Incredible sailboat rentals in Florida, United States.

Average of 277 reviews in this area.
1 - 18 of 80 listings

Rent or charter a sailboat for a memorable experience in Florida.

Are you ready for a fun adventure out on the open water onboard a sailboat in Florida? Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. Florida is a wonderful sailboat rental destination.

Using GetMyBoat to book your next sailing experience.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat customer reviews for Sailing in Florida.

  1. SW
    Simone
    Party Yacht Miami 🍾🎉🥃 33ft Monterey Cruises for 12 People!

    This was a great Miami experience thanks to Edwin and William. They first ran us through safety rules and guidelines then asked what we were celebrating to set the mood. They asked us where we wanted to go and what we wanted to see and made suggestions based on the weather. William was excellent with making sure our glasses were filled, music was just right and he was an incredible camera man! We all enjoyed ourselves and would not hesitate to book again. Thank you!

  2. JY
    James
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    Sailing with Captain Charlie was our group's first time sailing. To say we had an ideal first experience is an understatement. Captain Charlie was down to earth, super knowledgeable, and has a great sense of humor. My fiance thoroughly enjoyed her birthday, as did the rest of us onboard. We'll definitely book again. Don't hesitate... Just BOOK!

  3. AT
    Ashley
    Luxurious, Spacious 38ft Sailing Catamaran

    Our charter was great everything about the charter was a awesome time our captain was great very informative was on time for arrival and drop off we enjoyed ourselves very much my group said it was one of their best boat rides that they have been on the sunset was beautiful our captain was a great photographer for our group which our group was so happy about he knew exactly which angles to get you especially with the sunset but other than that overall it was a great great charter

  4. ND
    Noris
    38’ Catamaran Sail Miami $45pp

    Ed was so amazing in making our boat day unforgettable! 🙌🏼😝 He has so much patience & coolness, always has a smile on his face, he’s so easily approachable if we had any questions to ask. He went over the rules of the boat & after that, the party started. We got on the paddle boards & the pad that floats on the water - took so many pictures. The ride was so smooth despite it being a bit cloudy - it was still beautiful outside. We will totally do it again whenever we go back to Miami! All my friends loved our 4 hour boating experience - from start to finish! He was great!! It was such a good experience all around. Great guy 👌🏼👌🏼 Highly recommend getting this boat for a good time.! Thank you so much Ed! ☺️

  5. GL
    Gregory
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    We Highly Recommend Captain Charles and his Good Ship Daffy. He is a true 'old salt' who wants nothing more than to share his love of sailing. We wanted to take the helm on our trip so we just asked and received friendly instruction. We also wanted to kick back and take in the sights of Ft Lauderdale. So we met Charlie at his dock right on the river and powered through the most upscale part of town while sipping our favorite beverages. We continually enjoyed courtesy and good humor. We didn't expect to be waited on hand and foot, but to come away with a memory of the city as well as a love of the sea. We were not disappointed. Greg & Shirley, Colorado

  6. JL
    Jason
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    Thank you Capt Charles!! He was soooooo funny and the boat ride was clean and smooth. Definitely recommend this awesome sailboat trip. Whether you want to relax and cruise or go out and enjoy the ocean, go with the sailing Daffy! You won’t regret it.