After being herded through Old San Juan avoiding several thousand cruise passengers, I began to understand the appeal of arriving by sea like a pirate. This sail was the next best thing, once we found it. A few more signs pointing to the boat would help; real pirates presumably had a better sense of direction. Once aboard, though, everything was easy. The seating was comfortable, the crew kept us feeling safe and settled, and the drinks arrived whenever we wanted them, which is more than most pirates could say. From the water, the city finally made sense: the fortress walls and pastel hillside were built to impress anyone sailing in, whether merchant or rival. Two relaxing hours on the bay, drink in hand and no flag-waving tour groups in sight, and it was a relaxing yet grand in a way it never quite managed on land. Easily a highlight of our trip. Next time I'm bringing an eye patch.
About Activity
What's Included
Includes
- Complimentary drinks included in moderation. Minimum drinking age is 18 years
- Professional captain and guide
Excludes
- Gratuities
- Hotel pickup and drop-off
- Snacks and dinner not included but guests may bring their own
Departure & Return
Departure Point
- Use "San Juan Bay Marina" on Google Maps for directions. Once at the marina, head to slip A72 past the blue roof on the main dock. Guest are required to check-in at the boat at least 20min before departure time or may not be allowed to board. Full details on your confirmation email.
Return
- Use "San Juan Bay Marina" on Google Maps for directions. Once at the marina, head to slip A72 past the blue roof on the main dock. Guest are required to check-in at the boat at least 20min before departure time or may not be allowed to board. Full details on your confirmation email.
Itinerary
Sail around the bay area sightseeing old landmarks.
See this landmark from the water aboard our boat.
See the 2nd oldest executive mansion from the water.
Language Offered
Additional Info
Cancellation Policy
Reviews
My husband and I had a blast on our tour. The views were spectacular! Our tour guide was very knowledgeable and friendly. We loved every moment. Will recommend to friends.
The catamaran sunset cruise was a really lovely experience. The views of San Juan at golden hour were beautiful, and I appreciated that the tour departed right from San Juan instead of requiring a long two‑hour drive to another marina. The captain and assistant were friendly, welcoming, and made the ride feel easy and enjoyable.
A super relaxing way to end my trip to PR! The boat crew was prompt and super accommodating the entire trip. Highly recommend.
Staff was very responsive pre cruise with meeting instructions and were great during the sail. Highly recommend.
One of the best sunset cruises I’ve ever been on! 🌅 I make it a point to do a sunset cruise on every island I visit, and this one definitely stands out. I highly recommend this tour! The gentleman who assists the captain was so sweet and thoughtful. He even offered to take photos of us, and they came out looking absolutely professional! 📸✨ Such a wonderful experience from start to finish. ❤️
I had a wonderful time, far exceeded my expectation
It was absolutely amazing ! So peaceful and calm. Very professional. Would absolutely recommend. Captain Rafael and Victor were the best !
This experience was very relaxing. We got splashed a few times but that was no big deal since we’re obviously on a boat. So expect to get a little wet (not soaked of course). Drinks were good and the guides were very nice. I’d definitely do this again, especially if there were some games involved or if playing our own music was an option (which we actually don’t know, just assumed). I would recommend you do this if you love sunsets and beautiful water views !
The cruise was above and beyond what we expected. The crew was EXCEPTIONAL and we even made friends with the two other couples. There is plenty of room to have your own private space and time as well if you want it.
This was an amazing experience. The 2 gentleman running the sail were so friendly and even gave recommendations on other things in the area to try! We saw some beautiful landmarks and learned about Puerto Rico's history. It was a beautiful experience all around and I will definitely return on my next trip to the island!
What a great experience. The crew was fabulous and very knowledgeable. It was beautiful and more than expected. Definitely recommend!!!
Comfortable ride with very friendly and knowledgeable Captain and Mate. The small number of passengers and continued drinks made the whole experience memorable. Thanks Guys!!
We had an amazing time. The tour guides were friendly, and knowledgeable. The people that we sailed with were great. The weather was beautiful as well. I would definitely recommend this to anyone who travels to San Juan.
Friendly and attentive crew they welcome everyone and engage with everyone. Would definitely recommend them to my friends
Great experience. Small group tour, there were only five of us on the catamaran. Boat is clean. Captain Hector was so nice. His first mate kept the beverages flowing. Highlight was seeing dolphins. 10/10 would do this again.
Was a beautiful night with a very friendly and attentive crew. Always had a full drink and details on the scenery. Was a highlight of the trip to Puerto Rico for my wife and me.
This is a must do this while here in PR! You see the castles from the water.... Very relaxing!! This was my first time on a cataron. It was so smooth...
Great experience ! Will definitely book again
The Catamaran experience was a 10 out of 10. The ride was smooth and calm. A perfect experience to share with family and friends, the guide was knowledgeable about the island and spoke to us about important landmarks throughout the ride. We saw an amazing sunset accompanied by some light refreshments.
Super fun bay cruise, Rafael and Gus were knowledgeable and had good island tips! Drinks were tasty!
Rafael and Gus were fantastic guides and provided outstanding service during our experience. It was peaceful and these two individuals did a wonderful job showcasing San Juan via the bay.
The captain and mate were very informative. The drinks flowed freely and I loved that once underway they turned the engine off and sailed.
