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Itineraries

Virgin Islands Itineraries

A Sample St. John and St. Thomas Sailing Itinerary

Christmas Cove, Pizza Pi, the starfish flats, Lime Out, and the sunset anchorages we love most.

7 min read · Virgin Islands Itineraries

Every charter is custom, but guests often ask for an example of what a four-night sail around St. John and St. Thomas can look like. Here is one version we love — weather permitting, of course.

Day 1 — Boarding & Christmas Cove

Board in the afternoon at the St. Thomas dock. Short sail to Christmas Cove. Dinghy over to Pizza Pi for the famous floating pizzeria, then back aboard for a quiet first night at anchor.

Day 2 — North Shore of St. John

Sail east along the south of St. Thomas, then up to the protected waters of St. John's north shore. Snorkel at Waterlemon Cay. Lunch aboard. Afternoon at the starfish flats. Anchor at Maho or Francis Bay for sunset.

Day 3 — Lime Out & the South Coast

Morning swim, then sail to Coral Bay on St. John's south side. Lunch at Lime Out, the floating taco bar — bring your appetite. Afternoon snorkel at one of the south-side reefs. Anchor at Salt Pond or a quiet cay nearby for the night.

Day 4 — A Bigger Day

Sail back west along St. John. If conditions are right, swing past the BVI border for the view, then anchor at a quiet spot like Hassel Island for the last night. Dinner aboard. A long evening on the deck.

Day 5 — Disembark

Coffee, a final swim, and back to the dock by late morning.

Notes

Real itineraries shift with weather, wind, and what you say you love most. The above is a starting point — the planning call is where it becomes yours.

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