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1 hour 30 minutes
Mobile ticket
Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation (not a booze cruise type open bar). Take in the panoramic views on this pleasure sightseeing tour of San Juan Bay and adjacent waters. Relax on a romantic sail with your loved one or have a fun getaway with a group of friends. Take a break from the city and step out into the ocean with your professional captain on call.
Not recommended for travelers with poor cardiovascular health
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Not recommended for travelers with spinal injuries
Suitable for all physical fitness levels
Guest are required to check-in at the boat AT LEAST 30min before departure time or will not be allowed to board.
Legal ID required on-site to verify booking. Names must match legal ID.
Complimentary drinks included in moderation. This is not a booze cruise. Minimum drinking age is 18 years
Due to uneven surfaces for dock loading, this tour is not recommended for those with walking disabilities or using a wheelchair
No shoes allowed on board. You will be asked to take them off to board and they will be stored on the boat.
Minors must be accompanied by an adult.
A minimum of 2 people per booking is required.
Not recommended for travelers with walking and/or mobility issues
For a full refund, cancel at least 24 hours before the scheduled departure time.
San Juan Bay
Sail in San Juan Harbor.
La Puerta de San Juan
The last remaining gate around the city. See it from sea.
90-minute small-group sailing excursion
Professional Captain & Mate
Complimentary Beverages in moderation(mimosas, coca cola, local beer, rum punch, rum & coke)
Gratuities
Transportation to and from departure location
Snacks and lunch not included but guests may bring their own
A 90 minute sail to discover Old San Juan and adjacent towns on San Juan Bay from a different perspective. Complimentary refreshments.
A 90 minute sail to discover Old San Juan and adjacent towns on San Juan Bay from a different perspective. Complimentary refreshments.
546 reviews
Total reviews and rating from Viator & Tripadvisor
Ingo K,May 6, 2026
- Review from Viator
After the good way description we found the boat right in the harbor. It was a very nice sailing tour where you also saw the fortress and the city gate. The captain and skipper were super friendly and we were only 6 guests on board which made the experience very unique. The service on board was excellent. Unfortunately, time went by so quickly, it would be nice if the provider could offer longer tours in the future.
Emone J,May 4, 2026
- Review from Viator
Pretty chill, relaxing boat ride. Not a party boat but we just wanted a boat on the water with drinks! Rum punch was good. The crew was friendly!
vincentbriana,May 4, 2026
- Review from Viator
A really great experience! The service was great, the captain & his partner were welcoming & attentive and the scenery was beautiful. I would highly recommend 💕


sassii,May 3, 2026
- Review from Tripadvisor
Great morning on the water! Captain and crew were friendly and knowledgeable! Great rum punch :)
Nyerr A,May 2, 2026
- Review from Viator
Good afternoon I just wanted to let you know I had a good time so far and I’m going to try and make it happen for myself next time around this time
I3310CWanthonyh,Apr 30, 2026
- Review from Tripadvisor
Outstanding time. relaxing. will definitely be a return excursion for us



StephenP449,Apr 27, 2026
- Review from Tripadvisor
Raphael and Diego were awesome - made the tour a wonderful experience. Highly recommend.
Tanya W,Apr 15, 2026
- Review from Viator
We had an absolutely phenomenal afternoon sailing with Rafael and Diego! From the moment we stepped on board, they were warm, welcoming, and incredibly knowledgeable. We spent the entire time cruising the bay under full sail, such an unforgettable experience! The conversation flowed effortlessly, and we loved getting to know them while also learning more about the island. And the drinks? Perfectly crafted and just what we needed to top it all off. If you’re thinking about booking, do it! We can’t recommend this experience enough and will definitely be sailing with them again!
Julie S,Apr 15, 2026
- Review from Viator
Very relaxing event. Motored around the bay. Hosts were wonderful. Would have preferred a wine option for drinks but rum punch I had was good.
DEANNA K,Apr 11, 2026
- Review from Viator
We had a wonderful time! The crew were wonderfully knowledgable and great to talk to. This was such a great way to see the city and spend time on the water!
Operated by Sail PR