Sail Away: Private Scenic Excursion from 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
  • San Juan Bay - Beginning from a historical fishing dock, you’ll experience a journey spanning from the industrial bays, loading docks, and mechanical wonders to the historical sights of Old San Juan, the forts, the Governor’s Mansion, and the architecture of the old Spanish builders, extending to the open ocean, weather permitting. The unparalleled experience of wind-powered travel allows you to learn the intricacies of the skill and marvel at the wonders 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 are nothing short of 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

Private, AM, PM, or Sunset sailing around San Juan Bay and the Harbor of Old San Juan, Puerto Rico. (Prices include all taxes and fees) This sightseeing sailing tour will pass historical Old San Juan Forts and offer views of the Castle and cityscapes. A truly exclusive, off-the-beaten-path private experience. If desired, you can learn the skill of sailing with an optional hands-on lesson available to everyone. We differentiate ourselves as a stepping stone to the education of chartering, providing insights into sailing so that by the end of this trip, you’ll have the information needed to decide on buying, chartering, and planning for future ownership. For experienced sailors, we offer a Bareboat imitation option where our Captain is there to answer questions and ensure 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
4.8
(100 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Alexanderpham
Aug 3, 2024
Fun time for a small group - Great experience sailing with Jimbo, was a fun time with our group of six people. Really safe and relaxing, even got to sail a bit!
Review provided by Viator
Nicole_w
Jul 4, 2024
Breathtaking - Our family had the best time sailing with Captain Jimbo!! I would definitely recommend the sunset cruise. It was so cool to see the fort and city lights at night. Jimbo even taught my husband how to sail the boat. We would definitely sail again with Captain Jimbo!
Review provided by Viator
Vjqtzqd49w
Jun 27, 2024
Excellent family outing - Jimbo was great, our family enjoyed hearing about San Juan and sailing. My kids got to steer the boat, which they loved.
Review provided by Viator
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
Select Date and Tickets
up to 6 guests
1
Traveler
September 2024
Sun
Mon
Tue
Wed
Thu
Fri
Sat
Today