Historical San Juan Bay Sunset Sailing Tour

San Juan, Puerto Rico

Popular pick

Booked 10+ times last week!

2 hours (approx.)
Mobile ticket
Offered in: English

Why travelers loved this

4.5

· Loutisha_G ·

Feb 2026

The boat ride was great from beginning to end! We were greeted at the entrance of the Marina which eliminated any confusion on where to go. Both gentlemen were inviting, polite and informative. The sangria was tasty and the captain (I think that’s the correct terminology) was very interactive with the patrons. I 100% recommend this activity while visiting Puerto Rico!

· Anthony_L ·

Mar 2026

The Captain/ Owner was outstanding. He was a great host on his “ J “ boat. Fantastic views of San Juan Bay and Old San Juan. He got some great photos of my wife and I! Highly recommended this experience.

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Overview

Go sailing and watch the sunset on a cruise from San Juan. Get great photo ops of Puerto Rico’s coastline and enjoy a comfortable sail on the Caribbean Sea. Your captain shares commentary about the region and provides complimentary drinks for your group of no more than six people.

Take a leisurely sailing cruise in Puerto Rico
Watch the sun set over the Caribbean Sea
Keep an eye out for dolphins
Small-group tour limited to six people

What's Included

All taxes, fees and handling charges
Light refreshments
Non-Alcoholic Beverages
Bottled water
Alcoholic Beverages

Beers, Sangria and Rum n Coke

Local operator does not accept calls or texts, please read all information thoroughly
Transportation to the Location

Meeting and Pickup

Meeting point

Parking
482 Avenida Manuel Fernández Juncos, PR-1, San Juan, 00910, Puerto Rico
SEARCH FOR: SAN JUAN BAY MARINA in your online maps. ** WAIT OUTSIDE BY THE GUARD, STAFF WILL PICK YOU UP ** *** We won't be able to take phone calls or chat ***

End point

This activity ends back at the meeting point.

Operating hours
.5:00 pm

Itinerary

San Juan Bay (Pass By)

Additional Info

Confirmation will be received within 48 hours of booking, subject to availability
Not wheelchair accessible
Near public transportation
Infants must sit on laps
Not recommended for travelers with back problems
Not recommended for pregnant travelers
No heart problems or other serious medical conditions
Most travelers can participate
no heels, or hard soles
SAN JUAN BAY MARINA is in Google Maps and Waze.

We will cancel if weather is rough or rainy. You'll get refunded.
Maximum passenger weight 275
We reserve the right of admission
WE WILL PICK UP AT SAN JUAN BAY MARINA PEDESTRIAN GATE
We don't accept phone calls
Show up at least 15 minutes earlier, we depart ** SHARP **
BAd reviews come from individuals who never sailed with us, because didn't showed up BEFORE departure time or didn't read our recommendations here, that for manny of us are obvious
Maximum weight 275
This tour/activity will have a maximum of 6 travelers

Supplied by

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Featured review

Anthony_L

Reviews

4.5

based on 769 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

A very personal...

Angela_S, May 2026

A very personal experience with engaging, heartfelt conversation! Not to mention, a fun and different view of San Juan from the water.

Not thier fault, we...

RaShad_P, May 2026

Not thier fault, we missed the booking because of another booking and traffic, if you're doing this booking only do this one or you'll lose money, other outing take a long time driving around

Perfect!

John_R, May 2026

Amazing experience! The captain is fantastic. Friendly, fun, knowledgeable, makes you feel safe. Follow the provided instructions and you won't have a problem. Put "San Juan Bay Marina" in your uber app/gps. Meet at the green gate, next to the building. Arrive a few minutes early because the boat leaves at the scheduled time. It's not a party boat (in the best way). Highly recommend and would absolutely book this tour again.

If I could give 6 stars I would!

Molly_B, May 2026

Ivan was a fantastic guide - it was easy to meet up with him and get on the boat. We got to help steer, enjoyed some drinks, and had plenty of photo ops. Ivan also gave us plenty of food recommendations. We had a great experience with him and the other couple on board - highly recommend! I would be sure to wear comfortable shoes and have your cameras ready :)

Lovely evening sail around the harbor

Naomi_G, Apr 2026

We had an amazing time with this experience. Captain Ivan was friendly, and kind, and very hospitable. We all had a really lovely evening. His knowledge about San Juan and Puerto Rico (history, current events, and local culture/restaurants) kept us well entertained as it was all very interesting. The views were beautiful, and it was the perfect amount of people. My daughter was thrilled to have a chance to turn the rudder as we came back in.

