Best Time To Visit: The Caribbean offers year-round sailing. August in Anguilla is a great time for the carnival and yacht races, while in November the island comes alive with the jazz festival.
Key Cruising Areas: Anguilla is an excellent start to a Caribbean cruise – sail west to explore the diversity of the Leeward Islands or head south to the idyllic Windward Islands.
Don’t Miss: For a little local flavor, head to Gwen’s Bar and Grill on a Sunday night. Laze in a hammock in the evening warmth, sipping the famous rum punch and chatting with the locals as the scratch bands warm-up for a night of live reggae.
Best Spots for Wining and Dining: For a small island, Anguilla has an impressive selection of restaurants. With over 70 restaurants, the country is known for excellent high-end dining. One of the best luxury restaurants has to be Da’Vidas. Watch your yacht bobbing in Crocus Bay from the warm ambience of the dining room as you sample the eclectic menu. Start with the coconut-crusted scallops and a rum punch.