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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$185-$1,995
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$100-$895
Sailboats
Set sail with these traditional wind-powered boats
$195-$2,350
Fishing Charters
Let a captain do the driving while you do the fishing
$80-$740
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$740
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$110-$1,005
Kayaks
Who says you need a motor to have fun on the water?
$40-$420
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$100-$145
Diving
Explore the ocean depths with trained boat operators
$850
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$490
EM
Erin
LUXURIOUS TIARA 40 EXPRESS
Fantastic experience with Captain Miguel! Super friendly, professional, and made the trip so enjoyable. Beautiful boat and an unforgettable day. Highly recommend!
JC
Jose
Private San Juan Bay Cruise 37' Sailboat
Captain Luis & Andrea were incredible. My group enjoyed their energy and appreciation and even though we dealt with some rain and gray sky’s, our experience was phenomenal. I would not only recommend Luis, but I would take another trip out with him when I return to PR. We had an exceptional time at sea. Gracias por todo y hasta la próxima.

Jennifer
Private San Juan Bay Cruise 37' Sailboat
Captain Luis and Andrea were fantastic. I highly recommend their charter! Thank you for a great trip!
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!
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!

September 05, 2023
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February 18, 2022
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December 13, 2021
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June 18, 2021
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December 26, 2019
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December 18, 2019
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