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Discover Key West, FL with Sailo - a gorgeous boating playground for you to enjoy!

Well known for its stunning location, Key West is just crying out for you to discover its hidden gems with a sailboat, catamaran or motor yacht rental. Rent a boat with Sailo in Key West, and you’ll be able to enjoy the local scenery at its best. Take your time and unwind on the deck of your own private boat with captain, or take the helm and enjoy the thrill of being on the water on a bareboat charter in Florida.

Ready to see your options for renting a sailboat in Key West, FL?

Key West, FL is a well-known boating destination in the US, perfect for a memorable experience on a Sailo boat. The sailboat rentals are popular for both locals and tourists and a great choice if you want to spend some quality time with your family or friends. 6 charters are currently available with or without captain, lined up in the Key West’s marinas, waiting for their guests. Rent a private sailboat in Key West with Sailo: it’s easy, quick, secured and the best choice for a fun experience in the waters of Florida.

Learn how you can find the perfect weekly charter for you

If you are interested in a weekly sailing vacation, after you filtered for weekly trip duration, you can search through 6 boats in Key West, FL by price ranging between $1500 and $25000, type of boat, such as motorboats, sailboats monohulls or catamarans, and number of guests. Some of the services offered can be provisioning, jet skis or a cook. If you are interested in going on a sailing vacation during high season, it’s best that you take action as soon as possible to secure the boat you like the most.

How much is it to rent a sailboat for a week in Key West, FL?

The price for a sailboat rental in Key West starts at $1500 per week. Your quote varies depending on the season, with low prices off-season or for early booking and sometimes double during high-season. Luxury sailboat charters from Key West, FL can cost up to tens of thousands of $ for a week-long vacation with captain and crew included.

What is Sailo’s cancellation policy?

As long as the booking request hasn't been accepted by the boat owner, the renter can cancel the request without any charge. If the renter cancels after the booking request has been accepted, the booking will be subject to the terms of the cancellation policy in place for each boat. The renter should check the cancellation policy with the boat owner, as some of the professional operators have specific cancellation policies which supersede that of Sailo. Whenever a boat owner doesn't have a specific cancellation policy,Sailo's Standard Cancellation policy will apply.

Sustainable yachting tips

If you’re looking to explore our beautiful planet, a yacht charter is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto: 'Take only photos, leave only wake' (OK, so we paraphrased). To be a responsible sailor, remember:
  • Don’t disturb coral or sealife
  • Take your trash home (and don’t throw anything in the sea)
  • Respect the locals and their customs wherever you go
Read more about responsible boating.