Private, AM. PM. or Sunset, sailing around the San Juan Bay and Harbor of Old San Juan, Puerto Rico. (Prices already include all taxes and fees) This sightseeing, sailing tour will pass historical, Old San Juan Forts and views of the Castle and city-scapes . A truly exclusive, off the beaten path, Private Experience. If desired you can learn the skill of sailing with the optional request of a hands-on lesson always available to everyone. We differentiate ourselves as a stepping stone to the education of chartering. Also, discovering the facts of sailing to inform the client so that by the end of this trip you'll have the answers needed to make the decision of buying, chartering and planning for future ownership. For experienced Sailors we have a Bareboat imitation option where our Captain is simply there to answer questions and for safety.
Posted By : vjqtzqd49w
Jimbo was great, our family enjoyed hearing about San Juan and sailing. My kids got to steer the boat, which they loved.
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Posted On : 2024-06-27 18:23:47 
Posted By : Clare C
Awesome experience with Captain Jimbo! He explained the safety features of the boat well and provided ice and sodas for the drinks we brought. We were able to sail in the open ocean and were out for about 3 hours. Jimbo explained the history of Old San Juan and allowed us to help with the boat as much as we requested. Definitely would recommend for a group of 6 couples or families/friends!!
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Posted On : 2024-06-21 10:47:22 
Posted By : Franklin_B
Had a great time sailing with Jimbo. I learned a lot about San Juan too. Will have to go back another time.
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Posted On : 2024-06-11 23:07:46
Posted By : Maria_L
We loved our host. We was very welcoming and provided us with an amazing experience. We were delighted with his hospitality and knowledge of the area and it's history.
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Posted On : 2024-05-29 13:06:51
Posted By : 372carrieg
Truly an incredible experience! Captain Jimbo really went out of his way to make it a memorable and fun experience for my husband and me. Beautiful views, some history, and an all around good time. Couldn't have asked for a better morning on the water! Thanks, Captain Jimbo!
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Posted On : 2024-05-29 11:00:42
Posted By : Jeffrey_B
Great day trip especially for those like us who’ve never been sailing. Captain is a fun informative guy and it was a very pleasant sail around the bay. We got brave and had him take a spin out in the ocean where we heeled pretty good.
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Posted On : 2024-05-20 10:16:29
Posted By : Tasha_R
🌟⛵️🌊
This was definitely the highlight of our trip. We had actually tried to do a different sailing excursion where you are on with other people and were unable to book that. And I’m SO GLAD!!! My husband and I had the boat to ourselves and Captain Jimbo taught us so much. He actually let us sail most of the time and it was AMAZING!!! He did a great job when we first boarded the boat of making us feel safe and letting us know what to expect. We are boaters but have never sailed or been on a sailboat, so we were absolutely thrilled to just to go sailing, let alone learn so much and be at the helm. If we are fortunate enough to make it back to PR, this will definitely be on our to do list.
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Posted On : 2024-04-21 06:57:12
Posted By : Jeff_J
My best friend and I booked the afternoon cruise - we both grew up sailing with my dad and were hoping to be able to get in a lesson. Jimbo was up for the challenge of reacquainting a couple of rusty sailors with is amazingly skilled sailor and great teacher. He had us steering the boat, hoisting the sails, tacking and trimming in no time at all!
Captain Jimbo was great at explaining the concepts - I would 100% recommend taking a cruise with him if you're remotely interested in sailing.
Even if you're just wanting to take a sailboat cruise, Jimbo is your guy - he is a great host and a knowledgeable tour guide. He told us a lot about the sites and history of San Juan as we made our way out of Bahia de San Juan.
I would sail with Jimbo again - a trip with him is on the list for my next trip to Puerto Rico!
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Posted On : 2024-04-17 00:06:47
Posted By : Natalie_S
We had a great sail with Captain Jimbo! He was very informative, teaching us sailing basics and letting our teenage son steer most of the trip. We also learned about the islands and saw dolphins. Highly recommend.
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Posted On : 2024-04-06 21:26:18
Posted By : Govinda_H
My brother, his wife, and my three teenagers enjoyed the sailboat adventure sooo much! The captain obviously loves his job, his life, and his boat. :-)
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Posted On : 2024-04-04 17:36:44
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