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Private Sailing Excursion from San Juan

star-4.531 Reviews
San Juan, Puerto Rico
Private Sailing Excursion from San Juan

From $650.00 per group (up to 6)

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Free cancellation
Up to 24 hours in advance. Learn more
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icon3 hours  (Approx.)
Mobile ticket
iconOffered in: English and 1 more
Good for avoiding crowds


This private sailboat charter from San Juan allows you (maximum 6 passengers) to choose your own adventure. Sail around the bay and harbor of Old San Juan with an experienced captain and crew at the helm; you can choose to help sail or just relax and enjoy the ride. Bring whatever you prefer to sip on, as you watch the scenery. Ask any questions you may have about boating or about owning a boat; your crew is there to educate you on potential future boat sailing and ownership. Our prices already include all taxes and fees.
  • Snorkel gear on board for use IF, time and weather permit
  • Cooler with ice if you want to bring your own drinks
  • Choose to help sail or sit back and relax
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safety gear
Fuel surcharge
Landing and facility fees
Ground Transportation

Departure Point

Calle Cerra, Parque Central, Villa Pesquera Hoare, San Juan, 00907, Puerto Rico

We meet on the dock, behind the restaurant, 'Que PezCao!'

Return Details

Returns to original departure point
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Subject to weather conditions. Will match any (USCG certified and fully insured vessel) price in San Juan Bay.
  • Service animals allowed
  • Near public transportation
  • Infants must sit on laps
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate
  • OPERATED BY Sail Snorkel Party inc.
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Learn more about cancellations.

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Traveler Tips

  • "Our time was limited in San Juan, so we started the day early, had a wonderful Sail (you can also snorkel) and we were back in town in time to shop and experience San Juan." See review
  • "Worth every penny and probably one of our favorite excursions in PR." See review
  • "We arrived an hour early, but he was accommodating and allowed us to set sail early." See review


31 Reviews
4 stars
2 stars

Reviews by Viator travelers

Showing 1-10 of 31 reviews
Fantastic sailing trip
, Jan 2022
We sailed with Jimbo in January 2022. The trip was fantastic. It was a beautiful day, we were able to soak up the sun and enjoy beverages while Jimbo told us some of the history of Puerto Rico. He is incredibly knowledgeable both about sailing and about the island. He took cues from us, sharing as much or as little as we wished to hear. One of our friends took him up on his offer to sail the boat and learn some of the basic tenets of sailing. We would absolutely take this boat tour again and cannot recommend it highly enough.
Awesome Experience. Highly Recommended.
, Jan 2022
Jimbo was awesome. Great Captian - he really knows the boat very well and it's clear he has been on the water his whole life. The best part was that we wanted to learn how to sail and he was an excellent teacher. He was patient but definitely let us take control when we were ready. There were some folks who just wanted to chill and take it all in and some folks who wanted to get really involved. Jimbo was great at catering to both parties. Everyone had an awesome time and would definitely do it again. Can't recommend it enough!
Fantastic sailing trip!
, Nov 2021
Beautiful afternoon out on the water with Capt. Jimbo who is such an expert sailor, patient teacher and knowledgeable tour guide!
Jimbo was a great...
, Sep 2021
Jimbo was a great captain. He shared a lot of cool insights about sailing and some great history about San Juan
Awesome private experience
, Aug 2021
Awesome private experience with my family. Jimbo was accommodating for all of us, even our 1 year old. Would absolutely do it again and highly recommend.
Awesome time!
, Jul 2021
Captain jimbo was absolutely amazing. His knowledge of the area was invaluable and the kids loved learning to sail. What a view of the harbor! Highly recommend this experience. Worth every penny and probably one of our favorite excursions in PR.
Amazing Experience
, Jul 2021
Captain Jimbo was awesome. Not only was he professional and extremely knowledgeable of the sights in San Juan, he also taught me how to sail. This was easily the most fun I’ve had since I moved here, and I will definitely be sailing with him again in the near future.
1 traveler found this review helpful
San Juan sailing
, Jun 2021
This was a great experience! The captain was great. He allowed us to sail the boat bring drinks and snacks. He gave us some history about San Juan. He made this trip worth while. We will definitely book him again when we return.
Perfect way to see PR
, Jun 2021
❤️❤️❤️❤️❤️ this was a great adventure! Jimbo was educational and a wonderful host. We recommend booking this trip.
Such An Awesome Experience
, Jun 2021
Watching the sunset from the sailboat was absolutely wonderful. Capt Jimbo is a marvelous host with a great deal of historic knowledge. My family and I enjoyed the experience.

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