Sail Away: Private Scenic Excursion from San Juan
Recommended by 96% of travelers
Badge of Excellence
San Juan, Puerto Rico
- 2 to 3 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
This private sailboat charter from San Juan allows you 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 the area.
- 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
- A private boat means a personalized experience
What's Included
- restrooms
- Equipment
- safety gear
- coolers
- Ice
- Fuel surcharge
- Landing and facility fees
- Hotel
- Ground Transportation
Meeting and Pickup
Meeting point
- Qué PezCa'oFinal Villa Pesquera del Parque Central, C. Cerra, San Juan, 00907, Puerto Rico
We meet on the dock, behind the restaurant, 'Que PezCao!'
End point
This activity ends back at the meeting point.Itinerary
1
San Juan Bay
3 hours • Admission Ticket Free
Additional Info
- 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
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Lindsey_K
Our sailing excursion was simply AMAZING!!! My husband and I had an absolute blast enjoying the stunning views and being in awe of the beauty of San Juan. Jimbo was an excellent captain was full of information. He was happy to answer our questions and give us any information we asked about. He was an amazing guide and Captain! We had such an amazing experience that we have already booked him for a second time on our trip. Highly, highly, highly recommend!
Reviews
4.8
based on 158 reviews
Sort by: Most insightful
Monica_C, Jul 2026
Such a beautiful experience! We absolutely loved every minute of the sailing trip. The scenery was breathtaking, everything was well organized, and our guide was incredibly friendly, knowledgeable, and made the experience even more enjoyable. We would definitely recommend this tour to anyone looking for an unforgettable day on the water!
Gregg_D, Jun 2026
We had a great time on this family-centered excursion. Highly recommend! The boat was beautiful, Captain Jimbo was a great guide and teacher, and our kids (ages 7-15h had an absolute blast. We learned the basics of sailing, battled “pirates,” snorkeled amidst the shores of Old San Juan and even got to inspect starfish and sea urchins. It was the perfect mix of fun, adventure, and learning for the whole family. A highlight of our trip to Puerto Rico!
Knyra_R, Jun 2026
Okay! So at first we were skeptical— the location and the host. BUT GUYS, oh how it is important to not be quick to judge. Our host and this experience was such a 10/10!!!
I was already appreciative for them waiting a couple of minutes as we were behind due to traffic, but when we got their on the boat he made sure we were educated on the safety features and protocols before sailing, he even taught us the foundations on how to sail, like it was so cool! Unfortunately we didn’t get to snorkel due to the winds and waves, but it was so much fun sitting on the side of the boat and dipping our feet in as we sailed!! I would definitely do this excursion again. Worth the price for a private sail experience and we got bomb photos! Not only that our host
Made sure we were good after the excursion and even helped us with local Puerto Rican cuisine dinner options by escorting us to the restaurant and even translated to our server— which he didn’t have to do! 🙌🏾 If you do this tour get Jimbo!!!!
teylurphillips1978, Jun 2026
If you want immersive personal tour and learning experience book here. First time sailing a boat . Jimbo walked us through what to expect and is a great communicator.
Betty_L, Jun 2026
Jimbo is an excellent captain. He is funny, personable, and professional. We promised we wouldn’t be scared to go full/true sailing (even though I was a bit nervous since I’d never been before) but he described the physics of sailing to me which calmed my nerves immediately…resulting in a full-on sailing lesson for my 20 yo son per his request. Jimbo will take you wherever you’d like to go and caters your sail to you. His boat is clean and fun and he even lets you DJ your own experience if you’d like. Really special experience. I would totally recommend.
Karin_R, May 2026
Wonderful trip with friends! The captain was a great host and fantastic teacher! Would definitely do it again.
Jasmine_M, May 2026
Great experience, great tour guide me and my sisters had an awesome time for my 30th birthday we will be booking again whenever we do come back . Thank you for the best experience this was my first time on a boat and he made it the best experience ever 🙌🏾‼️🇵🇷
Emily_F, Mar 2026
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!!!
