Day 1: Arrive Anguilla — Meads Bay
Arrive via St. Martin ferry or Anguilla’s airport. Transfer to your beachfront resort on Meads Bay. Afternoon: settle into island time with a swim in the impossibly clear Caribbean water. Sunset walk along the mile-long beach as the sky paints itself in shades of coral and gold. Welcome dinner at a beachfront restaurant featuring fresh-caught snapper and the island’s legendary crayfish. Overnight Meads Bay.
Day 2: Shoal Bay East & Island Harbour
Full day at Shoal Bay East — 2 miles of powdery white sand ranked among the world’s best beaches. Snorkel the vibrant offshore reef teeming with parrotfish, angelfish, and sea turtles. Lunch at Gwen’s Reggae Grill: jerk chicken, cold Carib beer, and reggae music with your feet in the sand. Afternoon visit to Island Harbour, Anguilla’s fishing village: see colorful boats, the Fountain Cavern Arawak site, and the dramatic limestone Anguilla Arch. Overnight Meads Bay.
Day 3: Sandy Island & Offshore Cays
Morning boat to Sandy Island — a tiny sand cay that’s heaven on earth. When the tide is high, the island nearly disappears, leaving just the beach bar, a few palms, and you. Snorkel the surrounding reef, spot rays and turtles, and enjoy the Caribbean’s best rum punch. Lunch grilled fresh on the beach. Afternoon boat to Prickly Pear Cay for more snorkeling and beach time on this uninhabited speck of paradise. Overnight Meads Bay.
Day 4: Little Bay & Rendezvous Bay
Morning at Crocus Bay: kayak through dramatic limestone cliffs to secluded Little Bay, a hidden cove only accessible by water. Snorkel among the cliffs teeming with seabirds and tropical fish. Then to Rendezvous Bay — two miles of pristine sand with views of St. Martin’s mountains across the channel. Walk the entire empty beach. Afternoon at the West End: sunset drinks at Elvis’s Beach Bar, a beloved local institution. Farewell dinner at a cliff-top restaurant. Overnight Meads Bay.
Day 5: Final Morning & Departure
One last swim, one last walk on the beach. Transfer to ferry or airport for departure. Anguilla will call you back — it always does.
