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Sail San Juan Bay Sunset

Rated 4.91 out of 5 from 546 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

2 hours
Includes food, drinks
Up to 4 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 ***

SAILBOATS: JBOAT 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
    PR chips, fruits
  • Drinks
    All you can have
From $79
/ person
Mon, Oct 26
5:00 PM - 7:00 PM
$79 per person
$79 per person
Tue, Oct 27
5:00 PM - 7:00 PM
$79 per person
$79 per person
Wed, Oct 28
5:00 PM - 7:00 PM
Join 2 other guests
$79 per person
$79 per person

Meet your host, Ivan

Host on Airbnb since 2018
  • 546 Reviews
  • Identity verified
Our US Commercial Captains besides being sea wolves, also are professionals in different areas like house development, information technology, sales, geologist . . . so you'll get an authentic conversation with a local or music if you are in a private.

Sail San Juan Bay started doing personalized sail trips in 2014, as a way to rise from the real estate crash hit, Capt. Ivan started providing affordable sail trips by the bay of San Juan, with the wind power, authentic and personal, having as background the noise of the splash and the wind. We don't believe in concierge type mass production tourism, because a crowd means additional restrictions and rules, and here, you are free as the nature.
Our US Commercial Captains besides being sea wolves, also are professionals in different areas like house development, information technology, sales, geologist . . . so you'll get an authentic conversation with a local or music if you are in a private.

Sail San Juan Bay started doing personalized sail trips in 2014, as a way to rise from the real estate crash hit, Capt. Ivan started providing affordable sail trips by the bay of San Juan, with the wind power, authentic and personal, h…
To protect your payment, never transfer money or communicate outside of the Airbnb website or app. Learn more

Where you'll be

A unique perspective of the bay, with seaward views to the Santa Catalina Fort, San Felipe Fort, The Capitol, Isla de Cabras, Bacardi Factory, Cruise Ships peers . . . it's sporty and peaceful, it's SAILING.

Rated 4.91 out of 5 from 546 reviews.

Stacycarmen
October 2020
Friendly & personable staff, amazing & beautiful sunset views, great way to learn about different places while sailing along the water, and very chill & relaxing vibes overall. This experience is definitely worth your money and I highly recommend it!
Friendly & personable staff, amazing & beautiful sunset views, great way to learn about different places while sailing along the water, and very chill & relaxing vibes overall. Thi…
Nina
October 2020
Always a great pleasure to travel with Ivan. For this time, he allowed my spouse to assist him, it was a blast. The views around the the Old San Juan are just great! Free complimentary beverage and Ivan stories made a great memories in our life! Best birthday gift!
Always a great pleasure to travel with Ivan. For this time, he allowed my spouse to assist him, it was a blast. The views around the the Old San Juan are just great! Free complim…
Hayley
October 2020
This was a beautiful experience. Definitely get to your meeting early so you can claim the front of the sailboat to sit, as it is incredibly romantic, especially with the sunset sail trip. I went with my fiancé and we were taken on the bot with Manuel and Joe, Ivan’s crew mates. They both had extensive experience with sailing and I felt very safe the whole time. Very hygienic and considerate of social distancing as well. And the unlimited drinks- the sangria was amazing! Such a cool experience to share with a loved one or friend- absolutely incredible. Thank you Joe and Manuel!
This was a beautiful experience. Definitely get to your meeting early so you can claim the front of the sailboat to sit, as it is incredibly romantic, especially with the sunset sa…
Aaron
October 2020
I had an amazing experience on this sailboat. Joe and Manuel were great host. They let us sit on the front of the boat and the view during the sail are amazing. Honestly great people and it’s worth booking with these guys. Thanks for everything.
I had an amazing experience on this sailboat. Joe and Manuel were great host. They let us sit on the front of the boat and the view during the sail are amazing. Honestly great peop…
Daniel
October 2020
AMAZING. Don’t scroll down and look for that one bad review because you won’t find one. A person who truly embodies Puerto Rico and it’s riches. This experience was like none other. Truly thankful for the experience.
Archana
October 2020
Spent a lovely evening sailing (really! without a motor) around San Juan. Ivan is a great host, tells wonderful stories and has recommendations for just about anything you might want to do around PR. And it was a stunning sunset too! Highly recommend!
Spent a lovely evening sailing (really! without a motor) around San Juan. Ivan is a great host, tells wonderful stories and has recommendations for just about anything you might wa…

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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 4 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 hard soles NOR heels, just take them off, get barefoot!

Post COVID RULES: Face Mask