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 Sailboat Rentals in St John: Sailing Charters

1 - 18 of 47 boats

Rent a Sailboat Charter in St John, USVI with Sailo!

Looking for a sailboat rental in St John, US Virgin Islands? Discover the thrill of the open water in St John, USVI, with a private boat rental from Sailo. Rent a boat for a day or a week (or as long as you want) and really get to know the beauty of St John, USVI. Experienced sailors, choose your bareboat and go explore! If you prefer to relax on deck, you’ll find plenty of crewed yacht charters waiting to take you wherever you wish.

Curious about your options for renting a sailboat in St John, USVI?

Looking for an unforgettable experience on the water in St John, USVI? You’ll be pleased to know that Sailo is offering 12 rentals with or without captain, ready to go out on the water. Renting a sailboat in St John 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. St John, USVI is the perfect boat rental destination, don’t miss the chance to discover it on your private sailboat charter in St John!

How to find St John sailing charter?

Sailo offers beautiful St John sailing charters at various price points in US Virgin Islands. 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, catamaran) 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 boat that you would like to rent in St John, USVI? 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 does it cost to rent a sailboat in St John, USVI?

You can charter a sailboat in St John, USVI for a day, for an average of $1100. The average price for a weekly sailboat rental in St John is $3500. Your total budget for a boating trip in St John, USVI 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 John, USVI.

If I rent a sailboat charter in St John on Sailo, will I get insurance coverage?

Yes, all Sailo boats available for rental have insurance: sometimes included in the price, other times available to buy as mandatory extra.

Eco-friendly practices for boaters

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.

Popular locations to charter Caribbean yacht rentals :

Popular boat types among renters in the Caribbean Islands: