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Incredible sailboat rentals in Florida, United States.

Average of 147 reviews in this area.
1 - 18 of 116 listings
100+ results

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. JP
    Jeff
    Leopard 40 Cruising Catamaran for Up to 6 People in Stuart, FL

    We spent an afternoon with Paul on his boat with 6 adults and 2 infants. Paul is a great Captain and host and the boat is very roomy and stable. Even under full sail we felt very comfortable with the 2 grand-kids on board. Would highly recommend Captain Paul as a first rate skipper and an excellent boat to spend time on.

  2. CD
    Connor
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    The day with Charlie was great. He communicated in advance and was very accommodating and laid back. Definitely recommend and would ride with him again. The boat was awesome

  3. MS
    Mason
    CATVIAR! 35 Foot Sailing Catamaran In Miami!

    Had a great time! However the boat was changed from the one listed late the night before departure. They did an excellent job finding another ship capable of carrying 12 people and the crew that took us was fantastic! Slightly disappointed we weren’t able to go on the original boat because from the pictures online it was far nicer than the one we took. Still an amazing time and highly recommend.

  4. TT
    Timothy
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    Charlie was the best Captain ever for our 4-hour sail and definitely provides best value you could ask for! It's clear he's thought of everything you could want or need while underway and he had everything ready to go well before we arrived. Definite recommend!

  5. DW
    Danielle
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    Captain Charles was AMAZING ! ! ! ! ! You can tell he truly enjoys what he does. I contacted him for a sailboat ride to my wedding reception down the canal from him. He took the time to make sure he could fit the gorgeous Daffy down the residential canal. He communicated collaboratively with me throughout the entire process. He also met me ahead of time to make sure we could dock against the seawall since there was no dock. There were many obstacles on my tall order but was a breeze for Captain Charles. My husband and I appreciate all that you have done and look forward to sailing again!

  6. ah
    austin
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    BEST CHARTER EVER. LOOK NO FURTHER. Capt Charlie was amazing. He worked around my delayed flight, time constraints, and knowledge level for an educational charter. His knowledge is only eclipsed by his personality. All the money in the world can’t buy a personality as fun as Charlie’s. He was sure to make every detail amazing. I plan on being a repeat customer and hope to soak in a fraction of his wisdom. This guy loves sailing and sharing sailing so much he was willing to take me out the day after minor surgery to keep his word! Talk about a “stand up operation!” I will never forget this trip or the time he invested in making our trip amazing. See you soon buddy!!!