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Authentic Sail by the Bay of San Juan

star-4.541 Reviews
San Juan, Puerto Rico
Authentic Sail by the Bay of San Juan

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Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon2 hours  (approx.)
Mobile ticket
iconOffered in: English and 1 more


Navigate the seas aboard an authentic sailboat during this excursion in the Bay of San Juan. While most boats these days have noisy motors, this sailboat experience exclusively uses the power of the wind. Enjoy views of Old San Juan from a different perspective and sip on beer or sangria as you sail; you may even encounter local wildlife like dolphins.
  • Avoid crowded tourist boats and ride on a sailboat
  • See landmarks like San Cristobal Castle while you sail
  • Sail sideways as the wind takes you through the bay
  • A small group means more attention from your host
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All taxes, fees and handling charges
Beer, Sangria, Chips
Bottled water
Look for information here. Not available to text too much or take phone calls.
Transportation to location
480 Av. Manuel Fernández Juncos , 480 Av. Manuel Fernández Juncos, San Juan, 00907, Puerto Rico

***ADDRESS DOES NOT HAS AN ENTRANCE***. USE THIS FOR ENTRANCE: ***WAIT OUTSIDE BY THE GUARD, STAFF WILL PICK YOU UP ** *** We won't be able to take phone calls or chat ***

This activity will end right where it started.
  • Confirmation will be received within 48 hours of booking, subject to availability
  • Infants must sit on laps
  • Not recommended for travelers with back problems
  • No heart problems or other serious medical conditions
  • Not recommended for pregnant travelers
  • Near public transportation
  • Not wheelchair accessible
  • Look for Sail San Juan Bay in Google Maps for the ENTRANCE
  • Dress code is smart casual
  • Not available for phone calls, we may answer relevant texts
  • Travelers should have a moderate physical fitness level
  • We depart sharp, we don't make others who arrived to wait.
  • *** 480 Fernandez Juncos Ave San Juan PR 00907 ** DOES NOT HAS AN ENTRANCE **
  • *** ENTRANCE BY BAHIA URBANA LIGHTHOUSE it's in ggle maps ****
  • Maximum passenger weight 250
  • We reserve the right of admission. No bad moods.
  • Getting to location, is your responsibility.
  • This tour/activity will have a maximum of 6 travelers
  • OPERATED BY Sail San Juan Bay
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on face masks and attendee health during Authentic Sail by the Bay of San Juan?
A:The policies on face masks and attendee health are:

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
See all safety measures taken by Authentic Sail by the Bay of San Juan.
What is the policy on sanitization during Authentic Sail by the Bay of San Juan?
A:The policy on sanitization is:

  • Hand sanitizer available to travelers and staff
See all safety measures taken by Authentic Sail by the Bay of San Juan.
What is the social distancing policy during Authentic Sail by the Bay of San Juan?
A:The policy on social distancing is:

  • Social distancing enforced throughout experience
See all safety measures taken by Authentic Sail by the Bay of San Juan.
What measures are being taken to ensure staff health & safety during Authentic Sail by the Bay of San Juan?
A:The policies on staff health & safety are:

  • Guides required to regularly wash hands
  • Paid stay-at-home policy for staff with symptoms
See all safety measures taken by Authentic Sail by the Bay of San Juan.

