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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$275-$725
Sailboats
Set sail with these traditional wind-powered boats
$100-$725
Kayaks
Who says you need a motor to have fun on the water?
$195
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$950
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$275
Fishing Charters
Let a captain do the driving while you do the fishing
$950
MM
Madaline
Private Party Sunset Drinks & Snacks in San Juan
Zejek was such a pleasant Captain! I told him that it was my birthday and he provided me with a complimentary cake and liquor of my choice! He was so sweet and very funny! Vey accommodating and made my sister and I feel very safe. If I could, I would ALWAYS book with Zejek. Thank you for an amazing time, Zejek!
SL
Sivine
30’ Hydra Sport | Sunset Cruise, Sightseeing or Offshore Fishing!
Luis is a wonderful captain. He’s a native Bori so I was happy to support a local for this trip. He gave us a beautiful experience and ensured all of my family was safe on the voyage from start to finish. Definitely would book with him again.
GS
Genevieve
Private San Juan Bay Cruise 37' Sailboat
I booked with Captain Luis for my sister’s 30th birthday trip, and we all had the best experience! There were 4 of us in San Juan for a long weekend and this was the highlight of our trip. We felt safe, welcome, and taken care of the whole ride - the captain brought refreshments including Sangria that his wife had made which we all loved. He sailed us around and anchored at a beautiful spot to jump in and swim which was so fun. I highly recommend!
SA
Samuel
Private San Juan Bay Cruise 37' Sailboat
Captain Luis and Andrea are the real deal! We spent so much time figuring out the best sailing experience and we couldn’t have been more lucky to have found the of them and this sailing experience from San Juan bay watching the sunset and seeing the beauty of the fort and gorgeous old San Juan!!! They are so seasoned and know the waters so well that our ride was just a peaceful incredible magical ride and was the highlight of our trip!!! Trust me, stop looking and hurry and book. They are worth it and the experience will be for a lifetime!!! Thank you again guys for the beautiful evening for my fiance and I
SD
Sarah
Private San Juan Bay Cruise 37' Sailboat
My husband, 2 small kids, and I went on a morning 4 hour sail with Luis and Andrea. Luis and Andrea were kind and always looking out for us enjoying our experience. Our kids had lots of fun and my husband and I were able to relax and enjoy the scenery. I 100% recommend booking a cruise with Captain Luis!
KB
Katherin
Private San Juan Bay Cruise 37' Sailboat
Don’t second guess it. Just book it. Luis and Andrea were great! They were helpful before and during the trip. We had gone for a relaxing trip for my cousin’s bachelorette. They offered a charcuterie tray and some Sangria. I would definitely book again, on another trip to PR (:
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

August 01, 2023
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November 23, 2022
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October 03, 2022
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April 14, 2022
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December 11, 2020
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December 29, 2019
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Boat Rentals
Puerto Rico
San Juan