-powered south coast create the perfect conditions for every water sport imaginable. From world-class kitesurfing at Cove Bay to wreck diving with Special D, and paddleboarding at sunrise over crystal-clear water — this itinerary is for travelers who want to spend every minute in the ocean.
Your 3-Day Sample Itinerary
Kitesurfing at Cove Bay & SUP at Meads Bay
Hit Cove Bay for morning kitesurfing — the consistent trade winds and flat water make it one of the Caribbean's best kite spots. In the afternoon, switch to stand-up paddleboarding at Meads Bay for a calmer session over turquoise water.
Wreck Diving & Prickly Pear Snorkeling
Dive the wrecks off Anguilla's coast with Special D Diving — including purpose-sunk ships now covered in coral. After lunch, boat to Prickly Pear Cays for world-class reef snorkeling and a beach barbecue.
Kayak to Little Bay & Deep-Sea Fishing
Paddle a kayak from Crocus Bay around the cliff face to Little Bay — an adventure-access-only cove. Spend the afternoon on a deep-sea fishing charter targeting wahoo, mahi-mahi, and marlin in the deep channel.
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