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Our destinations near Key West, FL

In addition to the best offers we have for boat and yacht charters in Key West, FL, see also options available for rent in these nearby locations:

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

Enjoy a one-of-a kind experience on the water in Key West, FL with your own private Sailo yacht charter. Whatever your sailing style; from experienced skipper, fishing fanatic or thrill seeker, to those who just want to relax on deck with your family or friends, you’ll be spoiled for choice. Rent a boat in Key West, FL with Sailo for a memorable day trip or a sailing vacation to remember.

Key West, FL is perfect for renting a party boat!

Sailo party yacht rentals in Key West, FL make great venues for your private or business events for groups of 13+ guests. Event boat owners offer multiple options for catering (food and drinks) packages, entertainment and professional personnel trained to make your day perfect. Whether you are looking to organize your wedding, your birthday or a business event, choose one of the 2 party boats we offer in Key West, FL to surprise your family, friends or business partners with a great experience on the water.

How to find the ideal yacht for unforgettable yachting experiences

Sailo offers beautiful boat and yacht rentals at various price points in Key West, FL. 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 Key West, FL? 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 yacht in Key West, FL?

You can charter a boat for a day in Key West, FL for an average of $1100 per day. The average price for a weekly boat rental is $1895. Your total budget for a boating trip in Key West, FL 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 Key West, FL.

Do I need a licence to rent a yacht on Sailo?

No, you do not need a license to rent a boat on Sailo as long as you are renting a boat with a captain included. There are two types of boat rentals and yacht charters available on our website: bareboat and captained charters. If you rent a bareboat yacht, then your charter comes without any crew, and you or someone in your group will need a license. The boat owner will require you to upload the boating resume or license of the person who will drive the boat. Most of our boat owners might also like to test your boating skills before you take your bareboat charter out on the water. When you charter a yacht with a captain included or add the captain and/or crew as an extra to your sailing adventure, then a certified skipper will be provided.

Guidelines to responsible yachting

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.