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    The Best Sailboat Rentals in San Diego

    Average of 84 reviews in this area.
    1 - 18 of 19 listings
    Sailing Catamaran for Charter in Mission Bay *COMMERCIALLY INSURED*
    hour$550
    Super Owner12 guests

    Sailing Catamaran for Charter in Mission Bay *COMMERCIALLY INSURED*

    Lets go sailing in San Diego!
    hour$40
    8 guests

    Lets go sailing in San Diego!

    Cruise Sunny San Diego Harbor
    hour$85
    4 guests

    Cruise Sunny San Diego Harbor

    Sail San Diego on 68ft Wooden Sailing Yacht
    hour$550
    30 guests

    Sail San Diego on 68ft Wooden Sailing Yacht

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

    2-Hours Sailing Tours in San Diego Bay

    42 Foot Sailing Yacht in The San Diego Bay
    hour$250
    6 guests

    42 Foot Sailing Yacht in The San Diego Bay

    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

    Boating Guide - San Diego Sailing

    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. Courtney
      Courtney
      San Diego's Double Decker Party Pontoon! đŸ»âš“ïžâ›”ïž

      I would 10/19 recommend Skylar and his boat. He was so nice, easy going and great to work with. The boat was clean, had plenty of space and was exactly what I was expecting. I had an amazing experience and such a fun birthday. He was very flexible and great with communication.

    2. BS
      Brandilynn
      Cruise Sunny San Diego Harbor

      I couldn't have asked for a better experience! Ari is the sweetest, most hospitable person you've ever met. After offering food suggestions at the restaurant near the pier, he walked us to the boat. He is very knowledgeable and even taught us a lot about sailing! I highly recommend Ari! Hope to see him again on our next visit.

    3. Sarah
      Sarah
      Sail San Diego on 68ft Wooden Sailing Yacht

      Carole and crew were absolutely amazing! Such a beautiful vessel with plenty of space for our going away party. Can’t recommend enough!

    4. Nicholas
      Nicholas
      Lets go sailing in San Diego!

      Gabriel is awesome! My new fiancé and I loved the experience! I even got the chance to take the wheel a few times! Excellent host

    5. EC
      Evan
      Charter 36' 1967 Cal Jensen in San Diego, California

      We had a great time out on the boat. Captain Roger was an awesome guy, and made sailing interesting m, easy and fun!

    6. Emi
      Emi
      San Diego's Double Decker Party Pontoon! đŸ»âš“ïžâ›”ïž

      Exceed our expectations. We had a blast!!!Skyler and his crew were super accommodating and clearly just wanted to make sure we had a great time. Can’t wait ti book again!

    GetMyBoat has 19 listings for Sailing experiences in San Diego with 84 reviews.

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