Paradise Connections Yacht Charters Sample Crewed Yacht Charter Itinerary for US Virgin Islands (USVI) and British Virgin Islands (BVI)

Destinations & Sample Itineraries


US Virgin Islands (USVI) and British Virgin Islands (BVI)

There are many variations to this sample itinerary. Your charter will be customized to fulfill the dreams of your charter party. That's the beauty of a Virgin Islands crewed charter yacht vacation.

Map of US Virgin Islands (USVI) and British Virgin Islands (BVI)

Day 1

Board your yacht in St. Thomas and after a light lunch, enjoy a leisurely sail (or motor sail) to Frances Bay on St. John. Swim, walk on the beach and enjoy a Caribbean sunset. Savor a delicious dinner either in the cockpit under the stars or below in the coziness of the main salon.

Day 2

After breakfast, depart for Leinster Bay, also on St. John, for snorkeling, exploring and a hike to a sugar mill. Return for lunch, and then proceed to Jost Van Dyke to clear BVI customs. Explore Jost, visit Foxy's and other well-known beach bars. This is a good spot for a West Indian meal ashore at moderate prices – an island pig roast perhaps – and some evening revelry in the form of a "jump up."

Day 3

Depart Jost Van Dyke and motor a short way to Sandy Spit for beach and snorkel time. Sail to West End for lunch and a trip ashore to Pusser's Landing for a "painkiller" and shopping. Sail on to the Bight at Norman Island and visit the "Willie T" (a floating bar and restaurant) for sunset cocktails or after-dinner wildness.

Day 4

Snorkel at the water level caves made famous in Robert Louis Stevenson's Treasure Island. Sail on to Cooper Island for lunch. Enjoy an afternoon sail to Trellis Bay on Beef Island. After dinner, go to the Last Resort for Tony Snell's musical revue on chartering and the Caribbean in general.

Day 5

Sail to Virgin Gorda and visit the Baths, those wonderous house-sized boulders that form fascinating pools and grottoes to explore. After lunch, sail on to North Sound. Visit the Bitter End Yacht Club for snorkeling, boardsailing, water-skiing or hiking. Every activity can be done here.

Day 6

Depart North Sound after morning activities and lunch for a sail to Peter Island where there's a great beach on Deadman's Bay and good snorkeling in Great Harbor. Visit Peter Island Yacht Club – a very upscale place for a diner ashore (jackets required in season) if that's your preference.

Day 7

More water sports in the morning (possibly a rendezvous dive on the coral-encrusted 1867 wreck of the British mail steamer Rhone). Following lunch, sail to Cruz Bay on St. John to clear U.S. customs. Check out the local shops here or sail on to Christmas Cove on Great St. James for snorkeling and water sports. Enjoy your last evening aboard with another glorious Caribbean sunset and a special dinner prepared by your chef.

Day 8

After breakfast (with a farewell Bloody Mary or mimosa, perhaps?) and a final swim, return to St. Thomas for some last-minute duty-free shopping before you catch your flight home.


Remember, there are many variations to this sample itinerary. Your charter will be customized to fulfill the dreams of your charter party. That's the beauty of a Virgin Islands crewed charter yacht sailing vacation.

If you want to scuba dive, there are boats that specialize in this activity. They will be well-equipped and have a divemaster or dive instructor aboard and will make sure you dive on some spectacular spots. Another possibility is to do a "rendezvous" dive. This is where a yacht will coordinate with shore-based dive operators to take you on a dive.

Or maybe you want to spend more time sailing than at anchor and improve your sailing skills at the same time. Your experienced captain will be happy to oblige your wishes.

Whether you want an active nightlife visiting local hot spots or just enjoy the pleasure of quiet, secluded anchorages, a charter yacht in the Virgin Islands can accommodate your desires.

And, of course, if your idea of the ideal vacation is no itinerary at all, then a crewed yacht charter vacation is the perfect choice. You can decide each morning over coffee in the cockpit what you want to do that day (even if it's nothing at all), and it's OK to change your mind, too!

Our professional crews will make sure each charter guest experiences the perfect personalized itinerary for their Virgin Islands sailing vacation.

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