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
(151 Ratings)
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Garymq1143ph
Mar 8, 2026
Girls Trip - group of 6 sixtyish friends. Last minute booking. Captain Jimbo was amazing. Perfect outing for Sunday! - Captain Jimbo was very conversational. Several had never sailed before and he explained everything! We even had a pod of dolphins follow us and entertain doing jumps. The whole afternoon was amazing.
Review provided by Tripadvisor
Emily_f
Mar 4, 2026
Yes!!! - This was an amazing tour. Jim was a super friendly and knowledgeable captain, and went out of his way for us to be able to swim. The boat is SO nice and we had the absolute best time!!!
Review provided by Viator
Shakirah_g
Feb 27, 2026
We had an amazing time... - We had an amazing time with Captain Jimbo! It was my birthday and he truly made me feel celebrated from start to finish. My friends and I thoroughly enjoyed the whole experience — especially getting the chance to drive the boat, which was definitely a highlight. Everything was fun, smooth, and memorable. When I come back in the near future, I will absolutely be booking again. 10/10 — highly recommend!
Review provided by Viator
Paul_s
Feb 25, 2026
An amazing experience - It was easy to find and clean. Direction to the dock where easy to follow. Upon arriving we were greeted by Jimbo. We are given and safety briefing and a brief and informative lesson on sailing. The boat was clean and safe. We had an amazing experience.
Review provided by Viator
Warren_m
Feb 12, 2026
Excellent experience and... - Excellent experience and exactly what we were looking for. A relaxing sailing trip around the San Juan harbour with an experienced and knowledgeable Captain. We did this tour as a group of 6 including two younger children (ages 4 and 6) and they both had a blast! I would highly recommend this to anyone while in San Juan.
Review provided by Viator
Joel_o
Feb 6, 2026
Tranquil and full of great vibes - The captain is extremely experienced, fluent in english, and very helpful with whatever you need. I would highly recommend.
Review provided by Viator
Paula_l
Jan 24, 2026
It was a great time! 2-3... - Well worth it! 2-3 hours was just the right amount of time. It rained briefly but was still very enjoyable. I'd definitely do it again!
Review provided by Viator
Uknowtheone
Jan 22, 2026
Beautiful day on the water - Cap’t Jimbo made our day really special. He asked before we went out if we understood the conditions (some rain, windy). We were down and so glad we did. Cap gave us some history of PR, we shared personal stories and he gave my fiancé a fantastic sailing lesson. Overall, it was a fantastic experience and we are so glad we got to spend a few hours out on the water.
Review provided by Tripadvisor
Brianna_s
Jan 13, 2026
Great Experience! - We had an amazing time!!!! Best boat experience yet. Vibes were great and our captain was great!!!!!!
Review provided by Viator
Jaclyn_s
Jan 2, 2026
Great time with Captain Jimbo - We had a great time with Captain Jimbo sailing out to see old San Juan from the water. Beautiful day. Great fun was had by all!
Review provided by Viator
From $494 (Per Group)
up to 6 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).