Tour Overview
| Duration | 7 Days / 6 Nights |
|---|---|
| Destination | Anguilla — British Caribbean |
| Price From | $3,995 per person (twin share, excl. flights) |
| Tour Style | Luxury Beach & Culinary Journey |
| Best Season | December — April |
| Data Source | Caribbean specialists / Expedia packages — 2026 verified |
Itinerary Highlights
Day 1: Arrive Anguilla — Island of Tranquility
Arrive via St. Maarten (ferry or short flight). Anguilla has no cruise ships, no high-rises, no casinos — just 33 pristine beaches, world-class restaurants, and Caribbean charm. Check into your resort on Meads Bay. Afternoon: walk the mile-long Meads Bay Beach — powder-white sand and impossibly turquoise water. Welcome dinner at Blanchards Beach Shack — casual toes-in-the-sand dining that punches far above its weight. Overnight on Meads Bay.
Day 2: Shoal Bay East — One of the World’s Best Beaches
Full day at Shoal Bay East — consistently ranked among the world’s top beaches. Two miles of perfect sand, water in every shade of blue, and excellent snorkeling right off the beach. Visit the historic Old Salt Factory at Sandy Ground. Lunch at Gwen’s Reggae Grill on Shoal Bay. Afternoon: optional snorkeling trip to Prickly Pear Cays — pristine coral reefs in the marine park. Overnight on Meads Bay.
Day 3: Island Exploration — Hidden Coves & Sea Caves
Drive Anguilla’s scenic coastal roads. Visit Little Bay — accessible only by boat or a rope-assisted climb down a cliff face, this hidden cove is where pelicans dive and the snorkeling is spectacular. Continue to Crocus Bay for lunch at Da’Vida. Afternoon: explore the sea caves at Katouche Bay. Visit the Anguilla National Trust to learn about the island’s ecology and the reintroduction of the critically endangered Anguilla Bank racer snake. Overnight on Meads Bay.
Day 4: Day Trip to St. Martin / St. Maarten
High-speed ferry to St. Martin/St. Maarten — the world’s smallest landmass shared by two nations (France and Netherlands). Morning: Marigot (French side) — the Fort St. Louis for views, the colorful Creole market, and croissants at Sarafina’s French bakery. Afternoon: Philipsburg (Dutch side) — duty-free shopping on Front Street. Lunch at a Grand Case lolo (local beach shack) — grilled lobster for $15. Watch planes land directly overhead at Maho Beach. Return to Anguilla by evening. Overnight on Meads Bay.
Day 5: Culinary Anguilla — The Caribbean’s Food Capital
Anguilla punches incredibly above its weight gastronomically. Morning: cooking class with a local chef — learn to make conch fritters, johnnycakes, and crayfish. Lunch at your cooking class. Afternoon: visit Rendezvous Bay — walk the longest beach on the island with views across to St. Martin. Sunset at Bankie Banx’s Dune Preserve — a driftwood beach bar built by Anguilla’s reggae icon, where impromptu jam sessions happen. Farewell dinner at Veya — the island’s most celebrated restaurant, set in a treehouse with dishes like crayfish cappuccino and tamarind-glazed ribs. Overnight on Meads Bay.
Day 6: Scilly Cay & Island Time
Boat to Scilly Cay — a tiny offshore island with nothing but a thatched-roof bar. Order the grilled crayfish (the only thing on the menu) and swim between courses. Afternoon: choose your perfect beach from the 33 — maybe secluded Captain’s Bay or family-friendly Sandy Ground. Last sunset on Meads Bay. Overnight on Meads Bay.
Day 7: Depart Anguilla
Ferry or flight to St. Maarten for international connection. Goodbye to tranquility!
Inclusions
- 6 nights luxury beachfront resort
- Daily breakfast
- Ferry to/from St. Martin
- Day trip to St. Martin/St. Maarten
- Scilly Cay boat & lobster lunch
- Cooking class
- Snorkeling trip to Prickly Pear
- All transfers