Total rip. Stole $230.00 from me for nothing.

BARRY_H, Apr 2026

Got to green gate a half hour early. Was never more than 10 feet away from gate. A guy came and asked if we were there for sunset tour we said yes. He looked said we weren’t on the list. Figured it was a different tour. Asked about it and discovered where they were docked and walked to the slip only to find out it was gone. We did our part. Requested refund and was denied. Got to the slip in in a couple minutes. This was a total scam and rip off. The last time I use Viator crap

Not all you can drink, rude employees

Nicholas_R, Apr 2026

Do not book, if expecting to travel with more than 6 do not book. 6 maximum a boat. Also it says alcoholic beverages are included. This is true but you only get 2 per person the entire ride. So if u think it’s all you can drink it is not. Also the captains are not very professional and are quite rude. 1/100 would never book again

Response from Host, Apr 2026

Yes, we actually appreciate that this customer decided not to come back again, people who cannot respect a USCG captain, and just want to use our sailing trip to get drunk and increase the risk are not welcome. We offer drinks, and is discretional on the captain if we give you more than two. This is a small operation, and our rules are made to strain the toxic people off, but rats always manage their way in. Captains may sound mean sometimes, because is actually the last word in a boat, there is no democracy aboard, the USCG Law and the insurance is very tough on us. If you are looking for an authentic sailing by a historical bay amazing views, this is your sailing trip with only 6 people aboard, not a crowdy mass production business . . . if you are looking to get drunk with complimentary drinks, better pay for it in one of the many bars in San Juan

Get off the beaten tourist trail and make special memories sailing at sunset

Christine_S, Apr 2026

Perfect thing to do in San Juan after a day of exploring the usual spots on land. The sunset and time of day is really great for good sailing on awesome racing J 30‘s. Captain Ivan was extremely professional, a very friendly, capable host, a safe sailor even with strong winds, and very knowledgeable about the history of Puerto Rico, San Juan and the Area. Our whole family agrees that we made some of our favorite memories from this vacation in those few hours on that sailboat. We had already toured el Morro and Old San Juan - but we learned more here! the icing on the cake was a locals-only dinner restaurant recommendation from Ivan afterward in nearby Ocean Park- husband and kiddos totally happy. Make sure you pay attention to the instructions when you register for this excursion, not just the 5pm start time! That is when the boats leave. They mean it—you need to plan AHEAD for traffic and be there at least an hour to 45 minutes prior to sailing time. Ignore the Viator auto reminders that tell you 5pm! That is when they push off the dock. Stop at the guard shack, if you are early they will send you through the green pedestrian gate, proceed down around to the Sizzler Terrace and where the sailboats are. Hang out near the J30 sailboats Morcilla/Ivana (ask someone) The crew will show up probably sometime between 4:15-4:25. Do not be late, 5pm is sailing time NOT arrival at the marina time…

Response from Host, Apr 2026

These customers and many others in the same mindset, make our work worth and also make us proud of what we do. About departing and location, just wait by the green pedestrian gate at San Juan Bay Marina (its the only entrance) we actually don't want you hanging around the marina by us, because we won't pay attention to you there, since we are getting everything ready, as fast as possible. Arriving before departure time, its just logical, show up before the show starts

Captain Joe was very...

Cynthia_T, Apr 2026

Captain Joe was very nice, sailing was smooth, the sangria was delicious 😋 my friend and I enjoy it very much

Excellent Sunset Sail

Brantley_S, Mar 2026

Excellent sunset sail. Trip operator did a good job of ensuring safety, and providing a comfortable, engaging tour.

Do not book. Garbage

Karl_B, Mar 2026

Garbage experience. I have photo timestamp proof my party and I were there prior to demanded time on the paid ticket. Then to be refused a refund. I also have competitors to state I was there prior to departure time. 1 star reviews are spot on.

Response from Host, Mar 2026

all other customers who REALLY arrived BEFORE departure time sailed. These guys are not saying the truth, our business is to sail people not to leave them. They showed up apparently late, and tried to convince viator to refund, telling all kind of lies

Fabulous sail!

kathleen_c, Mar 2026

Beautiful sail around different landmarks of Puerto Rico in 3/11/26. Our guide was superb, friendly and engaging. Definitely worth doing

The Captain/ Owner was...

Anthony_L, Mar 2026

Such a great experience!

