Incredible sailboat rentals in Florida, United States.

Average of 157 reviews in this area.
1 - 18 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. ME
    Monika
    Perfect Catamaran For Everything Miami Can Offer!

    I booked this boat for my best friend’s bachelorette weekend and I couldn’t have hoped for a better experience. The boat is very spacious, has a great sound system and was a convenient pick up location. We did a 4 hour trip and went out to a sandbar. Julian and Chris were so awesome - the right people really makes all the difference. Very accommodating, organized, and communicative but really fun and chill too. They provided clean towels and coolers with ice which made everything super easy. We had the absolute best time, and several of the girls in our group from Miami/Florida said they want to book with them for future events. It was everything I was looking for. If you’re doing a bachelor/bachelorette, this is definitely the boat and crew you want. Can’t recommend them enough.

  2. 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.

  3. SD
    Stephanie
    Perfect Catamaran For Everything Miami Can Offer!

    Julian & Chris were wonderful captains & knowledgeable of the area. Overall fun and relaxing day excursion. Highly recommended!

  4. LR
    Lucie
    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    Awesome experience- fantastic captain- great fun and reasonably priced

  5. 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!

  6. 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!