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    Sail PR

    5.0 (13 reviews)
    Open 9:00 am - 5:00 pm

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    I was able to book the day before for a the sunset Couple cruise/ tour. The captain and tour guide were really friendly and kept the drinks flowing The tour included unlimited drinks. No food which was fine for me but perhaps some light snacks would be a nice addition. The bay was beautiful and it was really cool to hear all of the history about San Juan. The boat holds six so it small group which is good considering Covid and the size of the boat. I would definitely recommend. And if you do have a 4-6 people just book the whole boat it's relatively inexpensive.

    Coming back into the marina.
    Terral A.

    Great 90 minute sailing excursion near Old San Juan. This was a great time for both my wife and I. The boat holds five guests, but there was only my wife and I, along with the captain and his first mate. I would definitely recommend this 90 minute trip if you are in San Juan.

    Beautiful San Juan beach.

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    10 months ago

    Captain Hector and first mate took great care of us. Kept the drinks full and told us about all the sites. I would go again!

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    9 years ago

    Great sunset sail!! We enjoyed every minute of our time and we would go again. Relaxing and wonderful drinks. Thank you!!

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    7 years ago

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    Review Highlights - Sail PR

    Pedro was our historical, cultural tour guide and took time to talk to each group one on one.

    Mentioned in 3 reviews

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    Sail San Juan Bay - Cruise ships in port

    Sail San Juan Bay

    4.5(37 reviews)
    0.1 km

    What an amazing sunset and sail in San Juan Bay and out to El Morro. Even as residents of Puerto…read moreRico, the view from the bay of these landmarks made it even more impressive. Captain William and First Mate were amazing. We took some Beverages and charcuterie and he prepared and served us. Thank you !! Recommend 5 stars.

    5 stars for the Captain and for the time on the water. 2 stars for communication with owner Ivan…read more Maybe 1. More on that later. Captain Joe gave us a wonderful evening on the water. Hubs & I had gone sailing several times both with friends and on excursions before and were prepared for the wind and the spray, and most of all, I was excited for the heeling (hubs less so... but he loves me -- this was more in my wheelhouse than his). I admit, based on previous paid experiences I somewhat expected to have the option of handling the ropes to help with adjusting the sails, of course with appropriate guidance. In this case, that was a hard no; we were not to touch anything, "for safety". We got some commentary on the history of the island and it's fortresses - nice, but in my specific case take it or leave it (because we'd already been to Castillo San Cristobal). I preferred El Capitan talking with us and the other couple about where we were staying and what foodie priorities to get to during our stay. And God put on a sunset show for us, and it was neat to see the other ships in the bay -- from cargo ferries to private yachts to sailboats from all over to a pair of cruise ships in Port. Now I said I'd talk on our communication snafu with the owner -- with our booking there were pretty specific instructions on where to park and where to go. Which we endeavored to follow when we arrived, early, bearing in mind the "if you're late we leave without you, no refunds" cautionary language. We messaged that we were there, that we knew we were early, and where we were, by the gatehouse as instructed. Guard brought us in to where they said we would be met by the team from Sail San Juan Bay, and by then we had a conflicting location message. As we tried to follow orders, we received another message sending us back towards where we had been. I was put off by it, and all the more in contrast to another excursion I did the next day with incredibly clear info and texts to the entire group including the person actually taking point on the group, even though the meeting point was similarly at a public unmanned location. So yeah, 100% go on the sailboat, and enjoy the time on the bay... but follow initial instructions and if you can avoid contact with the owner, do so.

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    Sail San Juan Bay
    Sail San Juan Bay - Private yacht we passed

    Private yacht we passed

    Sail San Juan Bay - Heeling

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    Heeling

    Aqua Adventure - Pick up location

    Aqua Adventure

    4.5(58 reviews)
    0.7 km

    If you're looking for a nice relaxing day on a private island then this may be the trip for you!…read moreThis is a group tour that travels with more than just those you booked with. As long as 15 people are on the tour, they will take you to your Calebra. If less than 15 you stay local! There were well over 15 so we were able to tour Calebra. It was so beautiful! Once you get there, they pick you up on a ferry to take you to the boat . The boat travels for about an hour before getting to a private island and that is where you get the guided snorkeling or diving tour depending on what you selected! My friends and I did the snorkeling. As someone who can't swim (I know I know lol) I had a great time. The tour guides were very informative and helpful for all ages and swim levels. They do provide fruit, cold cut sandwiches and rum punch and when you stop . If you're looking for a "party" boat then this may not be for you. Don't expect lots of liquor and twerking etc it's a family type tour, Some of my friends were a bit disappointed by the price expecting that we'd stop somewhere that had a bar and restaurant but it was just a private island (we're in our high 20s low 30s). So idk I think it depends on your expectations but I was okay with everything and the service was great!

