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    The Best Sailboat Rentals in San Diego

    Average of 93 reviews in this area.
    1 - 18 of 19 listings
    Lets go sailing in San Diego!
    hour$30
    8 guests

    Lets go sailing in San Diego!

    2-Hours Sailing Tours in San Diego Bay
    person$90
    12 guests

    2-Hours Sailing Tours in San Diego Bay

    Sail San Diego on 56ft Jada Wooden Sailing Yacht
    hour$498
    30 guests

    Sail San Diego on 56ft Jada Wooden Sailing Yacht

    25' Sail Boat - Enjoy Sailing San Diego
    hour$75
    4 guests

    25' Sail Boat - Enjoy Sailing San Diego

    Enjoy 139' - Luxury Charter Schooner in San Diego
    hour$1,750
    77 guests

    Enjoy 139' - Luxury Charter Schooner in San Diego

    1927 Classic Sailing Yacht in San Diego
    hour$500
    12 guests

    1927 Classic Sailing Yacht in San Diego

    19 results

    Rent a sailboat for an unforgettable experience in San Diego.

    Get ready for a fun adventure when you hit the open water onboard a sailboat in San Diego, California. 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. San Diego, California is a wonderful sailboat rental destination.

    Using GetMyBoat to rent your next sailboat in San Diego.

    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.

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    GetMyBoat customer reviews for Sailing in San Diego.

    1. Michelle
      Michelle
      Lets go sailing in San Diego!

      Gabriel was a wonderful host and very thoughtful.The whole family had an amazing time. It was truly a great experience. We couldn’t be happier with our Captain! We will definitely do it again. We highly recommend Gabriel to everyone!!!!

    2. CH
      Casey
      Enjoy 360 Degree Views Of San Diego From Our Deck! Pricing starts at $600/hr

      We truly enjoyed our evening with Captain Jim and his team! Our group of 14 had plenty of room to move around, we enjoyed beautiful views of the harbor, and the night skyline of San Diego. Thanks for a great night of birthday & anniversary celebrations!

    3. Scott
      Scott
      Lets go sailing in San Diego!

      Wow - what a great experience! Gabriel has an enthusiasm for the water which was awesome and enjoyable and contagious. He made the day. His natural feel for the wind made sailing with him a treat. If you want to have fun sailing book him while he is still available!!

    4. Scott
      Scott
      Sailing Charter on 42ft Catalina MK2 In San Diego, California

      Beautiful boat in great shape. Captain Ashley was awesome. Very welcoming and displayed her able seamanship throughout the sail. We had the option to get involved and we did. She also answered every question and gave us a great experience. Wonderful time on the water!

    5. Beth
      Beth
      Private Charters aboard a Beneteau 40 Cruising Monohull in San Diego

      We had a great time out on Aaron’s boat! Our captain Rick took great care of us and was very accommodating for whatever requests we had. We were able to anchor for a bit and even take a swim! The boat was very nice and easily fit our group of 8. We will definitely do this again in the future!

    6. FJ
      Fiorella
      Lets go sailing in San Diego!

      Gabriel allowed us to be active participants in our trip. His breadth of knowledge far exceeded our expectations. No matter the occasion, I strongly suggest booking with him.