IS ANGUILLA WORTH SAILING TO? OUR INSIDER'S VIEW OF PROS AND CONS NOT EVERYONE KNOWS.
Sailing Anguilla — pristine beaches, beautiful coastlines, and some of the clearest water in the Caribbean. But is it worth the visit? We break down the pros, the cons, and everything you need to know before you sail there.
After clearing into Road Bay, we explore Sandy Island, Prickly Pear, Meads Bay, Little Bay, and Crocus Bay — sharing anchorage tips, costs, and the local spots worth visiting. We also cover Anguilla's confusing customs and clearance fee structure (based on gross tonnage), so you know exactly what to expect before you arrive.
⚓ ANCHORAGES & LOCATIONS
0:00 — Arriving at Road Bay, Anguilla
0:20 — Road Bay anchorage & customs clearance
1:45 — Understanding gross vs net tonnage for fees
2:40 — Daily cruising permit costs
3:10 — Marine park anchorage restrictions
3:45 — Sandy Island
4:50 — Prickly Pear Island (rocky anchorage tips)
7:50 — Meads Bay
8:20 — Little Bay
8:37 — Crocus Bay & Davida Restaurant
⛵ PROS: Exceptional natural beauty, protected marine parks, free anchoring in Road Bay once port fees are paid
⚠️ CONS: High and confusing clearance fees, limited public coastline access, Road Bay can be noisy and crowded
🔑 KEY TOPICS
Customs clearance, cruising permits, gross tonnage fees, Road Bay anchorage, Sandy Island, Prickly Pear, marine park restrictions, best anchorages in Anguilla, Caribbean sailing guide, bluewater cruising, catamaran sailing
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