British Overseas Territory

Anguilla Yacht Charters

Thirty-three beaches and a necklace of boat-only cays — Anguilla is the private yacht excursion perfected.

British Overseas Territory

Anguilla — The Cay-Hopper’s Island

Anguilla is flat, dry and fringed with some of the clearest water in the Caribbean — and its real magic lies offshore, in a necklace of sand cays reachable only by boat. A private yacht charter turns Anguilla into exactly what it should be: a day of swimming off empty sandbars, snorkeling over lively reefs and long lunches at beach restaurants you arrived at by sea.

Anguilla sits immediately north of Saint Martin, so the two combine naturally in a single charter. Because Anguilla is a separate territory, entry formalities apply and are handled by the operator — and route-specific fuel is confirmed in writing with your quote.

We never imply a yacht can visit every location regardless of weather or rules. Cay landings, snorkeling stops and beach visits all depend on sea conditions and local regulations on the day.
Aerial view of shallow turquoise water over sandbanks and reefs
Signature stops

Anguilla’s Boat-Only Highlights

Sandy Island

A tiny sand cay off Sandy Ground — 360 degrees of white sand, a reef-protected lagoon, snorkeling off the beach and a much-loved seafood restaurant.

Prickly Pear Cays

Twin islets six miles offshore with pearly sand, excellent snorkeling over fish-rich reefs, and casual beach restaurants — the definitive Anguilla boat day.

Little Bay

A cliff-ringed cove of glassy, clear water reached by boat — small, perfect, and superb for a swim and snorkel in settled weather.

Scilly Cay

A tiny private islet in Island Harbour with a conch-shell-walled restaurant famous for grilled lobster — lunch here is a memory.

Shoal Bay

Regularly listed among the Caribbean's finest beaches — a long sweep of white sand with clear, gradually deepening water.

Meads Bay, Rendezvous & Maundays

Anguilla's golden west and south coasts — broad, calm, resort-lined bays that make beautiful coastal cruising and swim stops.

Full detail in our Anguilla beaches & island stops guide.

Begin your charter

Plan an Anguilla Excursion

Sandy Island, Prickly Pear, a beach lunch and a snorkel — tell us your date and we will build the day.

Good to know

Anguilla Yacht Charters — FAQ

Can I charter a yacht from Saint Martin to Anguilla?

Yes — Anguilla lies just north of Saint Martin and is one of the most popular extensions of a Saint Martin charter. Day trips commonly pair an Anguilla beach or cay with a snorkeling stop. As Anguilla is a separate British Overseas Territory, entry formalities apply and are handled by the operator; route-specific fuel is confirmed in your quotation.

Which Anguilla islands can be visited by boat?

The classic boat destinations are Sandy Island, the Prickly Pear Cays, Scilly Cay and Scrub Island, with Little Bay and Crocus Bay as coastal stops. Dog Island is an important seabird sanctuary with often-rough landing conditions; it is mentioned only where navigation and access information support it, and we do not plan routine stops there.

Can a yacht visit Prickly Pear?

The Prickly Pear Cays, about six miles off Sandy Ground, are a signature boat excursion: white sand, a reef rich with fish, and casual beach restaurants. Landing areas require careful maneuvering and the visit depends on sea conditions — captains decide on the day.

Is Sandy Island suitable for snorkeling?

Sandy Island — a tiny sand cay off Sandy Ground — combines a reef-protected lagoon, a beach bar-restaurant and snorkeling right off the sand. It is one of the easiest and most rewarding Anguilla stops on a private charter.

How do visitors access Little Bay?

Little Bay is a small, cliff-ringed cove famous for clear, calm water and snorkeling. It is reached by boat — there is no practical road access — which makes it a natural yacht stop in settled conditions.

What beaches are popular for yacht excursions?

Shoal Bay, Meads Bay, Rendezvous Bay, Maundays Bay and Crocus Bay are the standouts. Some suit an offshore cruise-by or swim stop more than a landing; your captain matches stops to conditions and any local restrictions.

Can I arrange a one-way charter involving Anguilla?

One-way routes — for example starting in Saint Martin and finishing in Anguilla — may be possible depending on the yacht, schedule, fuel and customs/immigration arrangements. Anguilla's entry requirements are verified with the operator, and each one-way route is quoted individually.

What should I know about arrival and clearance requirements?

Anguilla is a British Overseas Territory with its own customs and immigration. Any charter that lands guests in Anguilla must satisfy current entry rules, which the yacht operator verifies before departure. We never imply clearance is waived; it is part of your confirmed itinerary.

Are restaurant or beach stops available in Anguilla?

Yes — this is Anguilla's great strength. Sandy Island, Prickly Pear and Scilly Cay all host beloved boat-access restaurants serving grilled lobster and rum punch, and Sandy Ground's waterfront has beach bars. Reservations and access are arranged directly with the venues.

How long does an Anguilla day charter take?

A typical day departs Saint Martin in the morning, reaches an Anguilla cay for a late-morning swim and snorkel, lunches at a beach restaurant or on board, and returns by late afternoon. Exact timings depend on the yacht, the route and conditions — confirmed in writing when you book.