Private Sailing Excursion from San Juan: Exploration of Old Harbour and Historical Forts
4.7
91 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
(91 Ratings)
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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
Kelly_f
Mar 27, 2024
Exceptional experience! - Truly exceptional! Beautiful scenic views of San Juan. Our guide customized the entire trip for our family and was beyond anything we expected. Essentially the same price as a group sail for the ultimate private experience.
Review provided by Viator
420ronalde
Mar 25, 2024
Sailing Lessons 101 - Great experience. Thanks for the sailing lesson! The family really enjoyed our tour of the Caribbean! We have been educated on sailing and look forward to doing this again!
Review provided by Tripadvisor
Mariam_a
Mar 25, 2024
Sunset sail - Jimbo was great! He made us feel safe and helped us enjoy our time! Highly recommend the sunset sail for the best of both worlds. Sailing with the sun and the moon!
Review provided by Viator
Latangela_j
Mar 9, 2024
Experience - Great explanation on the boat. Very nice captain. We had a lot of fun family of 4. He was very knowledgeable you get what you pay for.
Review provided by Viator
Alex_r
Feb 24, 2024
Fun learning to sail - I came with my GF and we learned a bit about sailing. Can sort of be a bit of a sailing lesson if you're interested in that, or I think James is happy to sail for you if you don't want that.
Review provided by Viator
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up to 6 guests
1
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May 2024
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