Tours/San Juan/Historical San Juan Bay Sunset Sailing Tour
Viator · group up to 6 pax

Historical San Juan Bay Sunset Sailing Tour

4.5(779)San Juan1 hour
VIATOR4.5(425)TRIPADVISOR4.5(354)

Description

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.

Tour Options

Historical San Juan Bay Sunset Sailing Tour

Itinerary

Pass by

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.

Highlights

Non-Alcoholic Beverages
Light refreshments
Bottled water
All taxes, fees and handling charges
Beers, Sangria and Rum n Coke

What's included

Included
Non-Alcoholic Beverages
Light refreshments
Bottled water
All taxes, fees and handling charges
Beers, Sangria and Rum n Coke
Not included
Local operator does not accept calls or texts, please read all information thoroughly
Transportation to the Location

Traveller Ratings

4.5
779 reviews
5
636
4
39
3
20
2
4
1
80

Important Information

  • 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

Reviews(779)

E
Evelyn_K
August 7, 2026
Sunset Sail

He was so knowledgeable about the area. It was an amazing sunset sailing ride with a history lesson. We loved it.

C
Candice_R
August 4, 2026
Pleasant Ride

Such a pleasant ride on the water at sunset. I truly enjoyed the information provided and captain. The sangria didn't hurt either. :-)

J
Justin_H
July 31, 2026
This is a low key sail...

This is a low key sail around the bay with a local sailor. I really enjoyed it, but it is not a party cruise!

C
cowboybooth
July 29, 2026
Capt is a pro !

Capt. Ivan is a hoot and quite entertaining. He truly loves sailing and Puerto Rico. He lets you guide the sailboat which was fun. As a family, we enjoyed this but it’s a little more rustic than we expected. If you want a luxury sunset cruise, go on a catamaran. Having said that, it was a great small boat sailing experience. Seeing the mega yachts in the marina was unbelievable. The capt was more than willing to share restaurant recommendations and guided tour suggestions.

S
S3478XOjohnd
July 6, 2026
High Seas with Captain Joe!!!

Wonderful experience with Captain Joe!! Fun tour on his sailboat in the harbor. Sadly, the clouds did not cooperate with the sunset plans, but that was not his fault. We shared laughs and stories and Captain Joe shared some interesting history. 100% recommend!!

V
Veronica_T
July 6, 2026
Jim the navigator

Best time! My son was able.to steer the boat and we all had the best time! Definitely recommend!!! Must try

S
Sameer_S
June 29, 2026
We had an amazing time on...

We had an amazing time on the trip. The staff was thoughtful and you can tell they were very experienced. The boat was clean and comfortable, perfect for a group of 4. We had an excellent time on the cruise, our guide Ivan was an expert sailor and also gave us plenty of explanations of what we were seeing along the way, as well as suggestions on authentic experiences within Puerto Rico! Would highly recommend to anyone looking for a sailing experience around San Juan.

L
Lori_S
June 26, 2026
So peaceful

We had a great experience! Joe was a great captain. :) Wlit was so peaceful to sail and we learned a lot about San Juan Bay.

K
Kimberly_P
June 19, 2026
Lovely way to spend the...

Lovely way to spend the evening and take in Old San Juan! Booked last minute but would recommend planning ahead. We lucked out.

C
Caleb_B
May 26, 2026
Must-Do Activity

A great way to see Old San Juan and learn about the history and culture of the area. A smooth ride and small group makes this experience really enjoyable.

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