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11 boat rentals in Osprey, FL, USA

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Osprey, FL could be the perfect boating playground for you

Discover Osprey by private yacht charter with Sailo. Enjoy a whole other side of Florida on a boat rental with captain, or skipper yourself if you prefer. Whatever your boating needs, you’ll find the perfect charter boat for your sailing trip, party or special event. Enjoy sunset cruises, watersports or fishing trips, or a day out with family and friends for a memorable experience on a Sailo boat.

Our finest inventory of private yacht charters in Osprey, FL

Want to rent a boat in Osprey, FL? You’ll find 11 boats waiting for you to take them on an adventure here on Sailo. Choose from our several elegant and classic sailboats. A catamaran is also a great choice, with numerous available in Osprey. Fans of luxury motor yachts will be spoiled for choice with our 11 motor yacht charters. Florida is an excellent place to enjoy a boat party, so discover our various larger party boats for 13+ guests in Osprey and see for yourself.

Amazing yachting experiences happen on the right boat. Search for it now!

Choosing the perfect Sailo boat for you in Osprey, FL is easy and quick thanks to our advanced filters! First we recommend filtering by date and trip duration. Whether you look for a 2, 4 hrs or a full day rental in Osprey, the group size is very important, as well as the type of boat you want for your adventure in the waters of Florida. Use the price filter to see only options according to your budget and click on the 'Crew' button to choose if you want a boat with a captain or you want to drive it yourself (option Bareboat). Once a Osprey charter catches your eye, click on it to see the boat page with more photos and a detailed description. Check the reviews and send a direct message to the boat owner to ask more details!

How much does it cost to rent a yacht in Osprey, FL for a day?

Boat charter prices in Osprey, FL vary significantly. You can find great budget friendly rentals starting from $250 for a daily trip. Luxury or party yacht rentals for the day can cost up to $6500 where service fees and mandatory extras are not included. Your budget per day will vary depending on whether you are renting the boat in Osprey with captain and/or crew, fuel cost, special requests for pick-up and drop-off or other special arrangements you may want to make with the owner.

Essential safety tips for recreational boating

Whether you’re renting a boat with captain or you choose a bareboat, always keep in mind this basic safety guidelines:
  • if you rent a captained charter, always pay close attention to your captain
  • walk slowly and never run onboard as you can easily slip and fall overboard
  • be mindful of stairs and hatches (never step on them)
  • if you go swimming, floating or paddling, stay away from other boats even if they are anchored or moored
  • pay attention to the other group members and make sure that everybody is accounted for at all times

Together we protect our oceans

However long you’re on a boat, it’s always a thrilling and fun experience. Here at Sailo, we like to make sure that the stunning beauty of the seas, lakes and rivers of our planet stay as pristine as possible. If you’re going to charter a yacht, from a few hours to week, try to follow these sustainable boating tips:
  • Take your rubbish home
  • Use eco-friendly sunblock
  • Avoid single use plastic
Much of the world’s plastic ends up in the sea, so reduce, reuse and recycle. Read more about responsible boating.