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Winter Park, FL - a yachting playground perfect to explore with Sailo

Well known for its stunning location, Winter Park 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 Winter Park, 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.

Interested in renting a party boat? Check availability in Winter Park, FL

Planning for a private event with your family or friends or a business occasion that you’d like to celebrate in a special way? Choose one of our top rated party boat rentals in Winter Park, FL! various event boats with capacity of 13+ guests are available in Winter Park, offering a variety of catering package options, entertainment and professional crews trained to make your special event unique and memorable. Rent a party yacht in Winter Park, FL from Sailo: it’s easy, quick, secured and the best way to surprise your guests with an exclusive experience on the water!

Learn how to find your yacht for extraordinary boating experiences

Wondering how to find the best charter for a memorable experience on the water in Winter Park, FL? We have created a set of advanced filters to help you navigate easily our database of Winter Park boat rentals and yacht charters, and find the one for you. First pick a start date and then choose your trip duration. You can go for an extraordinary of 2, 4 hours or full day experience. Next, select the number of guests, the type of boat and the price range you are comfortable with. The crew filter helps you narrow down the results to the boats with the captain included in the price, or bareboats that you’ll captain yourself. Choose the boat you want in Florida, to view more pics, read description and reviews. Message the owner if you have any questions or continue with your booking request.

How much does it cost to charter a yacht in Winter Park, FL?

Winter Park, FL yacht charters for daily trips are available at an average of $1100 per day. Cheaper boats (sometimes with no captain included) may be rented for $250. Our Winter Park premium charters may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

Can I rent a boat without a captain (bareboat) in Winter Park?

Yes, there are 1 boats available for rent without captain (bareboats). In order for you to charter a Sailo yacht without a captain, you will be asked to upload your boating resume when you submit your booking request.

Sustainable boating tips

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.