Sail San Juan Bay Sailing

San Juan, Puerto Rico

Experience hosted by Sail San Juan Bay

  1. 90 mins
  2. Hosted in English
Fun for couples
Something to try together.

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, feeling save but free, in parties no larger than 6 people per sailboat, 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.

*** 6 MAX PER BOAT ***
*** PRIVATES PAYS 6 SPACES ***

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

Lets Sail, with Sail San Juan Bay
Other things to note
This is not a Disney ride! Our sailboats are true sailing vessels that goes sideways, and it's fun that way.

Please no food or drinks from outside.

Finding location is YOUR RESPONSIBILITY! Please instruct the driver. The location *** DOES NOT HAS AN ENTRANCE BY THE FRONT ***

WE DEPART SHARP!
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, feeling save but free, in parties no larger than 6 people per sailb…

What's included

  • Food
    Local chips, Fruits
  • Drinks
    Local Beer, Sangria, Rum n Coke, Water

Meet your Host, Sail San Juan Bay

Host on Airbnb since 2018
  • 1,003 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

Where we'll meet
Sail San Juan Bay at Club Nautico de San Juan. Dock 66 https://maps.app.goo.gl/oGmQvDL9fLbvk9Kd6
San Juan
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 4.88 out of 5 from 1,003 reviews.

  • Sabrina
    January 2022
    One of the most amazing ways to take in Puerto Rico on an authentic sail boat ride. Be regaled with surreptitious spots to eat and visit while taking in the views!
  • Michelle
    January 2022
    What a lovely afternoon on the San Juan Bay with Jorge and his mate, Abraham, both native to San Juan. They were friendly host, made my daughter and I feel welcomed, kept the conversation lively and shared many stories and facts of the Island of Puerto Rico and specifically San Juan and all the historic spots and must see spots. The weather & wind made for a perfect and authentic sailing experiences.
  • Beth
    January 2022
    It was a great experience- enjoyed getting to see Old San Juan from a different perspective. And the conversations with the captain were great! Thank you!
  • Erin
    January 2022
    Make sure you follow the directions. The entrance is right by the small lighthouse on the road (you will know it when you see it) and then let security know you are there and they’ll have you wait under the big tree by the entrance to meet up. The boat ride itself was great! A great way to see old San Juan from the water.
  • Ana Marie
    January 2022
    We’ll definitely go back! Loved our sailing trip - went at 3pm so it wasn’t too hot. Finding the location is tricky so pay attention to instructions. We first went to Sizzlers but that’s wrong. Look for the little lighthouse.
  • Zhendong
    January 2022
    Very arrogant attitude. We booked sailing for four people. They refused all phone calls or text messages before the event. And the relevant entry address on Airbnb website is completely wrong and contradictory. When we were trying to find the entrance and contact the relevant personnel, the captain had actually set off the boat and left us alone by the doorman. There was no update information before! Afterwards, his attitude became worse and he refused to pay compensation.

Choose from available dates

10 available
  • Sun, Jan 23
    3:00 PM - 4:30 PM
    $89 per person
  • Mon, Jan 24
    10:30 AM - 12:00 PM
    Join 2 other guests
    $89 per person
  • Mon, Jan 24
    3:00 PM - 4:30 PM
    $89 per person
  • Tue, Jan 25
    10:30 AM - 12:00 PM
    $89 per person
  • Tue, Jan 25
    3:00 PM - 4:30 PM
    $89 per person
  • Wed, Jan 26
    10:30 AM - 12:00 PM
    $89 per person
  • Wed, Jan 26
    3:00 PM - 4:30 PM
    $89 per person
  • Thu, Jan 27
    10:30 AM - 12:00 PM
    $89 per person
From $89 per person