ShaKirah_G, Feb 2026
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!
Paul_S, Feb 2026
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.
Warren_M, Feb 2026
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.
Joel_O, Feb 2026
The captain is extremely experienced, fluent in english, and very helpful with whatever you need. I would highly recommend.
Paula_L, Jan 2026
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!
Brianna_S, Jan 2026
We had an amazing time!!!! Best boat experience yet. Vibes were great and our captain was great!!!!!!
Jaclyn_S, Jan 2026
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!
Melissa_P, Jan 2026
Very friendly, very informative, top notch sail with husband and two daughters (ages 22 and 16). Captain Jimbo was professional and fun.
Tricia_R, Dec 2025
This was one of our favorite excursions well in San juan. Jimbo was amazing and gave us all sorts of information and even allowed our son and daughter to drive the sailboat for a bit. Highly recommend!
Erin_B, Nov 2025
We had such a great time sailing today. We're on a cruise so it was so nice to break away from the crowds and have the sailboat to ourselves (family of 6). My husband loved getting to learn more about sailing and the rest of us loved the adventure. Our captain was so informative and relaxed and did a great job of explaining what to expect. Just a warning- you will likely get wet so bring extra clothes. So glad we did this!
Spencer_S, Nov 2025
We had a great time with our bachelorette party of four. Captain Jimbo was incredibly easy going! We brought champagne, dragged off the side of the boat, and he taught us how to sail. You can decide if you want to sit and relax, or take the wheel (literally)! You’re in good hands. Very cool experience, absolutely recommend.
Auria_C, Oct 2025
Jimbo was amazing!!! Great conversation. Told us history of PR. We had a great time out on the boat! Definitely recommend! 😁
Jamie_P, Oct 2025
Everything was great. The captain was very friendly, and since it was our first time on a sailboat he made the experience very nice!
Gabby_A, Oct 2025
This was such a great experience! If anyone is contemplating, definitely book. Nice sail and we stopped and swam! Nice view of the bay!
Lindsey_K, Sep 2025
Our sailing excursion was simply AMAZING!!! My husband and I had an absolute blast enjoying the stunning views and being in awe of the beauty of San Juan. Jimbo was an excellent captain was full of information. He was happy to answer our questions and give us any information we asked about. He was an amazing guide and Captain! We had such an amazing experience that we have already booked him for a second time on our trip. Highly, highly, highly recommend!
Andrew_E, Aug 2025
This a great experience. Jimbo, the captain, was great. Good conversation and great tour. Highly recommended
Michele_P, Aug 2025
Fabulous afternoon on the water with James and Nichole! They were awesome! Great, easy conversation, super hospitable, very flexible. Highly recommend!!
Dione_L, Aug 2025
We had a nice day on the water with Jimbo. We loved the scenery and the accommodations on the sea. My daughter loved the exhilaration of dragging her feet my mother could have done without the tilt. It was an amazing way to see San Juan from the water and we learned some things about sailing.
Erika_D, Jul 2025
It was a great experience! Gorgeous ride, fun atmosphere, captain was laid back, informative, taught us some sailing and let us enjoy the ride. I would do it again!
Sigridur_B, Jul 2025
Wonderful sailing with breathtaking views of San Juan - swimming with a large friendly barracuda was a once in a lifetime. James and Nichole, our skippers, were informative and great fun
Lisa_S, Jul 2025
Jimbo was excellent. We had a fantastic time. We highly recommend sailing with him. We made a life long memory.
Jennifer_R, Jun 2025
This was an amazing experience! Captain Jimbo was a fantastic guide, he taught our family the basics of sailing and allowed my 16 year old son to steer the sail boat. Highly recommend this tour!!
Likely to Sell Out
From $494.00
per group (up to 6)up to 24 hours before the experience starts (local time)
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Sail Away: Private Scenic Excursion from San Juan
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