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Sailboat Rentals in Florida, USA

1 - 18 of 39 boats

Choose a Sailboat Charter in Florida, USA

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

Our finest collection of sailboat charters in Florida, USA

Looking for an unforgettable experience on the water in Florida? You’ll be pleased to know that Sailo is offering 893 rentals with or without captain, ready to go out on the water. Renting a sailboat in Florida 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. Florida is the perfect boat rental destination, don’t miss the chance to discover it on your private sailboat in Florida!

How to find the best sailboat in Florida?

Sailo offers beautiful yacht rentals in Florida at various price points. 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 Florida? 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 Florida?

You can charter a sailboat in Florida for a day for an average of $1100. The average price for a weekly Florida sailboat rental is $18489. Your total budget for a sailing trip in Florida 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 Florida.

Can I pay in installments for my Sailo boat rental?

A lot of our boat owners allow payment in installments, particularly for the weekly 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.

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 sailing destinations in Florida: