
Pristine beaches and world-class dining
Get a personalized day-by-day itinerary, crafted by a family that lives in the Caribbean.
A taste of the experiences we can build into your Anguilla itinerary.
Hand-picked stays, tours and experiences our family recommends on Anguilla.

Ferry + taxi + full day on Meads Bay with lunch & drinks. Easiest way to experience Anguilla from St. Maarten. 4.8★, 44 reviews.
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VIP ferry, guided island tour, beach time at Shoal Bay or Meads Bay. Premium curated experience. 4.7★, 21 reviews.
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Guided kayak to secluded Little Bay. Snorkeling, cliff jumping, hidden caves. 5.0★ perfect rating.
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Two-tank dive. Coral reefs, sea turtles, nurse sharks. Anguilla's premier dive operator.
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Hand-built racing sloop. Snorkeling, rum punch, authentic Anguillian sailing culture on the water.
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Sandy Ground salt ponds heritage tour. Learn Anguilla's salt-raking history with local guides. Unique cultural experience.
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Iconic luxury resort on Maundays Bay. One of the most photographed hotels in the Caribbean.
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Legendary clifftop resort overlooking Meads Bay. Recently restored to its former glory. Ultra-luxury.
ViewWe earn a commission when you book with a paid partner. We also recommend non-partners when they are the better fit.
Food experiences to book, tables worth reserving, and the places our family simply loves on Anguilla.

Meads Bay beachfront fine dining from Bob and Melinda Blanchard — Caribbean-meets-global menu in a romantic garden room. Dinner Monday to Saturday.
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Chef Carrie Bogar's "Cuisine of the Sun" — global fusion served in an open-air treehouse setting above Sandy Ground. Reservations required.
ReserveIndependent picks — not partners, no links, and we earn nothing from them.
The casual sibling next door on Meads Bay — tacos, burgers, mahi bites and rum punch, ordered at the window with your toes in the sand. Walk-in only.
A tiny cay off Island Harbour reached by a two-minute boat — grilled lobster, crayfish and rum punch on the sand. Lunch on select days, seasonal; call ahead.
“Paid Partner” marks a restaurant with a commercial agreement with us. Places marked “Not a partner”, and everything under “Also worth knowing”, are independent recommendations — we also recommend non-partners when they are the better fit.