Historical San Juan Bay Sunset Sailing Tour
Overview
Available languages
2 hours
Mobile ticket
Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no crowds, no fake pirates, no crowds, no need to scream. We sail aboard a real racer cruiser (J30), with a toilet and a cabin- just real life sailing. You'll get to see a different perspective of old San Juan, with complimentary drinks, feeling safe but free, in parties up to 6 people. This is great for a special moment, or turning this moment into an special one. While in contact with nature, you may spot a dolphin. This is not a luxury yacht or a catamaran, so it's possible to really connect with the nature around you.
Additional Info
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
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
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
San Juan Bay
Experience the perfect blend of history, serenity, and adventure with our San Juan Sunset Sailing Tour. Board our racer-cruiser sailboat and glide through the calm, flat waters of San Juan Bay. Sail close to the iconic Castillo San Felipe del Morro, where you can capture stunning photos against this majestic fortress. Marvel at the lively commercial activity of the harbor while enjoying the breeze and panoramic views. As the sun sets, relax and take in the breathtaking scenery, making this two-hour sail an unforgettable way to see San Juan. Whether you're a seasoned sailor or a first-time adventurer, our tour offers an exhilarating and memorable escape on the water. Join us for a truly unique sunset experience that highlights the best of Puerto Rico.
What‘s Included
Non-Alcoholic Beverages
Light refreshments
Bottled water
All taxes, fees and handling charges
Beers, Sangria and Rum n Coke
Local operator does not accept calls or texts, please read all information thoroughly
Transportation to the Location
Options
Historical San Juan Bay Sunset Sailing Tour
Reviews
758 reviews
Total reviews and rating from Viator & Tripadvisor
Captain Joe was very...
Cynthia T,Apr 1, 2026
- Review from Viator
5.00Captain 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 21, 2026
- Review from Viator
5.00Excellent sunset sail. Trip operator did a good job of ensuring safety, and providing a comfortable, engaging tour.
Do not book. Garbage
Karl B,Mar 16, 2026
- Review from Viator
1.00Garbage 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.
Never happened
nancylY6279RW,Mar 15, 2026
- Review from Tripadvisor
1.00Never got to experience it. It was cancelled just hours before we were set to sail.
Lovely way to spend a late afternoon
balakai45133,Mar 13, 2026
- Review from Tripadvisor
4.00Great introduction to sailing! Neither of us had ever been on a sailboat, and Captain Joe explained everything to us. He and Abraham were both very friendly, and Joe was a wealth of information. If I'm being picky, I would make 2 suggestions: cushions for the seating area in the stern, and make sure EVERY place you have this tour listed has very specific directions for finding the departure point--there is a green gate, but no guard on duty at that gate. We had read many reviews so we made sure to get there early.
Nice night for a sail
Jamie W,Mar 13, 2026
- Review from Tripadvisor
5.00Ivan was great! He was fun, upbeat and told us the history as we sailed along the coast. He also had many restaurant suggestions!
Fabulous sail!
kathleen c,Mar 12, 2026
- Review from Viator
5.00Beautiful sail around different landmarks of Puerto Rico in 3/11/26. Our guide was superb, friendly and engaging. Definitely worth doing
Highly Recommend
Happiness17244030459,Mar 10, 2026
- Review from Tripadvisor
5.00Capitan Ivan was capable and friendly. He shares his considerable knowledge of all things Puerto Rican with charm. Highly recommend 👍
The Captain/ Owner was...
Anthony L,Mar 10, 2026
- Review from Viator
5.00The 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.
Such a great experience!
Cindy Z,Mar 9, 2026
- Review from Viator
5.00My 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!
From US$119.00
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Operated by Sail San Juan Bay