see + do
Concierge.com's insider take:
Anguilla is the only British island in the Caribbean where boat racing beats cricket as the national sport. The island's seafaring legacy is such that even directions given on land relate to the winds—east is "up," west is "down," and both north and south are "over"—and every holiday is an occasion for a boat race. Plan a trip around Easter Monday, Anguilla Day (May 30th), and during August Carnival to join in the race festivities, from heavy betting to animated cheering, family gatherings to beach picnics. To get out on the island's clear, sparkling waters yourself, plan a day sail or an excursion around the coast to offshore cays such as Prickly Pear, Scrub, and Sandy Island. Here are our recommendations for charter companies: Sail Chocolat runs excellent day sails (264 -497-3394); Garfield's Sea Tours (264-235-7902; www.gotcha-garfields-sea-tours-anguilla.com), Sandy Island Enterprises (264-772-0542), and Footprints Charters (264-729-5179; www.footprintscharters.com) have motorboats. At Shoal Bay East look for Junior's Glassbottom Boat (264-235-1008; junior.ai) for guided snorkeling, and to get to Little Bay from Crocus Bay call Little Bay Boat Service (264-497-3939).