Cindy_Z, Mar 2026

My mom and I went on a sunset sail with Captain Ivan and had such a great time! Can’t beat being out on the water in a sailboat watching the sun go down with the salty wind on your face. Captain Ivan shared interesting history and recommendations with us. I will definitely do this again when I’m in Puerto Rico next time!

A must.

Ella_H, Mar 2026

Captain Joe was amazing, this whole experience is awesome. Joe feels more like a friend than a your guide, he’s incredibly knowledgeable. His wife and co captain Maria is amazing as well. 10/10 cant recommend enough.

The boat ride was great...

Loutisha_G, Feb 2026

Response from Host, Mar 2026

Thanks Loutisha! It was a pleasure having you sailing with us

Very relaxing. You get a...

Peggy_M, Feb 2026

Very relaxing. You get a history of old San Juan and beautiful views and the sunset was breathtaking. The crew was great

Relaxing tour of the water way, calming.

Chris_K, Feb 2026

Ours was a smaller sail boat which made the experience cozy. We really liked it. Our pictures are really clear and nice.

Response from Host, Feb 2026

Both sailboats in our fleet are J30s, 30 feet racer cruisers, the right size, there's not a smaller one. The smaller you get, the more fun actually

Fantastic!!!

Jennifer_V, Feb 2026

What an awesome and amazing adventure! The captain was so engaging and entertaining with facts about Puerto Rico we had a great time - would totally go again!!

Amazing and informative sunset sail

Stephanie_L, Feb 2026

Had an incredible experience with Captain Ivan! He was kind, informative, and kept us safe. We saw marine life, learned history of Puerto Rico, and got amazing recommendations! We had absolutely no problem finding the entrance and were greeted and brought to the boat on time! Instructions where to meet were incredibly clear and easy! I would recommend this to anyone in or visiting San Juan and will surely be taking this tour when I visit again.

Amazing Boat Ride

Anyae_J, Feb 2026

It was a great experience and we loved the drinks. Our captain Joe and Carlos were very humorous and taught us a lot about the island.

A beautiful experience!

Candace_D, Jan 2026

The tour was beautiful! We enjoyed the water and sunset while receiving so much history about San Juan from our guide Abraham. He was amazing! Very knowledgeable and made sure we enjoyed ourselves!

Book it! You won’t regret it!

Dave_D, Jan 2026

One of the most memorable things ever from all of the trips we’ve made to San Juan. Book it! Don’t delay.

Horrible experience

Pallavi_S, Jan 2026

I never got my tour- the tour operators did not provide exact meet up location- we waited over an hour! Do not recommend.

Response from Host, Jan 2026

Not true. This review is the typical anwer from an incompetent. If you are a responsible person, you will be among a whole population of happy 5 stars customers who sailed in the las t 12 years. Book responsibly, do not depend on calling by phone, look for San Juan Bay Marina in maps and arrive BEFORE departure time.

We have been in old San...

Leslie_C, Jan 2026

We have been in old San Juan and walk the outside wall many times but never seen it from the Ocean. It is a beautiful new perspective and at sunset the temperature was ideal and the light magical. We highly recommend it for Winter, as I am not sure how the timing will work in summer with the sunset.

Amazing

Hannah_W, Jan 2026

Tour guide was amazing and super friendly and knowledgeable. Was nice talking with the other passengers.

Excellent Sunset Tour

Melissa_O, Jan 2026

Captain Ivan was wonderful. Very personable and knowledgeable about the area. He made us feel like long lost friends. Great recommendations for local food. Gave us plenty of opportunities to take amazing photos.

No-show

Kiara_R, Dec 2025

We showed up at 4:50 and there was nobody at the marina bc the don’t allow calls we couldn’t get in touch with nobody and nobody was responding to our text messages we sit there until 5:45 without a response lucky the bathroom was unlocked and it was food trucks with drinks n food lucky we book though a 3party and is trying to get a refund because if we was to book directly with them I doubt we was going to get a refund for them not being a no show

Response from Host, Dec 2025

Our business is to sail not to leave people who paid without sailing. The meeting point is the only pedestrian entrance, not the food truck nor the bathrooms. These guys weren't at the meeting point and we left with the ones who simply showed up BEFORE departure time at the pedestrian gate of San Juan Bay Marina. 43,000 other showed up, the few ones who don't, loose money, loose a sailing trip, loose valuable vacation time . . . . . and they probably are very use to it, loosing. Arrive earlier than departure time, read our description, don't make phone calls . . . be a winner, let's sail!