Virgin Islands
North Sound, Virgin Gorda
Frank Bay, St John
Deadman’s Bay, Peter Island
Water Island, off St Thomas
Cooper Island, BVI
Clear customs at Soper’s Hole, West End Tortola
Kayak the mangroves of Hurricane Hole, St John
View Necker Island, Richard Branson’s private retreat, from the water
Explore the 19th-century Copper Mine ruins on Virgin Gorda
Provision at Nanny Cay Marina, Tortola
Necker Island
Hurricane Hole, St John
St Croix
Water Island, St Thomas
Scrub Island, BVI
December through April brings the most reliable trade winds and driest weather, making it the most popular charter season in both the British and US Virgin Islands. May and November offer a quieter, often cheaper alternative with similar conditions, while the Atlantic hurricane season, from June through November, brings the highest risk of disruption, peaking in August and September.
Most charters fly into either Terrance B. Lettsome International Airport (EIS) on Beef Island, Tortola, for the British side, or Cyril E. King Airport (STT) on St Thomas for the US side, both with direct or connecting flights from the United States. Guests boarding in one territory and cruising into the other should carry a valid passport, since crossing between the BVI and USVI is an international border crossing even though the islands sit within sight of each other.
With more than fifty islands and cays between the two territories, the choice can be overwhelming. The Baths on Virgin Gorda and Trunk Bay on St John are the two most photographed stops, but quieter, equally beautiful anchorages such as Cooper Island, Water Island and the coves of St Croix reward guests willing to sail a little further from the main charter hubs.
A week is the classic charter length here, long enough to combine a handful of BVI anchorages with a day or two in the USVI, customs permitting. Ten days to two weeks allows a more relaxed pace across both territories, with time to linger at quieter spots like Anegada or St Croix rather than simply island-hopping between the best-known stops.
Yes, and many guests build their itinerary around exactly that, but each crossing requires a formal clearance. Entering the BVI means checking in at Soper’s Hole or Jost Van Dyke and paying the cruising tax and national park fee, while entering the USVI at Cruz Bay or Red Hook takes about forty five minutes. American citizens can speed re-entry to the USVI using the CBP ROAM app rather than clearing in person.
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