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Enjoy Historical Old San Juan Puerto Rico by boat! Charter a Cruising Sailboat, Private, for up to 6 people. Rates start at $594 USD for up to 3 hours, or until you are tired Price: $594 USD: +/- 3 hours If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.
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!
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!
Jumbo does a great job touring San Juan harbor and the areas just outside of the port. He was great with our kids, teaching them the basics of how to sail his boat. We recommend this as a great way to have fun cruising the areas around old San Juan!
If you are looking to have a great sailboat experience for a great deal, book with Jimbo. He even took the time out to give us a few interesting history facts about the island. Alcohol was allowed and he let us drive the boat. Thanks for a great time.
This day with Jimbo was honestly the best thing on the trip. He had an amazing vibe, very knowledgeable about Old San Juan, and made the trip very comfortable. If you are looking for something fun but still private, he’s your guy! Great price, great laughs, 10 out of 10 experience.
We are located between San Juan and Fajardo, Puerto Rico.
You’ll get directions to the departure location when you make a booking.
Full refund up to 2 days prior.
Frequently Asked Questions: • Are children allowed? Yes. All ages. Everyone is counted as a passenger, even if they are carried on a lap. • Where do we go? What do we see? We Sail from our dock out into the San Juan Bay, aiming at the old historic Spanish Forts. We will talk a little history if you like, and have a cocktail or two. The Captain can usually let you sail, if that’s what you have in mind. • What if it rains? - Trips will continue during light rain or passing storm. If the safety of the vessel is in question, the Captain has the right to abort/cancel. • Wheelchairs? - Most boats are not wheelchair accessible. However, if a guest feels confident enough to take our boat trips then we can be accommodating. • Do you serve food? We do not include food but, you are welcome to bring your own. Light alcoholic drink, Sodas and water are included. Price is for the Whole Boat, Private.