Boat Rentals & Yacht Charters Near You

Local Reviews

1. EJ

   Ed

   Private San Juan Bay Cruise 37' Sailboat

   A beautiful sunset cruise with my family. Wind was amazing on the bay and there was a bright moon and amazing breeze when we sailed back. Captain Luis and his deckhand Gabby were filled with information about Puerto Rico and the history. Highly recommended!

2. JL

   James

   Private San Juan Bay Cruise 37' Sailboat

   We took a private boat tour with Captain Luis and Gaby, and it was hands-down one of the best parts of our vacation. From the moment we arrived, we were greeted warmly and walked right over to the boat, which was the perfect size for our group of friends to relax and spread out. Captain Luis is an incredible captain—he navigated the waters with total ease, took us to gorgeous spots all over, and shared fascinating tidbits about Puerto Rico along the way. Both he and Gaby kept the vibes immaculate, sharing delicious sangria and making sure we had everything we needed. We spent the day listening to our favorite music, swimming, enjoying some snacks, and soaking up the sun. If you are looking for a top-tier, stress-free day on the water, I cannot recommend Captain Luis and Gaby enough! We’d book them again in a heartbeat.

3. BK

   Brian

   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.

4. SK

   Sandy

   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!

5. FS

   Felicia

   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!

6. 

   Valerie

   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!