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313 Boat Rentals & Yacht Charters in St. John, USVI


1 - 18 of 313 boats

Rent a Private Boat Charter in St. John, USVI with Sailo!

Choosing a private boat rental in St. John, USVI? Ahoy sailors! Paradise is calling your name, and it’s leading you to the breathtaking beauty of Saint John in the US Virgin Islands! This slice of heaven on earth is known for its crystal waters, stunning bays, lush green forests and mangroves, and amazing wildlife. The island’s natural wonders, combined with its peaceful environment, make it a worthwhile travel destination.

One of the most beautiful destinations in all of the Virgin Islands, this yachting playground is truly a nature gem, with tropical forests sheltering migratory birds, thriving mangroves supporting corals and anemones, and friendly dolphins and green turtles inhabiting the deep blue waters. More than half of it is actually protected by the National Park Service. For anyone who loves nature, adventure, and tranquility, this is the sailing destination for you. And like other tropical vacation spots, the best way to explore is on one of Sailo’s top selected boat charters from St John, USVI.

Why booking boat charters in St John USVI with Sailo?

Sailo offers some of the best deals for a boat rental in St. John, USVI, and our convenient platform makes finding your ideal yacht charter easy and efficient. Filter your search by type (St. John catamaran rentals or sailboat charters in St. John), price, travel dates, party size, and more in order to narrow your results to the options that will fit the needs of your trip. Use more filters to get a more specific result and less filters if you are still keeping an open mind.

Also remember that while booking, you have the option of communicating with the owner by using our “Message owner” feature. We recommend asking them all you want to know about the catamaran or sailboat you are considering chartering for your vacation in order to get a better idea of whether it fits the requirements of your trip. The owner or the captain can also offer their own tips for sailing in the USVI as well as recommend extras they may be able to add to your booking, such as transportation to and from the port, or watersports equipment.

Best time to sailing St John, USVI

Even though the Caribbean is a wildly popular sailing destination, we still recommend spending plenty of time exploring the island either before or after your sailing adventure on a St. John boat rental.

The weather can affect your sailing plans if you end up booking your trip during a time with cooler temperatures or adverse weather conditions, like tropical storms and hurricanes. You can visit year-round, but we recommend booking for March through June if you want the most ideal weather and sailing conditions. Of course, like other tropical places in the world, the weather can be unpredictable, so just keep this in mind and pack according to the season you plan to visit.

If you plan to visit these gorgeous parts of the Caribbean sea, you might even want to extend your trip and take a longer tropical vacay! Want even more vacation ideas? Check out St. Thomas boat rentals for the U.S. Virgin Islands sailing vacations or check things to do in the British Virgin Islands. Sailo offers plenty of catamarans and sailboats for the Caribbean sailing vacations, so after you’re finished exploring Saint John, try island hopping!

What to do in St John, USVI

This island paradise is full of major tourist stops and hidden gems, so we compiled a list of our favorite must-see spots on the island, as well as places to go on a daily or overnight trip on one of Sailo’s St. John boat charters in USVI.

You’ve got to spend some time exploring the bays around the island — they are truly a slice of heaven. We recommend checking out the beaches of Francis Bay and Maho Bay: they are breathtakingly beautiful and even offer glimpses of unique marine life, like sea turtles! You can sail around these in one day if you rent a full-day St. John boat charter in USVI.

We also recommend spending a day sailing around the island. Sail to Salt Pand Bay for some swimming, snorkeling, and more beach time. You can even dock and eat at a favorite called Skinny Legs.

Do not miss your chance to visit Jost Van Dyke, a must-see for anyone interested to explore during your sailing adventure on one of our St John boat rentals. You can even plan out the entire day with your captain and make sure you stop at some other must-sees, like Watermelon Cay for fantastic snorkeling.

Also be sure to spend some time exploring the National Park while you’re here. This offers great hiking that isn’t difficult at all for just a beginner. You can spend the entire day exploring the national park, snorkeling, kayaking, or even taking a guided tour.

No matter what adventures you get up to in the Virgin Islands, you’re sure to never want to leave. Your St. John boat rental awaits you -- it’s only a click away!

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