The Best Sailboat Rentals Near Loíza

Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

From beginning to end we had an awesome experience. Communication was great. The boat was as pictured. The captain and boat staff were very accommodating and personable. I would definitely recommend them!

46' Oyster Sailboat in St. Thomas, Virgin Islands

Had a wonderful day sailing! Food was awesome!

Sunset Cruise in San Juan Puerto Rico

Sailing with Jimbo was the highlight of our trip to San Juan! Can’t say enough about the whole experience. Jimbo gave great historical insights, was an engaging storyteller and most importantly was a great Captain that made the sail both exciting and safe. 10/10 would book again.

Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

If you are looking for an authentic sailing experience in Puerto Rico, look no further. This is for you! We came in with sailing experience but not in the ocean and not on as large of a boat. He let us sail the entire time and taught us along the way. Jimbo is a very experienced sailor and is looking to give you the sailing experience you are looking for. If I could have given him more than 5 stars I would have!

Private Sail Aboard 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!

Private Sail Aboard 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!