    Never In my life did I think I would give a 1 Star but would not recommend this company. We…read morecontacted them weeks prior to our trip to inquire about getting scuba certified. We were told we had to first buy and complete the course work through PADI and from There they would do the water/ dive sessions and compete the certification. The shop also gets a kick back from Padi as work since it makes u select a dive shop where ur course work is sent to. Once we complete the course work, we each reached out to the dive shop about 2 - 1 1/2 weeks in advance to schedule the dates and times for the water sessions. We did not receive any type of response back from the shop. We attempted to message on whatsup as requested but still did not receive a confirmation or any type of communication. We called down to the shop, where we were told to just text them. We again tried to text the shop but did not receive any response. We flew to San Juan and arrived and immediately went to the shop, we were told to text them and they would get back to us.. we asked directly if they had availability and we were told they would check and get back to us via text.... A day goes by, we attempt to call and no response.. fully we get a text saying they are fully committed...... This was without doubt the worst type of un-reliable customer service and a refusal to communicate.. I would not trust this dive shop or operation. They should never have told us to use to do the course work with their shop and then refuse to complete our certification. Luckily Scuba Dogs next door came to our rescue when we told them about the horrible customer service we received. Just be aware this shop will not be reliable.

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    Aqua Adventure
    Aqua Adventure
    Aqua Adventure

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    VIP Adventures Puerto Rico - ATV

    VIP Adventures Puerto Rico

    4.5(31 reviews)
    0.7 km

    VIP Adventures is such a fun spot for water activities in Puerto Rico -- they've got everything…read morefrom snorkeling to kayaking, and the prices are super fair for what you get. It's an easy way to spend a day in the sun without breaking the bank. The only hiccup was during check-in. I was told to head to the back for the "dos and don'ts" of snorkeling, but when I found the staff member, he just said, "yeah, you snorkel on the other side of the bay," and pointed behind him. No safety rundown, no directions, nothing. I ended up going back inside, and thankfully another staff member stepped in and got me set up properly. Once I was out in the water, though, it was beautiful -- calm, clear, and full of marine life. Overall, a great experience with just a small bump in the beginning. I'd definitely return.

    While in Puerto Rico, my daughter and I booked a kayaking tour with VIP Adventures, and it turned…read moreout to be an awesome experience. They ask that you arrive about 15 minutes early, and when we got there, most of the staff greeted us inside the storefront before directing us out back to the kayaking area. For belongings, they give you two options: you can pay $5 for a locker with a key, or you can leave your things in the storage bins out back where someone is always present. I wasn't completely comfortable with the bins, but the staff reassured me that nothing had ever happened to guests' belongings. I decided to take the chance, left my bag there with cash inside, and thankfully, everything was safe and untouched when we returned. Our instructor was Kyler and he was amazing. He was patient, informative, and honestly did most of the work steering our kayak since my daughter kept getting frustrated and turning us in the wrong direction. Kyler shared a lot of history about the Condado Lagoon, pointing out landmarks, statues, and explaining the local marine life--what's there, what isn't, and why motorboats aren't allowed. The way back was more challenging because of the wind, so this time it was up to us to paddle. I ended up doing most of it (patting myself on the back here), and by the time we finished, I was completely soaked from the back--no idea how that happened, but it was all part of the adventure. We wrapped up after about an hour, grabbed our belongings, and everything was still there. Overall, it was such a fun and memorable experience for both my daughter and I.

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    VIP Adventures Puerto Rico
    VIP Adventures Puerto Rico - The area to begin most water activities

    The area to begin most water activities

    VIP Adventures Puerto Rico - Front door

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    Front door

    Sailing Dreams

    Sailing Dreams

    4.6(11 reviews)
    0.0 km

    My boyfriend and I booked a boat tour for Valentine's Day and our time today with Captain Judith…read morewas simply magical! She was very kind and inviting, plus incredibly knowledgeable about the island. Captain Judith helped set the mood with romantic music, spectacular drinks and fantastic hors d'oeuvres! Sitting at the front of the boat with drinks in hand was lovely, and being able to dip our feet into the water on the way back to the marina was so relaxing and a once in a lifetime experience. If you're looking for a unique way to experience the history of Puerto Rico and Old San Juan, look no further!

    This was definitely our favorite part of our trip to Puerto Rico, and we did everything from food…read moretours to hiking in the rainforest. It was such a beautiful introduction to the city -- from the water, with a few drinks in our hands, relaxing in the sunshine. Captain Judith is absolutely wonderful. Super friendly and knowledgable, she'll tell you all about San Juan and its history, and then take you to see it from the water. Once you're out on the water, you can stay in the main area, on the front of the boat, or hang our feet off the back in the water. It was just us, one other couple, and Captain Judith and Maria (who was helping serve drinks and operate the boat) -- so it was a small, intimate group and exactly what we wanted. I imagine the sunset trip is even more romantic and would be worth doing.

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    Sailing Dreams
    Sailing Dreams
    Sailing Dreams - Hanging our feet off the back of the boat

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    Hanging our feet off the back of the boat

    Sail PR - tours - Updated May 2026

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