The Best Sailboat Rentals in San Diego

Average of 11 reviews in this area.
1 - 18 of 20 listings
20 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. MM
    Megan
    Enjoy San Diego Bay From Our Deck!

    From start to end, this was the easiest and most pleasant experience organizing an event I have ever encountered. Booking through GMB was seamless - the crew is super responsive and accommodating, especially considering most of us were from out of town! Bernice helped coordinate catering and had everything delivered and set up when we arrived. The crew was efficient at getting us welcomed onboard and at sea quickly so we could enjoy our time at sea. The boat itself was spacious and accommodating, the restroom was nice and well-lit, and there was enough cabin space for us to store our luggage. Overall, would HIGHLY recommend Romancing the Wind to enjoy San Diego in all it's glory :)

  2. JS
    Jo
    Enjoy San Diego Bay From Our Deck!

    Perfect trip. Captain Jim and crew were amazing.. Bernice made sure I was comfortable from first inquiry to stepping off. Everyone went above and beyond - thinking and implementing details that we couldn't imagine. This was truly a blessing. We are all grateful to you and for you

  3. SJ
    Stephanie
    Sailing Charter on 42ft Catalina MK2 In San Diego, California

    Captain Don and the Venere were top notch! Our trip was more than we expected and everything we could have hoped for! If you are looking for an amazing time on the beautiful Pacific, the gorgeous Venere and her awesome Captain are the way to go!

  4. PS
    Pippa
    Enjoy San Diego Bay From Our Deck!

    Amazing yacht, hospitality and captain! I would highly recommend Jack and his crew any day!

  5. BF
    Benjamin
    San Diego Sailing Tours
  6. RK
    Rob
    Enjoy a J/80 Performance Sailing Sloop in San Diego, California