Sailing in Anguilla
Including Anguilla Coastal Waters and Cays. On the map.
The vibe
Sailing around Anguilla feels like drifting through a postcard, with gentle breezes and crystal‑clear waters that make every day a scenic voyage. The dry season provides the most reliable winds and clear skies. Most sailors charter boats or join organized cruises, giving a structured yet relaxed experience.
Anguilla Coastal Waters and Cays
Anguilla
Connor / Wikimedia Commons (CC BY-SA 4.0)
Anguilla offers gorgeous turquoise coastal cruising and island-hopping to surrounding cays like Prickly Pear and Sandy Island. Sailors experience steady trade winds, crystal-clear shallow anchorages, and a vibrant local sailing culture centered around traditional wooden racing sloops.
Access. Accessible via charter boats operating from neighboring St. Maarten/St. Martin or local day charters based in Road Bay and Sandy Ground.
Notes. Best sailed between December and April. Navigation requires attention to shallow coral reefs and patchy shallows.