Incredible sailboat rentals in Florida, United States.

Average of 163 reviews in this area.
19 - 36 of 120 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. ML
    Jeanneau Sloop Charter in Fort Lauderdale With Captain Dan

    Dan is very personable and provides first class service. The bean bags on the front of the boat are a nice, relaxing touch. We enjoyed the excursion and would book a future chartered outing with Dan.

  2. SS
    Sailing in Miami - Key Biscayne. Boat, Capitan & Water Sports

    Gabriel is frendly and responsive and his boat is lovely -- we had a great day out on the water, in spite of the rain!

  3. JP
    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.

  4. KC
    Sailing Adventures on Good Karma with Captain Jeff.

    Captain Jeff was great! He was super nice, friendly, accommodating - and made everyone feel comfortable and at home. The boat was beautiful and he let us decide where we wanted to go / if we wanted the sail or motor for the 3 hours we had him booked. He let us take out small dog along for the ride, and pretty much saved the day for me personally when he provided some Dramamine for my seasickness. Highly recommend taking a sake with Captain Jeff!

  5. JM
    Miami Sailing Charter on 46' Captain Sir!

    Highly recommend this boat tour! Russell and his wife were both wonderful and knowledgeable. We had an amazing time sailing around Miami and seeing different views. Be sure to get some food on the boat because the food is Amazing! Thanks again guys!

  6. GC
    Sailboat Nauticat 321 Sloop for charter with captain in Apollo Beach, FL