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Sail San Juan Bay

San Juan, Puerto Rico
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About Sail San Juan Bay
Semi private! of up to 4 people only, or make it for 6 paying 5 tickets. Old school sailing, authentic, and a touch of culture. No fake pirates, nor crowds, no unnecessary engine noises, no straight boring cats . . . we go sideways, just like real sailboats do. We provide sailboat rides by the historical bay of San Juan, including snacks and drinks complimentary, aboard a fast fun to sail J30 racer cruiser that may sail as smooth or as sporty as you want. The ride is suitable for sightseeing and photo shooting. We have also an auxiliary inboard engine and toilet. Entrance at: https://goo.gl/maps/iLr2RDEcDA62
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Hours Today: 8:30 AM - 8:00 PM
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Tours and Tickets by Sail San Juan Bay

Sunset Sail by San Juan Historical Bay

Add an extra layer of relaxation to your vacation on a sunset sailing cruise from San Juan. It’s the perfect opportunity to take a break from the traffic and city crowds. With space for maximum six passengers, your evening experience is guaranteed to be intimate. The sun, sea, and shore are the perfect backgrounds for your vacation portraits. Unlimited beer, wine, and soft drinks are served on board the boat.
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2 hours
from $81.03

Daytime Authentic Sail by Historical Bay of San Juan

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.

*** 4 people maximum per sailboat ***
*** Private - Buy 5 tickets, you may bring up to 6 ***

Sailboat model: Jboat J30 (racer-cruiser)
*** THIS IS NOT A LUXURY YACHT, NOR A CATAMARAN ***

Lets Sail, with Sail San Juan Bay
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1 hour 30 minutes
from $76.93
245Reviews5Q&A
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Ashley B wrote a review Sep 22
6 contributions
Love the sunset and scenery. It was very beautiful and peaceful to look at. I had a wonderful time with my family.
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Date of experience: September 2020
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Response from nofakepirate, General Manager at Sail San Juan Bay
Responded 6 days ago
Thanks! We enjoyed it too.
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cristina s wrote a review Sep 20
1 contribution
Beautiful experience, so glad I was able to go on the sunset sail. I went with my partner and there was another couple there. Due to covid we were to sit on separate parts of the sailboat which I could not be happier about as it felt so much more personal and intimate. The host was attentive, knowledgeable and filled with nice facts about just about every historic view, boat and area. It was fun to hear about. Mostly, the views were outstanding. Touring el viejo San Juan by sea was something I’d always wanted to do and I loved every second of it.
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Date of experience: September 2020
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Response from nofakepirate, General Manager at Sail San Juan Bay
Responded 6 days ago
Thanks Cristina. Hope to sail with you when you're back again
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Fred Lenz wrote a review Jul 2020
2 contributions
Ivan was pleasant, accommodating ans very knowledgable. I, the wife and kids had a wonderful time. I enjoyed steering the J30 almost all the way back to the dock. I would recommend this to anyone who wants to really go sailing. No Fake Pirates!
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Response from nofakepirate, General Manager at Sail San Juan Bay
Responded 6 days ago
Jajah, you got it right! No fake pirates here . . . Thanks for your visit
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faithrenee wrote a review Jul 2020
1 contribution
Awesome captain and the wind in our hair was so relaxing. Loved it. Will do it again on our next visit.
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Response from nofakepirate, General Manager at Sail San Juan Bay
Responded Jul 6, 2020
At Sail San Juan Bay, we feel so proud that you enjoyed our sail trip and Puerto Rico weather so much, We look forward to sailing you again
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Olga H wrote a review Jun 2020
Miami, Florida6 contributions1 helpful vote
My fiancee and I thoroughly enjoyed an afternoon on the water, under sail, on San Juan Bay. This was my gift to him for Father's Day. A little hazy but beautiful. Thanks to the captain he made sure we were confortable and offer us drinks. Thank you for such a wonderful experience. Definetely will sail again with sail San Juan Bay!
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Date of experience: June 2020
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Response from nofakepirate, General Manager at Sail San Juan Bay
Responded Jun 25, 2020
It was great for me spending Father's Day afternoon with you, I'm glad you had fun. The haziness, was a historical Sahara Dust atmospheric event.
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