We at JimBoatTrips are boat operators. We manage several boats, all with customizable tours, affordable rates and flexible times for boating around Puerto Rico. If you are searching for exclusive and private sailing trips in Puerto Rico, Culebra, Viequez, Spanish Virgins, and beyond, you have found the right Captains in Puerto Rico who specialize in small and or private sailing trips! Come sail & snorkel in style!
Private Sailing Excursion from San Juan
This private sailboat charter from San Juan allows you (maximum 6 passengers) to choose your own adventure. Sail around the bay and harbor of Old San Juan with an experienced captain and crew at the helm; you can choose to help sail or just relax and enjoy the ride. Bring whatever you prefer to sip on, as you watch the scenery. Ask any questions you may have about boating or about owning a boat; your crew is there to educate you on potential future boat sailing and ownership. Our prices already include all taxes and fees.
Amazing private sail around old San Juan!
“My friend and I thoroughly enjoyed the private sail. Captain Jimbo is a wonderful host, he did everything to ensure we have a good time - from making us comfortable on the boat (we were newbies), getting us through a wonderful sail around the bay, sharing history of Puerto Rico, to even picking a good sparkling rose for us, highly recommend it!
"Friends By far, this was the best thing me and my friends did while in Puerto Rico. He was very experienced and knowledgeable. We were able to bring our own drinks and music. He was very laid back and answered questions when we asked. He made us feel very comfortable. We watched the sunset while enjoying ourselves! Thanks again for the wonderful experience!!"
20th Anniversary sunset cruise
"What a pleasant sun set sail. The location was convenient, the sailboat clean and plenty big for the two of us but could have easily accommodate 6. Captain Jimbo was a pleasure to sail with both as a seaman, and as someone who has spent a lifetime in the service industry. I really enjoyed the time sailing after sunset too. What a different view of San Juan skyline lit up from the bay."
Si usted está en busca de viajes exclusivos y privados de vela en Puerto Rico, Culebra, Viequez, islas vírgenes españolas y más allá. Somos unos de los pocos capitanes en Puerto Rico que se especializan en viajes de vela pequeños y o privados! Ven a veleriar y snorkel con estilo!
Small groups, memorable sailing and exploring caribbean islands!
Pequeños grupos, aventuras memorables y a explorar las islas del Caribe Noreste.
Exclusive & private sailing trips in Puerto Rico, Culebra, Viequez, Spanish Virgin. Viajes en velero exclusivos y privados desde Puerto Rico, Culebra, Viequez, y las Islas Virgines Españolas.