It was such a pleasant experience. The captain and his mate were so warm and welcoming! I would definitely book again
Everything was smooth. We had an excellent Sunset cruise. The guys were very nice and hospitable. I would do it again. (And I live in San Juan).
The trip was awesome. The tour around the bay was exactly the perfect anniversary experience.
Absolutely wonderful!! Small group on catamaran. Professional, attentive guides. Highly recommend!! Great way to see the sunset!
It is amazing, very calming and the drinks were awesome and they just kept coming. The people working the boat were great and informational
We had a great time on the sunset catamaran trip! Highly recommended!
It was nice . The ppl were great and accommodating. The sunset was really beautiful. The drinks were weak and I’m not a drinker but I get it, u don’t want silly people on a boat but the drinks could have been a little more stronger.
WOW! That pretty much days it all.......Oscar and Gustavo were the best!!!! Will definitely do it again
Highly recommend, so much fun! Beauriful sunset ride with amazing views of Old San Juan. Rafael and Gus were great hosts and did an awesome job with the music and drinks.
Our favorite part of the trip was sailing on Ohana2. It was the perfect way to spend our last evening on our honeymoon sailing the bay at sunset. It was awesome watching the Captain and Deckhand sail—very experienced and knowledgeable young men. It was an incredibly smooth sail and when it got too choppy, the captain turned us around to calmer waters. Their hospitality made our time so enjoyable; took pictures for us, gave local recommendations, talked about the history, tended to our drinks, and made sure we were safe and comfortable. We truly appreciated it and would love to come back!
We had a great time. Captain and crew were warm and welcoming, and it was a beautiful evening.
This sailing experience was amazing. The views of San Juan Bay during this sunset sail were spectacular. Highly recommend the tour! Also our captain Francisco and co-captain were very hospitable and nice! Thank you!
This experience was incredibly memorable and beautiful. I went with my partner and was initially anxious about how the experience would play out. Getting to the marina and then the boat dock can be confusing at first but thanks to the clearly outlined instructions, it was much easier/less stressful. There is free parking at the marina and it would be helpful to name that so folks can plan accordingly (whether drive or take rideshare). The max of 6 people is perfect for this experience as it keeps it intimate and serene. The tour members were incredibly kind, knowledgable and helpful throughout the experience. Additionally, they kept asking to refill our drinks at a good pace which really made it feel worth the cost. The views around Viejo San Juan and the sunset were just beautiful and memorable, especially as it was my man's birthday. The people that we were in the group with was incredible folks of different ages/backgrounds and we all had a great time chit chatting with each other while also taking private time to be with our partners/+1s. 10/10, would recommend to anyone visiting PR with romantic partner!
The experience was great. The crew was friendly and shared so much information about Puerto Rico. The boat was great and we highly recommend the trip to anyone.
We had a great time. Nice boat. Super friendly crew. Great drinks and good music. What more do you want? I highly recommend this tour.
I had such a great experience seeing Old San Juan and the history behind it while also enjoying the sunset with my bestfriend. Francisco and Victor were very nice and attentive.
Amazing! Very fun and romantic. Book it and you won’t regret it!
It's was a romantic boat ride. We had some very good rum punch! Enjoyed sitting on front of boat with a cool breeze blowing. I would recommend to everyone I know.
My 86 year old dad and I had an incredible time! Raphael and Victor made the cruise fun and relaxing while also making sure my dad was safe and comfortable. Raphael was well-versed in the history of the sites we were seeing and pointed out important landmarks which added to the experience. The sunset was absolutely beautiful and I loved the Puerto Rican beer (Medalla) and my dad enjoyed the rum punch! Both Raphael and Victor were personable and helped to create an excursion to remember. I would highly recommend the cruise.
The Sunset Sail cruise was so much fun. I liked that it was a smaller group, only 6 people. Captain Fernando and his mate were awesome. Very friendly, knowledgeable, and attentive. Drinks are included, which is really nice, and we were allowed to bring our own little snacks. The weather was a little cloudy that night, so we didn't get to see the beautiful sunset, but it was just as enjoyable. I would definitely recommend the tour!!!
Our experience was amazing! The staff was super attentive and kind. Made the experience just that much better :). We loved the experience and although the sunset wasn’t that great that day we got some beautiful pictures and even saw a double rainbow! Definitely recommend and worth the price! The drinks were delicious!
Beautiful sunset cruise! Captain and First Mate were excellent, pointed out many buildings in Old San Juan as we sailed by.
This experience was amazing! The staff was extremely attentive and friendly! We were able to enjoy the views of san juan and also learn a lot pf history as well.
We really enjoyed this experience. The views and sunset were amazing. Our Captain and First Mate were attentive and very kind. I will be taking other friends and family in this trip when they visit.
This was the perfect way to end our PR adventure! The weather wasn't ideal (cloudy) but the boat was nice and comfortable, the captain and crew were friendly and attentive and it was so nice taking a boat ride around Old SJ, where we had just been the day before, and seeing it from (literally) a different angle. This isn't a party boat (which is not what we were looking for), but just a nice, relaxing, beautiful ride on a great sailing catamaran.
Amazing experience. Really enjoyed it. Very friendly boat crew. Very informative Drinks were flowing. Met some lovely people.
In spite of a few rain showers, this was a fun cruise. Seeing lots of yachts, cruise ships and of course Old San Juan from the water.
Monday through Friday 9 am to 7 pm EST
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