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Sail San Juan Bay Sailing

Rated 4.92 out of 5 from 470 reviews.San Juan, Puerto Rico

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In-person Airbnb Experiences are available in this region. Please review and follow local COVID-19 related recommendations or restrictions. Learn More

Experience hosted by Ivan

90 mins
Includes food, drinks
Up to 8 people
Hosted in English

What you'll do

Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no straight cats, no crowds, no need to scream . . . we sail sideways, 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, all you can have, feeling save but free, in parties no larger than 4 people, good for special moment, or turning this moment into an special one. While in contact with nature elements, sometimes you may get surprised by dolphins.

*** SEMI PRIVATE - 4 MAX PER BOAT ***
*** PRIVATES - UP TO 6 PER BOAT PAYS PRIVATE RATE ***

OUR SAILBOATS ARE JBOATS (J30)
*** THIS IS NOT A LUXURY YACHT, NOR A CATAMARAN ***

Lets Sail, with Sail San Juan Bay
Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no straight cats, no crowds, no need to scream . . . we sail sideways, 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, all you can have, feeling save but free, in parties no larger than…

Ivan's commitment to safety

This host committed to Airbnb’s COVID-19-related safety and cleaning guidelines—including adhering to social distancing guidelines, practicing good hygiene, and ensuring that all participants wear a mask.
Learn more

What's included

  • Food
    Local chips, Fruits
  • Drinks
    Local Beer, Sangria, Rum n Coke, Water
From $69
/ person
Mon, Oct 26
3:00 PM - 4:30 PM
$69 per person
$69 per person
Tue, Oct 27
10:30 AM - 12:00 PM
$69 per person
$69 per person
Tue, Oct 27
3:00 PM - 4:30 PM
Join 2 other guests
$69 per person
$69 per person

Meet your host, Ivan

Host on Airbnb since 2018
  • 470 Reviews
  • Identity verified
Our US Commercial Captains besides being sea wolves, also are professionals in different areas like house development, information technology, sales, geologists . . . so you'll get an authentic conversation with a local or listening to music if you are in a private.
To protect your payment, never transfer money or communicate outside of the Airbnb website or app. Learn more

Where you'll be

We have been distinguished in several social forums as a real sailing experience, with the power of the wind by the calm waters of old San Juan bay. You'll get to sightsee Santa Catalina Palace, St. Felipe del Morro, St. Cristobal del Morro, Goats Island and the Island of Old San Juan from a different perspective.

Rated 4.92 out of 5 from 470 reviews.

Jenny
October 2020
Joe and Manuel were so fun and sweet. My aunts were afraid at first but were nearly driving the boat at the end. They really understood our family dynamic and knew to spend time with the older women making them feel comfortable and let the younger girls party in front.
Joe and Manuel were so fun and sweet. My aunts were afraid at first but were nearly driving the boat at the end. They really understood our family dynamic and knew to spend time wi…
Zamir
October 2020
Ivan is a very kind, courteous, friendly, honest, knowledgeable tour guide. He took great consideration the safety of his guests and their belongings. I really enjoyed the conversations with him; truly enjoyed talking with him. He made everything possible to ensure a comfortable experience and for us to have a good time. He was very considerate of my wife, who wanted to take pictures, so he would make stops for her. Unfortunately, there wasn’t much wind, so we weren’t able to have the full sailing experience, but it was made up by the sights and the incredible host.
Ivan is a very kind, courteous, friendly, honest, knowledgeable tour guide. He took great consideration the safety of his guests and their belongings. I really enjoyed the conversa…
Patrick
October 2020
The experience was excellent! If you want to know the history of San Juan, while sipping margarita and Madalla on a sail boat, look no further than IVAN. He is informative and fun.
Bryson
October 2020
Hosts waited for my group as we were running late, even gave our driver directions. They made us all feel safe and we had an enjoyable experience.
Joshua
October 2020
Ivan was great. Extremely knowledgeable about the typical history, the deeper history, and also gave great recommendations for things to do immediately after as well as for the rest of the trip. His boat is also incredible too, although we had almost no wind, it was still able to catch some air and turn off the engines. The place is a little hard to get to, but definitely worth it.
Ivan was great. Extremely knowledgeable about the typical history, the deeper history, and also gave great recommendations for things to do immediately after as well as for the re…
Tay
September 2020
This was my favorite activity that I did during my visit to San Juan, I've got to admit, I was really scared at first because I don't know how to swim but it really wasn't scary at all in fact it was so much fun that the time passed by quick. definitely recommend it.
This was my favorite activity that I did during my visit to San Juan, I've got to admit, I was really scared at first because I don't know how to swim but it really wasn't scary at…

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Activity advisory

Expert industry partners
Every adventure follows industry guidelines. We partnered with the Adventure Travel Trade Association, expert leaders in adventure travel, to define best practices and standards for safety.
Know your comfort level
Please note outdoor activities carry risks, and you may be exposed to dangerous situations as part of this experience. Make sure you can participate safely given your abilities and the conditions (such as location, weather, and equipment).

Things to know

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Guest requirements

Up to 8 guests of all ages can attend.

Alcohol

This experience includes alcohol. Only guests who meet the legal drinking age will be served alcoholic beverages.

More tips

READ address location. A real sail boat sails sideways, won't roll over, we have toilet, cabin and cooler. Its peaceful, romantic, fun and a little sporty sometime. This is not Disney, all is real
*** DOES NOT HAS AN ENTRANCE BY THE FRONT ***
ENTRANCE LOCATION
https://goo.gl/maps/iLr2RDEcDA62

What to bring

sporty attire, no heels or no hard soles. Just take them off, get barefoot!