The Best Sailboat Rentals Near Higuillar

Private San Juan Bay Cruise 37' Sailboat

Captain Luis and Andrea are the real deal! We spent so much time figuring out the best sailing experience and we couldn’t have been more lucky to have found the of them and this sailing experience from San Juan bay watching the sunset and seeing the beauty of the fort and gorgeous old San Juan!!! They are so seasoned and know the waters so well that our ride was just a peaceful incredible magical ride and was the highlight of our trip!!! Trust me, stop looking and hurry and book. They are worth it and the experience will be for a lifetime!!! Thank you again guys for the beautiful evening for my fiance and I

Private San Juan Bay Cruise 37' Sailboat

My husband, 2 small kids, and I went on a morning 4 hour sail with Luis and Andrea. Luis and Andrea were kind and always looking out for us enjoying our experience. Our kids had lots of fun and my husband and I were able to relax and enjoy the scenery. I 100% recommend booking a cruise with Captain Luis!

Private Luxury Sailing Charter around the East Coast of Puerto Rico

Fantastic day! Gio and Angie went above and beyond to make our day special. They even took extra time to accommodate our dietary requirements and presented our daughter with a special Birthday treat. Thank you so much for everything.

Private San Juan Bay Cruise 37' Sailboat

Captain Luis and Andrea provided a beautiful sail by Old San Juan. They anchored for us and my husband and I were also able to jump in and swim. We had a great day on the water. Highly recommend.

Private Tours & Snorkeling at Icacos & Palomino Islands- Grady White 27'

Incredible experience! Jose was wonderful and very attentive. He made sure we were all having an amazing time which we really appreciated. Many thanks to the Black Octopus team for an unforgettable day!

Private Tours & Snorkeling at Icacos & Palomino Islands- Grady White 27'

Jose was amazing! He was our tour guide, photographer, snack grabber- he was at our beck and call and took such great care of us! Such a fun time with all the water toys too! This charter was perfection in every way! Yummy food, snacks, beverages (alcoholic and non) were also provided. Book with Jose for a grand time!