Sort by:

Departure date

Trip duration

Day trip
Multiple days
(Less than 1 week)
Weekly trip
Boat Details

Boat type

Boat length: 5ft -

Price: $ - $



Boat model


Boat build year: -


47 St. Thomas Sailboat Charters

1 - 18 of 47 boats

Try TOP St. Thomas Sailboat Rentals on Sailo!

Choosing a St. Thomas sailboat charter in the USVI? Discover the thrill of the open water by a private sailboat rental in St Thomas from Sailo. Rent a sailboat in St. Thomas, USVI for a day or a week (or as long as you want) and really get to know the beauty of this sailing destination. Experienced sailors, choose your bareboat and go explore! If you prefer to relax on deck, you’ll find plenty of crewed St. Thomas sailboat charters waiting to take you wherever you wish.

Our finest collection of sailboat charters in St Thomas, USVI

Looking for an unforgettable experience on the water in St Thomas, USVI? You’ll be pleased to know that Sailo is offering 104 rentals with or without captain, ready to go out on the water. Renting a sailboat in St. Thomas for a day or week on the water with your family or friends is your ticket for a fantastic adventure. Hop abroad and take in the gorgeous scenery while relaxing and making great memories. USVI is the perfect boat rental destination, don’t miss the chance to discover it on your private sailboat rental in St. Thomas!

How rent the right boat in St. Thomas?

Sailo offers beautiful St. Thomas yacht charters at various price points in the USVI. Use our advanced filters to narrow your search by date, group size, and trip duration: 2 hrs, 4 hrs or full day charters. You can also choose the type of boat (sailboat, motorboat, St. Thomas catamaran charters) you want and go even further and look for a particular length, manufacturer and model. The price filter will help you see the available boats within your budget and the crew option is useful when you want to see boats with a skipper/captain included or only bareboats. Do you see a USVI yacht charter that you would like to rent? Click on it to go to the next page to read more about it, see more photos, send a direct message to the owner to ask more questions or start creating your booking request right away!

How much is it to rent a sailboat in St Thomas, USVI?

You can charter a sailboat in St Thomas for a day for an average of $1100. The average price for a weekly St. Thomas sailboat rental is $7567. Your total budget for a boating trip in St Thomas depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in St Thomas, USVI.

Can I pay in installments for my Sailo boat rental?

A lot of our boat owners allow payment in installments, particularly for weekly USVI sailboat charters. First installment is always charged at the time the booking is confirmed. To find out if a boat has an installment plan, reach out to the boat representative and ask details via 'Message Owner' before you submit the booking or check out the Payment Schedule at top of the booking page.

Because we love the ocean

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products

However long you’re sailing for, a little goes a long way. Read more about responsible boating.