Saint Thomas Charter Itinerary

Saint Thomas Itinerary

Saint Thomas Yacht Charter
St Thomas is the practical starting point for the Virgins, and the route from it crosses a border on the second day ’ from American to British, and from national park to beach bar ’ without ever leaving sheltered water.





The Sir Francis Drake Channel is the reason. Twenty miles of protected sailing with islands on both sides, a reliable trade wind, and an anchorage every few hours. It is the best introduction to Caribbean chartering there is, and it does not pretend otherwise.





Every route we shape is a starting point, not a fixed schedule. Stay a second day where the light is right, move with the weather, or follow a captain who knows the cove worth the detour. That freedom is the point of chartering. What follows is one considered way to read the Virgin Islands; the rest we tailor to you.
Day 1

Charlotte Amalie

Board in Charlotte Amalie, a Danish port of warehouses turned shops, with a synagogue whose floor is sand ’ one of the oldest in the western hemisphere. Take Magen’s Bay for the afternoon, a mile of protected sand on the north coast. Dinner on deck with the harbour lights below.
Day 2

St John

Two thirds of St John is national park and looks it. Trunk Bay has a marked underwater trail through the coral; the trails ashore climb past sugar mill ruins swallowed by forest. Anchor at Francis Bay for the night, where the mangroves hold tarpon and the sky is entirely undisturbed by anybody.
Day 3

Virgin Gorda

Clear customs into the BVI and sail east to the Baths, where granite boulders larger than houses have tumbled into a shoreline of grottoes and pools. Swim through them early. Then the North Sound, wide and protected, for the afternoon on the water and dinner ashore looking back across it.
Day 4

Jost Van Dyke

West to Jost, stopping at Sandy Cay ’ an uninhabited circle of sand with a path around it, and nothing else at all. Then Great Harbour and Foxy’s, where the bar has been running since 1968 and the proprietor makes up songs about the customers. Live music, a Painkiller, and no reason to leave.
Day 5

Norman Island

South across the channel to Norman Island, which is uninhabited and is generally accepted as Stevenson’s Treasure Island. Snorkel the caves at Treasure Point, swimming into the dark and back out into green light. Anchor overnight in The Bight, protected on three sides, with the water flat and the stars out.
Day 6

Peter Island

Peter Island keeps five beaches and almost no development. Snorkel Great Harbour, paddleboard the coves, and lie on Deadman’s Bay, named for Blackbeard’s marooned crew on the cay opposite. Hike the interior for the view down the Drake Channel ’ the whole week’s sailing, visible at once.
Day 7

Return to St Thomas

Back west across the channel with the trade on the quarter, clearing customs into US waters at Cruz Bay. Fort Christian in Charlotte Amalie has stood since 1672 and is worth the hour. A last breakfast on deck, and a week spent crossing between two countries without ever quite noticing.

Saint Thomas Yacht Charter Enquire

Enquire about chartering in Saint Thomas to receive current yacht availability, seasonal guidance and expert insight into the cruising areas, anchorages and experiences that best fit your preferred style of charter, creating a clearer route to the right itinerary.