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Renting a boat in Key West, FL - what an amazing experience!

Planning a sailing vacation in Key West? Enjoy the freedom of the open water on a private yacht charter from Sailo. Rent a boat from a couple of hours to a full day, to really explore Florida from Key West. With a licensed captain driving your boat rental with, you’ll be able to relax and discover those hidden gems with your friends or family. Prefer to skipper your yacht rental? Use our advanced filters to find your perfect bareboat charter on Sailo!

The best Key West, FL private boat rentals available on Sailo

Explore the beauty of Florida state from Key West with a yacht charter. You’ll find 6 boats to rent in Key West with Sailo, for the best choice. Set sail on one of our 3 elegant sailboats. You can also choose from 1 catamarans, available to charter. What better way to discover the shores of Florida than from the deck of a luxury motor yacht? Browse the multiple available on Sailo for your ideal boating trip. You’ll also find 2 larger party boats, perfect for groups of 13 or more available in Key West, FL.

We make renting a yacht for your next week-long sailing experience easy

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. Once you find the perfect boat, you can click on 'Extras' and choose additional options and services to add to your yacht vacation. Some of the services offered can be provisioning, jet skis or a cook.

What happens in case of bad weather?

For captained charters, weather cancellations and reschedulings are entirely at the discretion of the Captain or Boat Owner. The Renter can not invoke 'bad weather' and request a refund as reason for cancellation unless the Captain or the Boat Owner agrees to it. For captained charter, the Captain will make the decision if the weather conditions are dangerous to get out on the water. Cloudy skies or a slight chance of rain are not grounds for cancellation or rescheduling. If a cancellation or rescheduling due to bad weather is necessary, either the Renter or the Boat Owner must send an email to support@sailo.com stating the reason. If the Renter sends such a request, the email must include a written confirmation from the Boat Owner. Read more details here.

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.