Sailing In St. Thomas

Explore sailing in St. Thomas and choose an outing that fits your time on the island. Think about how much of the day you want to spend on the water, who’s traveling with you, and what kind of experience everyone will enjoy. Give yourself time to reach the departure point and find your way back afterward.

Ask the operator what’s included, what equipment you should bring, and whether there are age or experience requirements. If you’re deciding between a shared outing and a private trip, compare group size, duration, and the provider’s weather policy. Those details can matter as much as the itinerary itself.

On St. Thomas, Charlotte Amalie, Red Hook, and the Northside can make for very different days. Think about which area you’ll spend the most time in and how you’ll get to your next stop, especially if your plans also include a ferry.

Use the listings below to make a shortlist, then open the ones that interest you for more details. Start with a location that fits your itinerary and leave a little flexibility for the places you discover along the way.