With 33 beaches on a 16-mile island, Anguilla has the highest beach-per-mile ratio in the Caribbean. From the powdery mile-long stretch of Shoal Bay East to the hidden rope-access descent to Little Bay, every beach here has a personality of its own. This itinerary helps you find the ones that match yours.
Your 3-Day Sample Itinerary
Shoal Bay East & Little Bay
Begin at Shoal Bay East — widely considered Anguilla's finest beach — for morning swimming and a beachside lunch at Uncle Ernie's. In the afternoon, take the rope descent (or a short boat ride) down to Little Bay, a dramatic cliffside cove.
Rendezvous Bay & Meads Bay
Rendezvous Bay faces St. Martin across the channel — the sunsets here are legendary. Walk the full 2-mile stretch, then move to Meads Bay for a late lunch at Blanchards Beach Shack. It is casual, affordable, and the food is incredible.
Sandy Island & Cove Bay
Boat to Sandy Island for a half-day on a deserted sandbar with a reggae soundtrack. Return to Cove Bay in the afternoon for horseback riding on the beach at sunset — an Anguilla experience you will not find anywhere else.
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This is just a taste. My Island Compass builds a full, personalized day-by-day itinerary based on your travel style, your group, and your pace — designed by a Caribbean family that lives here.
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