St. Thomas Winter Getaway: Weather, Tips & Where to Stay

When it's cold and gray back home, St. Thomas is at its best. Winter is the U.S. Virgin Islands' high season for good reason: warm, dry, breezy days and calm evenings, and you don't need a passport to get here from the mainland.

Why winter works

The weather: December through April is the drier part of the year, with steady trade winds and daytime highs that usually sit in the low to mid 80s °F. Evenings on the balcony are perfect.
Outside hurricane season: the Atlantic hurricane season runs June 1 to November 30, so a winter trip sits comfortably outside it.
Easy to get to: St. Thomas is a U.S. territory. U.S. citizens flying from the mainland just need a government-issued ID, and there are direct flights from several East Coast cities.

What to plan around

Book early for the holidays: Christmas, New Year's and the February and spring-break weeks fill up first, for flights and for places to stay.
St. Thomas Carnival: the 2027 Carnival runs April 24 to May 1, with the J'ouvert street dance, parades, a food fair and the carnival village. A fun way to stretch your winter trip into spring.
Rent a car: it's the easiest way to explore the island. Remember to drive on the left.

A winter day on the East End

Morning: coffee on the balcony, then snorkel at Sapphire Beach or Secret Harbor, both a short drive away.
Afternoon: catch the ferry from Red Hook to Cruz Bay on St. John for its national park beaches. Our St. John day trip guide has the details.
Evening: dinner and drinks in Red Hook, then back to the condo to listen to the waves.

Where to stay

Our oceanfront one-bedroom condo at Cabrita Point sits right on the water on the quiet East End, minutes from Red Hook. It has a private ocean-view balcony, air conditioning and a full kitchen. See the St. Thomas condo, check winter dates and book direct with us for our best rates.

Looking for beaches? Read our guide to the best beaches near Red Hook.

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