Navigate with
the Compass



Typical BVI Itinerary

Whether you arrive at Village Cay Marina on Tortola from airports at St. Thomas, USVI or Beef Island, BVI, planning in accordance with prevailing winds and daily weather changes makes for the fastest and most comfortable sails.

Day 1—Sail southeast across Sir Francis Drake Channel from Village Cay Marina in Road Town to snorkel the Cistern at Cooper Island’s Manchioneel Bay. Enjoy margaritas and creamy smoked chipotle peppers on tortillas as your scallop ka-bobs are grilled.

Day 2—Wake up to rich coffee, fresh fruits and ciabatta French toast with natural maple syrup, then explore the caverns and grottos of The Baths and body surf at Devil’s Bay at the end of the trail.

Day 3—Enjoy the deserted beach at Savanah Bay and snorkel the reefs at Mountain Point and Mosquito Island on Virgin Gorda. Windsurf, kayak or hobie cat around the North Sound. Dance with the Moko Jumbies at Leverick Bay or to the DJ Mix at the Bitter End Yacht Club’s Quarterdeck Pub.


Day 4—After a brisk sail to Anegada, take a wild truck ride over to Loblolly Bay and swim with the turtles. Have cocktails at the family-owned Cows Wreck Bar and Restaurant amid the palms and end the day with lobster or lamb chops at a beach barbecue.

Day 5—After breakfast tacos, sail downwind past The Dogs, beachwalk around Sandy Cay and gather for Painkillers at the Soggy Dollar Bar on White Bay or hear Foxy regale the crowd in Great Harbour at Foxy’s.

Day 6—Visit “Treasure Island’s” famous Caves on Norman Island and imagine the pirates with their chests full of gold dubloons. Snorkel The Indian’s dense reefs full of fish, hold your breath and swim like mad through the underwater tunnel. Get silly and jump off the Willy T pirate ship!

Day 7—Sailing past Peter Island, check out Dead Man’s Chest of “Pirate’s of the Caribbean fame”. Snorkel near Camanoe Island and Marina Cay, then explore Monkey Point on Guana Island before anchoring near the airport.

Spend your last evening on stage...or reveling in the fun of watching other audience members perform with “the singing chef” at The Last Resort.


Day 8—Eggs benedict with Canadian bacon will fill you up for your travel day back home. A sunny morning dinghy ride across Trellis Bay to the dock, within walking distance of your departure gate, leaves you with vivid memories of getting carried away...on Jet Stream!

Although the BVI, Jet Streamís principal area of concentration, are not a hot-bed of golf, Tim will be happy to design a cruise to islands that feature golf, for guests who would like to blend sailing and golf vacations.

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