Private Sailing Excursion from San Juan: Exploration of Old Harbour and Historical Forts
4.7
97 Ratings
San Juan
Embark on a private sailing excursion from San Juan and explore the historic Old Harbour and forts. Learn to sail or enjoy a bareboat experience. Book now!
Duration: 3 hours
Cancellation: 1 day learn more
Highlights
  • Old San Juan - Beginning from a historical fishing dock, you’ll get an experience ranging from the industrial bays, loading docks and mechanical wonders to the historical sights, Old San Juan, Forts, the Govoner’s Mansion and architecture of the old spanish builders to the open ocean, weather permitting.

The unrivaled experience of wind powered travel, learning the ins and outs of the skill or the wonder of the ocean and the atmosphere through which we travel. Puerto Rico’s perpetual summer is our greatest gift. The amazing blue waters that shine in the everlasting summer is nothing short magical on this enchanted isle. You are encouraged to bring your favorite libations.

What's Included
  • coolers
  • Equipment
  • restrooms
  • landing and/or facility fees
  • safety gear
  • Ice
  • Surcharges on fuel
What's Not Included
  • Hotel
  • Ground Transportation
Additional Information

Embark on a private sailing journey at AM, PM, or at the scenic sunset around the Bay and Harbor of historic Old San Juan, Puerto Rico. (Note that the prices already include all applicable taxes and fees). This guided sailing trip will take you past historical forts of Old San Juan, with views of the Castle and city landscapes. This experience offers an opportunity to escape the usual tourist routes for a unique, private excursion. If you’d like, you can also request hands-on sailing lessons. We distinguish ourselves by offering a first step into chartering education. We provide insights into the intricacies of sailing, thereby equipping you with the knowledge you might need for future vessel purchasing, chartering, and ownership. For seasoned sailors, we offer a Bareboat imitation option, where our captain is present for answering queries and ensuring safety.

  • Subject to weather conditions. Will match any (USCG certified and fully insured vessel) price in San Juan Bay.
Location
Qué PezCa'o
We meet on the dock, behind the restaurant, 'Que PezCao!'
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(97 Ratings)
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Clare
Jun 21, 2024
Thanks Captain Jimbo!! - 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!!
Review provided by Tripadvisor
Franklin_b
Jun 11, 2024
Evening cruise - Had a great time sailing with Jimbo. I learned a lot about San Juan too. Will have to go back another time.
Review provided by Viator
Maria_l
May 29, 2024
Beautiful tour - 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.
Review provided by Viator
372carrieg
May 29, 2024
Incredible experience with beautiful views - 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!
Review provided by Tripadvisor
Jeffrey_b
May 20, 2024
Fun sailboat half day cruise - 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.
Review provided by Viator
Tasha_r
Apr 21, 2024
WOW!!! - 🌟⛵️🌊 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.
Review provided by Viator
Jeff_j
Apr 17, 2024
A Beutiful Day Sailing Off the Coast of San Juan - 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!
Review provided by Viator
Natalie_s
Apr 6, 2024
Great Experience! - 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.
Review provided by Viator
Govinda_h
Apr 4, 2024
The most amazing evening of our vacation! Perfect! - 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. :-)
Review provided by Viator
Lisa_h
Mar 31, 2024
Incredible! Beautiful, relaxing, and fun! - Capt. Jimbo welcomed us and shared his knowledge and wisdom with us. My other half sails and he let her steer the ship and help with the sailing. She loved it. He was kind and gave her tips about sailing and winds etc. The sunset was beautiful and it was so cool to see San Juan from another perspective.
Review provided by Viator
Select Date and Tickets
up to 6 guests
1
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July 2024
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