Sailing Charters

Set sail and experience the Virgin Islands the classic Caribbean way—powered by the wind. These sailing charters blend relaxation, adventure, and stunning views for an unforgettable day on the water.

Choose from private sails with Elite or Kindred Sailboat Charters, perfect for couples, families, or small groups. Enjoy dinner and sunset views on The VI Cat’s Sunset & Harbor Lights Sail from Frenchman’s Cove, or snorkel with sea turtles on the Turtle Cove Catamaran Sail & Snorkel.

Whether you’re gliding along the coastline or chasing a vibrant sunset, these sailing experiences showcase the true beauty and spirit of the Virgin Islands.

Book one of four sailing charter options from Kindred during your St. Thomas vacation. Pictured here is a catamaran under full sail on the deep blue water of the Caribbean.
}2.5 Hours to 7 NightsAll AgesFrom $900
Kindred Sailboat Charters
Kindred

There is so much to do it would take a lifetime to experience it all! Kindred Spirit is loaded with some of the most fun, exciting, and adventurous activities the Caribbean waters have to offer.

Book this sunset and harbor lights dinner sail during your St. Thomas vacation
}2 HoursAll AgesFrom $109
Sunset Sail & Dinner
The VI Cat

This catamaran’s dinner has offerings for all palates in front of award winning an award-winning backdrop. Perfect for everyone and anyone! Singles, couples, groups, friends and families.

Book an exhilarating sail to St. Thomas' uninhabited Little Buck Island National Wildlife Refuge. There, you will snorkel at Turtle Cove, where you'll experience an unforgettable, fun-filled, marine life adventure.
}3 HoursAll AgesFrom $109
Catamaran Sail & Snorkel
The VI Cat

Board for an exhilarating sail to St. Thomas’ uninhabited Little Buck Island National Wildlife Refuge. There, you will snorkel at Turtle Cove, where you’ll experience an unforgettable, fun-filled, marine life adventure.

Book this 45-foot sailbaot from Sonic Charters for a day on the water during your St. Thomas vacation.
}6-7 HoursAll AgesFrom $2,000
Lagoon 450 Catamaran (Luxury)
Sonic Charters

Take in 360 views and feel the wind in your hair on our flybridge or soak in the sun on our forward sunpads. You can also enjoy some shade and downtime in the galley or in one of our three staterooms. If you are meant for relaxation, this vessel is meant for you!