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    Incredible sailboat rentals in San Juan, Puerto Rico.

    Average of 53 reviews in this area.
    1 listing

    Boating Guide - San Juan Sailing

    Rent or charter a sailboat for a memorable experience in San Juan.

    Are you ready for a fun adventure out on the open water onboard a sailboat in San Juan? 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 Juan 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 San Juan.

    1. FS
      Felicia
      Quick Sail a Classic 1969 Sloop in San Juan, Puerto Rico

      This experience was amazing! This was the first time my family experienced a sunset ride on a sailboat and Jimbo made sure the experience was one we'd always remember. Jimbo ensured we were in the know on all safety protocols and during the sail, enlightened us with facts and history about Puerto Rico. Jimbo was personable and accommodating from the beginning to end of our excursion. This was our first, but not our last trip with Jimbo!

    2. Elizabeth
      Elizabeth
      Quick Sail a Classic 1969 Sloop in San Juan, Puerto Rico

      This was my first time on a sailboat. I learned that I am afraid of sailboats ⛵️ But if you are comfortable on them you will enjoy yourself tremendously. Jimbo is the perfect Captin. If you have kids he will let them drive the boat.

    3. Valerie
      Valerie
      Quick Sail a Classic 1969 Sloop in San Juan, Puerto Rico

      Time out on Jimbo’s sailboat has something for everyone. Whether you want to party, learn to sail or learn about San Juan and its history. We had a great time sailing with Jimbo and learned so much. We’ll definite book again next time we’re in Puerto Rico!

    4. JS
      Jess
      Quick Sail a Classic 1969 Sloop in San Juan, Puerto Rico

      Jumbo does a great job touring San Juan harbor and the areas just outside of the port. He was great with our kids, teaching them the basics of how to sail his boat. We recommend this as a great way to have fun cruising the areas around old San Juan!

    5. Devon
      Devon
      Quick Sail a Classic 1969 Sloop in San Juan, Puerto Rico

      Jimbo was a great captain and host. He kept us entertained and gave us a lot of information about Puerto Rico. He even taught us how to drive the boat and allowed us to take the wheel! 100% recommend.

    6. LB
      Lonnie
      Quick Sail a Classic 1969 Sloop in San Juan, Puerto Rico

      Just a great experience and great history lesson. Jim was a great genuine guy.

    GetMyBoat has 1 listing for Sailing experiences in San Juan with 53 reviews.

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