Sail Away: Private Scenic Excursion

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: 24 hours
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…
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…

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
(112 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Maggie_t
Mar 24, 2025
We had the best afternoon... - We had the best afternoon with Captain Jimbo! He took us around the bay, found a spot for us to take a dip in the water outside of Old San Juan, and gave us a fun history lesson! He was conversational without being annoying, and made us feel safe, while also capturing photos and videos of us enjoying our girls trip. Would highly recommend to anyone looking for a relaxing day on the water!
Review provided by Viator
Jamie_s
Mar 16, 2025
A perfect day - We had such a wonderful day and learned so much about local history and sailing from Captain Jimbo! He made our day truly special!
Review provided by Viator
Victor_a
Feb 18, 2025
We had a great time and... - We had a great time and learned the 3 steps of how to sail. The Captain was a great source of knowledge.
Review provided by Viator
Anuja_a
Jan 26, 2025
Would recommend! - Loved the experience! Capt Jimbo is conversational, knowledgeable and fun! We got a chance to sail the boat as well. He made sure we felt safe. We would 100% recommend it for anyone who wants an intimate experience of sailing with a fun and knowledgeable captain.
Review provided by Viator
Brianrm4269kc
Jan 4, 2025
Great relaxing trip - couldn't have been better. Thanks Captain Jimbo!! - Very nice relaxing trip. Jimbo - the captain - made the trip very nice for all of us. He's a great laid back guy. The trip takes off behind the restaurant listed in the meeting point. Walk around to the right. It was just the 5 of us on the sailboat, he even showed my 3 college-aged kids how to sail it. Couldn't have been better!
Review provided by Tripadvisor
Peter_r
Dec 31, 2024
High Adventure! - Captain did a great job of making everyone feel safe and comfortable on board. Clearly an experienced sailor with a wealth of knowledge.
Review provided by Viator
Erika_c
Dec 30, 2024
Core Memory Making! - Our family of four (with teenagers 17 and 14) recently enjoyed an unforgettable sunset sail around the bay, and it absolutely lived up to the glowing reviews we'd read. Captain Jimbo was a fantastic host, sharing his extensive knowledge of sailing, Puerto Rico, and life in general. He even took the time to teach my son and daughter the basics of sailing and allowed them to steer the boat around the bay, making it a truly memorable experience for them. The sunset sail itself was breathtaking. However, it's important to note that at this time of year, the sun sets quite early in the sail. So, if capturing the sunset is a priority, be sure to have your cameras ready from the start! We highly recommend a sunset sail with Captain Jimbo. It was a wonderful experience for our entire family.
Review provided by Viator
Trudy
Dec 23, 2024
Peaceful and beautiful trip! Sailed past El Morro and out into the Atlantic-absolutely awesome! Book the trip now! - Captain Jim is a true sailor-he makes his sailboat Airborne sing in the wind. I took the helm for over an hour - his understanding of the wind and waves was impressive. As I am a novice sailor his patience and instruction made me sail like a pro. My wife relaxed on the bow with a cocktail-we were both in heaven aboard Airborne. Book the trip-you won’t regret it.
Review provided by Tripadvisor
Ian_r
Dec 23, 2024
Captain Jimbo is the best!! - Took my girlfriend out for a sunset ride through the bay and had a lovely time! Despite the weather having other plans, the rain was not able to ruin the great time we had! We learned to sail a little bit, got to learn more about Puerto Rico, and were able to chat about pretty much everything! The boat is not the largest so I would recommend keeping it to around 4 or less people. Would definitely do this again and recommend it to anyone interested getting out on the water!!
Review provided by Viator
Ivonne_r
Nov 15, 2024
Core Memory - Our family of 5 had an amazing time with the captain, it was hard to find the boat as it is located behind an area where boats take off and it’s kind of shady, so we were walking in on time still waiting for a cap (PR time, get used to it), at some point I have to be honest, I thought we were stood up. This was a very private experience, the silence of sailing is beautiful, it was for just our family, Captain took us around the island, beautiful views, and the best part went was when he was kind enough to let our 10 year-old son handle the boat to be a captain for sometime ☺️ definitely a core memory. Don’t pass on this experience 🙌🏼
Review provided by Viator
From $595 (Per Group)
up to 6 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).