The British Virgin Islands, a smattering of four main islands plus dozens of smaller ones, are perhaps best seen by yacht. This type of travel combines the privacy of a villa with the mobility of a cruise. Charter a boat with Sunsail (Seven nights from $2,040 for a two-cabin yacht), and here’s what your week might look like.

British Virgin Islands
Credit: Courtesy of Sunsail

Day 1

Civilization. Before you set off, stroll around Tortola, doing some shopping and stocking up on food to prepare in your yacht’s kitchenette.

Day 2

Gilligan life. Two hours from Tortola lies Marina Cay, a tiny (1/100th of a square mile) island quilted with flowers and palm trees. But don’t leave without a potter around Pusser’s, a purveyor of rum for navy men since 1655; the tinned rum cake travels well and tastes divine.

Day 3

Bath time. It’s an hour’s sail to Virgin Gorda’s famous Baths, at the foot of huge boulders on the island’s southern tip. The sheltered sea grottoes and pools are good for a swim like none you’ve had before.

Day 4

Dinner date. On the other end of Virgin Gorda and accessible only by boat, Bitter End Yacht Club (entrées $27–$44) is a five-star resort with three white-sand beaches and a restaurant serving blackened local fish and chickpea-and-raisin-stuffed chicken breast.

Day 5

Outdoor adventure. Once you’ve breezed four hours to Cane Garden Bay, on Tortola’s North Shore, you’ll be ready for some action. Windsurf, kayak, horseback ride, or just walk along the beach until sundown—then, it’s time for a cocktail, steel-band tunes, and sunset views.

Day 6

Castaway. Norman Island inspired Robert Louis Stevenson to write Treasure Island. Sail four hours here, then dock near its purple- and orange-walled caves for a snorkel before a raucous final evening at the Willy-T (Entrées $12), a rollicking floating restaurant in a replica of a 1915 schooner.