We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

GetMyBoat Logo

    Find the best sailboat rentals in Destin, Fl.

    Average of 47 reviews in this area.
    9 listings

    Boating Guide - Destin Sailing

    Rent a sailboat for an unforgettable experience in Destin, Florida.

    Get ready for a fun sailing adventure when you hit the open water onboard in Destin, Florida. Rent a sailboat with a captain or bareboat without a captain and experience the joy sailing. From hourly, half-day, full-day or multi-day sailing trips, you are sure to create memories that will last a lifetime. Destin is a wonderful sailing destination.

    Using GetMyBoat to rent your next sailboat in Destin.

    Sailing 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 boaters 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 sailing experience now and book your dream day out on the water.

    Top destinations nearby

    GetMyBoat customer reviews for Sailing in Destin.

    1. Shana
      Explore Destin/Crab Island Harbor in a Pontoon With 90HP

      This boat was perfect for our family. Randy and his wife were very friendly as if like your next door neighbors. They provided everything we needed for our trip. They were very informative and provided a map of places to go (which was helpful to us). Boat was very clean and ran smooth. We will definitely use them again and will recommend anyone using them if they looking for a great experience.

    2. CW
      Explore Destin/Crab Island Harbor in a Pontoon With 90HP

      Randy’s Boat was so great to rent!! Him and his wife are extremely kind and welcomed our crazy bunch of kids with open arms. They definitely made our first trip to crab island extra special and we will most definitely rent from him again in the future!!

    3. Tina
      Captained Charter On 34' Gemini 105 Cruising Catamaran In Shalimar, Florida

      Absolutely amazing!! If you want the BEST cruise, go with Captain Karl! Hands down the best part of our vacation. Even breaking the head didn’t spoil the fun. Thank you Captain Karl and Doddie! 100% book with them!!!!

    4. JA
      3-Hour Daytime Cruise in Destin, Florida

      Awesome experience! Captain Ladd and Sebastian were professional and very knowledgeable. We can’t wait to come back!

    5. NT
      Explore Destin/Crab Island Harbor in a Pontoon With 90HP

      We had a great time! Very nice boat👍🏽 Owners was super friendly and helpful. Highly recommend!

    6. KD
      Captained Charter On 34' Gemini 105 Cruising Catamaran In Shalimar, Florida

      Had a great time on the water with Karl and Dottie. I would do this trip again.

    GetMyBoat has 9 listings for Sailing experiences in Destin with 47 reviews.

    Search Destin