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.
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.
Verified experiences and guided adventures in the surrounding area.
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.
Little Bay’s steep limestone cliffs and coral shelf create calm, buoyant water perfect for snorkeling. The bay’s geology is a lesson in uplifted reef and jagged coastal limestone, and its beach sees fewer visitors because access is primarily by boat. Historically, vessels like Tradition ran goods between islands; today they bring travelers to the bay’s turtle-sprinkled shallows and cliff faces where locals pause to jump from the famous Little Bay Rock.
Practical bits: the trip is about three hours total with 60–90 minutes anchored in the bay for snorkeling and swimming. Snorkel gear, towels and an open bar are provided. Expect warm, shallow reefs, occasional rays, and turtles — currents are generally mild but can shift near the reef edges, so keep within sight of the boat.
Bring reef-safe sunscreen, a snug mask if you prefer your own gear, and a light wind layer for the sail back. Morning departures offer calmer seas and softer light for photos; afternoons can be breezier and livelier. Whether you want to help hoist a sail or float over coral, this half-day balances authentic sailing with easy marine exploration.
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 Sailing Charters operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




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.
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.
Little Bay’s steep limestone cliffs and coral shelf create calm, buoyant water perfect for snorkeling. The bay’s geology is a lesson in uplifted reef and jagged coastal limestone, and its beach sees fewer visitors because access is primarily by boat. Historically, vessels like Tradition ran goods between islands; today they bring travelers to the bay’s turtle-sprinkled shallows and cliff faces where locals pause to jump from the famous Little Bay Rock.
Practical bits: the trip is about three hours total with 60–90 minutes anchored in the bay for snorkeling and swimming. Snorkel gear, towels and an open bar are provided. Expect warm, shallow reefs, occasional rays, and turtles — currents are generally mild but can shift near the reef edges, so keep within sight of the boat.
Bring reef-safe sunscreen, a snug mask if you prefer your own gear, and a light wind layer for the sail back. Morning departures offer calmer seas and softer light for photos; afternoons can be breezier and livelier. Whether you want to help hoist a sail or float over coral, this half-day balances authentic sailing with easy marine exploration.