Climb aboard a restored West Indian sloop for a three-hour sail from Sandy Ground to secluded Little Bay. Spend an hour snorkeling over shallow reefs, spot turtles and rays, and enjoy an open bar and authentic sailing history.
Climb aboard a restored West Indian sloop for a three-hour sail from Sandy Ground to secluded Little Bay. Spend an hour snorkeling over shallow reefs, spot turtles and rays, and enjoy an open bar and authentic sailing history.
Book with Tradition Sailing Charters
Book directly with Tradition Sailing Charters for the best rates and real-time scheduling.
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Operated by Tradition Sailing Charters · Sandy Ground, Anguilla
A warm wind fills the gaff rig as Tradition slips from the small wooden dock at Sandy Ground, canvas creaking like a memory. The ocean opens in a ribbon of turquoise; cliffs and a narrow cove come into view as the sloop eases into Little Bay. On deck you feel the boat’s history — a working cargo sloop reborn — while the crew trims sails and points out pelicans wheeling along the headland.
easy.
3 hours.
Suitable for most fitness levels; must be able to swim and climb a short boat ladder
No — basic swimming ability is sufficient and staff provide a safety briefing; flotation aids are available for less confident swimmers.
Yes — the trip includes an open bar of alcoholic and non-alcoholic drinks, plus water and towels.
The tour is suitable for all ages, but children should be supervised and those under 18 must be accompanied by an adult as required by booking questions.
If the operator cancels for weather or insufficient travelers you’ll receive a full refund if cancelled at least 24 hours in advance per the policy.
Tradition is a restored 1978 West Indian trading sloop once used to move cargo — and rum — between islands; today she offers a living link to Caribbean maritime history.
Reef health is sensitive here; operators encourage reef-safe sunscreen, no-touch snorkeling, and limited anchoring on live coral to minimize impact.
Tradition Sailing Charters operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Tradition Sailing Charters
Book directly with Tradition Sailing Charters for the best rates and real-time scheduling.
Reserve Now