Sail Old San Juan
482 Av. Manuel Fernández Juncos, San Juan, 00901, Puerto Rico

Location

Google Reviews

4.7
381 reviews
  • Sarah M.
    Sarah M.
    4 months ago

    Captain Sebastian was very nice to us and we enjoyed ourselves and a gorgeous sunset.

  • Tara Padilla
    Tara Padilla
    a year ago

    So much fun! Captain Sebastian was super, we were scheduled for a Wednesday but it was bad weather. He told us it would be best to come back Friday. He was very helpful and he made sure we were safe. Not just trying to make a fast buck! It was our first time on a sail boat and we caught some good wind! 💯 recommend!

  • Adam Greissman
    Adam Greissman
    3 months ago

    My family was visiting for Memorial Day weekend 2025. We toured Old San Juan and El Morro (The Fort) during the day, and then took a sunset sail in the evening. Sailing around the fort and old city was magical - super beautiful! We could feel the connection to history going back 500 years! Sebastian was a perfect captain and host - we sipped mimosas while we leaned into the wind! Highly recommended. This is a one-on-one personal experience - the opposite of a packaged tour.

  • Chris
    Chris
    a year ago

    Captain Joe is a living history book. I booked for a simple sunset cruise of the bay, ended up with a history lesson on not only San Juan, but all of Puerto Rico. He let us know the best food spots near our hotels, and things to do in the area. Captain Joe's charisma and knowledge made the tour, him and his assistant also made sure the rum and sangria kept flowing.

  • just talk2todd
    just talk2todd
    4 years ago

    I was singularly impressed by the professionalism of our Captain Sebastian! Upon our arrival, his concern for the safety of everyone, most importantly for my elderly mother, was a great comfort. We enjoyed a wonderful sail through the harbor and out toward the windward side of El Morro. The sunset was spectacular and only enhanced by the bottle of champagne provided for the occasion. Sebastian was very knowledgeable about sailing and San Juan which provided great conversation. As this was during covid-19, we chartered the boat for the evening which included 6 passengers for the price but we were just a party of four. We enjoyed several different bottled waters, local rum, sodas and beers throughout the journey and did not come close to running out. This was a beautiful experience that I will have in my memories always! Thank you, Captain Sebastian for a magical evening!!

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Opening Hours

  • Monday 09:00 AM - 08:00 PM
  • Tuesday 09:00 AM - 08:00 PM
  • Wednesday 09:00 AM - 08:00 PM
  • Thursday 09:00 AM - 08:00 PM
  • Friday 09:00 AM - 08:00 PM
  • Saturday 09:00 AM - 08:00 PM
  • Sunday 09:00 AM - 08:00 PM