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41 Reviews

Reviews by Viator travelers

Showing 1-10 of 41 reviews
Huge disappointment
, Apr 2022
We arrived 10 minutes early and they never showed to pick us up. Huge disappointment. I texted to ask where they were and they said they left. Seems unlikely since we were the only group booked for the trip.
icon Response from Host , Apr 2022
Going to the wrong marina, and thinking you are in the right one and even thinking that you where the only ones . . . . . We recommend to read instructions to find the location and to follow the links included to the right entrance, it worked for the majority who sailed and could get the few ones who couldn't make it to sail and to put a 5 star review like the others. Reading is magical!
Beautiful boat ride and fun!
, Apr 2022
Awesome beautiful experience would do it again! The captain and helper was friendly, funny and awesome! The only thing I recommend is better instructions on pick up spot. they only gave a navigation direction which doesn’t put you in direct location. We had to call the customer service and get better clarification of land mark which we found out was in parking lot of Club nautica which everything was good after that. But overall Loved every bit of it even the Sangria drinks!
Spring break 2022
, Apr 2022
The captain allowing my son to “drive” the sailboat back to the marina. I would definitely do it again…..
Not a true sailing experience
, Mar 2022
Very nice captain and boat. Problem was that one of the sails wasn’t working so the whole trip was with the motor. Not what we were expecting. Should have been communicated beforehand.
icon Response from Host , Mar 2022
One of the sailboats needed repairs. And we have been doing sailing trips with only one sail, which is not a problem to the majority of customers. We apologize that the captain didn't told you this, before going out. We sail a lot, more than 150-200 tourist a week, and canceling sailing trips for a minor rigging problem like this, would cause more disappointment than giving a tour with one sail.
Fun adventure in the bay!
, Mar 2022
Captain Ivan was great! The intimate sail boat (there were 4 people total) was a wonderful way to see the bay. It was a fun adventure sailing with Captain Ivan and hearing some history of San Juan and his recommendations for things to do and places to see.
icon Response from Host , Mar 2022
You make our lives shine! Thanks for allow us to sail everyday with amazing 5 stars customers from all over the world. For us, that is a privilege and it's honorable
, Jan 2022
I had the most fabulous time! The captain is amazing. The drinks were great. The views can’t be beat. A must do when traveling to Puerto Rico!
Terrific sailing adventure with Ivan!
, Jan 2022
Sailing with Ivan was amazing, the sunset was spectacular and the conversation was great. Got a sense of the history of the island and some sailing excitement as the wind was fairly strong. This is a true sailing ship, 30' with mainsail and Jib. Sat the four of us very comfortably. I would recommend this to anyone who wants a little more intimate sailing experience. Thanks Ivan for the great time!
1 traveler found this review helpful
Lovely experience!
, Dec 2021
This was my first experience on a sail boat. Really cool! I did the 3 pm one and it was so nice to see the historical sites from a different perspective! The weather was very good and I enjoyed the company of our tour guide and his daughter! May restaurant recommendations were given!
1 traveler found this review helpful
Oktour if you've never been on a sail boat.
, Dec 2021
Laid back tour. Light on history, strong on wind and sailing. The guide had not ensured there was water (or the snacks that were supposed to be included), so kids couldn't get any water on this boat on a hot day. For adults there was beer/sangria.
icon Response from Host , Jan 2022
Usually there water, beer and sangria but during holidays sometimes the marina store is close. However, this family we remember what a good time they had sailing by the historical area letting the kids driving the sailboat. We apologize, even though we are a 5 stars sailing tour, sometimes unadvertised things happens
Fantastic time sailing SAn Juan Bay
, Nov 2021
We booked this sailing tour very last minute after another tour provider cancelled on us with little notice. We had a great experience and would definitely recommend this boat tour of the bay to anyone visiting San Juan. Word of advice, take the tour at the beginning of your vacation so you can cash in on all the great advice the captain has to offer. We went near the end of our week and wished we had more time to check out more of his great (non-paid) recommendations.
icon Response from Host , Nov 2021
I'm glad you enjoyed it and the recommendations. We had a great time sailing. Thanks
The captain and his...
, Oct 2021
The captain and his assistant were friendly, attentive, and provided good advice for the rest of our stay.
1 traveler found this review helpful
Real sailing, a great time!
, Aug 2021
If you want a genuine sailing experience around the bay of San Juan -- instead of a party boat with drunk tourists, bad music, and a fake parrot -- this is for you. We had such a wonderful time just being out on the water talking with the other tourists, and Captain Ivan let our 13-year-old son (who has had some past sailing experience) navigate for a while. Highly recommended, we'd definitely do this again!
Must do if in PR
, Aug 2021
Absolutely Awesome time!!! Ivan & John are great guys and wonderful sail boat captains and guides! I definitely recommend anyone who is visiting PR do the Old San Juan sail by the bay boat tour.
Just ok
, Jul 2021
The captain had great conversation and that was the highlight. If your expecting a fancy yacht then expect to be disappointed. I think this tour is over priced.
icon Response from Host , Aug 2021
Reading is magical! Our description does not give you false expectations. We say that an authentic sailboat goes sideways with the wind power, no bucket seats, not a yacht or cat . . . . real true sailing aboard a racer cruiser sailboat. We offer drinks and snacks, complimentary, but the sailing action is the whole deal.
1 traveler found this review helpful
Wonderful way to spend the afternoon plus historic information
, Jul 2021
Captain Joe, his knowledge of the history and his stories of hurricanes. The fresh breeze the cityscape…
1 traveler found this review helpful
Definitely recommend
, Jul 2021
Abraham was a pleasant and informative guide. The sail was beautiful and fun. Wind was a little over 20 knots and they captained the boat very well through it.
A must do!!!
, Jul 2021
Great Experience!!!! The crew was very knowledgeable and super friendly we highly recommend this adventure!!!!
Life is Better on the Water
, Jul 2021
This was an amazing experience. My niece and I totally enjoyed it! It was a relaxing sail ... the views were breath taking. For those first timers I would recommend to the ladies wear non slip shoes, and shorts... take sunscreen with you!!! The Uber drops off at security gate and the captain picks everyone up at that location. Women if you carry a purse make sure it's secure on your body.
, Jun 2021
Very knowledgeable and skilled tour guide. Beautiful scenery. I expected snacks though which weren’t served
icon Response from Host , Jul 2021
It was nice to sail with you, snacks are never a highlight, it's the sailing! But if you ask for a snack, we do have chips
Best Time Ever!
, Jun 2021
Our captain was amazing! I definitely will come back in the future and book with Joe! Great experience and atmosphere! Loved it!

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