A slice of "Americana" with an unmistakably laid-back Caribbean vibe! Enjoy your vacation in this incredible Caribbean paradise and explore the US Virgin Island on private yacht charters from Sailo.
As a territory of the United States, US citizens don’t even need a passport to fly to this tropical paradise. That makes it a popular destination for Americans seeking some winter sun, and you’ll find the US Virgin Islands (or USVIs) perfect for a Caribbean sailing vacation. Sailo offers an unbeatable selection of US Virgin Island yacht charters, from catamarans and sailboats, to luxury powerboats.
Explore the many islands and hidden bays from your base on St Croix, St John or St Thomas. Sailo’s Caribbean boat rentals available with or without captain (bareboats) are perfect for leisurely exploration of this incredible maritime playground, either for a week-long vacation of an overnight trip.
Sailing vacations in paradise
With Sailo’s Virgin Island yacht charters available from most of the major centers in the islands, you’ll be able to plan your sailing vacation for maximum effect. Find your perfect slice of paradise in the USVIs, or sail to the neighbouring British Virgin Islands, or beyond.
Explore Cruz Bay in the morning and then sail over to St Thomas for the afternoon, just in time for a sundowner in Charlotte Amalie. Spend your week splashing in the clear blue seas from the deck of your Virgin Islands boat rental, enjoy snorkelling in hidden bays, discovering secluded bays and exploring coast paths and steamy forests.
Choose your perfect boat rental
If you’ve ever wanted to sail on board a luxury motor yacht, or relax on board your own catamaran, you’ll find plenty to choose from with Sailo. Many of our charters are available as bareboats, meaning you can skipper the boat yourself and head out to explore. If you prefer, you’ll find plenty of options to rent a boat with a skipper, so you can get the insider advice to make the most of your sailing trip. Whatever you need, you’ll find plenty of options to help you sail the Caribbean on a budget in the Virgin Islands.
Take a look at Sailo’s selection of top quality US Virgin Island yacht charters for a dream experience on the water!
Yacht Haven Grande Marina
Urman Victor Fredericks Marine Terminal (Red Hook)
American Yacht Harbor
One of the best resorts to visit when you charter a boat in the US Virgin Islands, Caneel Bay Resort is the perfect spot to enjoy a sundowner at the end of a hard day out on the water. This luxury resort offers some of the best dining in the USVIs, so moor your private boat rental and step ashore for fantastic food and an unforgettable sunset view. Situated on the island of St John, Caneel Bay is a secluded spot, ideal for either a romantic swim or to spend time with the family.
If you’re looking for a laid-back and fun place to enjoy the beach, don’t miss drinks at The Beach Bar in Cruz Bay. The bar offers delicious food, smooth cocktails, and plenty of souvenirs to remember your sailing adventures. This is a must on your list of things to do when you charter a boat in the Virgin Islands!
Duty free shopping awaits in St Thomas, with some of the best opportunities for bargain hunters in the US Virgin Islands. Make sure you make a stop in Charlotte Amarie at some point during your sailing vacation in the USVIs. Pick up handmade clothing, local handicrafts, fantastic food and a whole boatload of souvenirs for the folks back home, all at unmissable prices. Remember to leave some space in your bag when you’re planning to charter a boat for a week or more in the US Virgin Islands, because you will definitely need it...
This popular beach is a haven for snorkelers, with some of the mist accessible reef on the islands. If you’re bringing kids on your sailing vacation, or perhaps you want to try snorkeling in a friendly environment, Trunk Bay Beach is the perfect place to come and check it out. Trunk Cay, the island just offshore, is fringed by reef and is easy to explore from the beach. Stop by with your Virgin Islands boat rental and enjoy this beautiful beach and the amazing undersea life.
The Island of St Croix is around 42 miles (68 kms) from the capital of Charlotte Amarie, but is a must visit if you’re on a Virgin Islands sailing vacation. Explore the pretty town of Christiansted, with it’s old colonial buildings from the era of Danish rule. Make a splash at the Buck Island Reef, or simply enjoy sailing your catamaran or one of our Virgin Island yacht charters around to find your perfect place to moor for a few hours.