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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$445-$1,950
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$500-$2,195
Sailboats
Set sail with these traditional wind-powered boats
$195-$695
Fishing Charters
Let a captain do the driving while you do the fishing
$160-$670
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$160-$670
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$630
Kayaks
Who says you need a motor to have fun on the water?
$195
EJ
Ed
Private San Juan Bay Cruise 37' Sailboat
A beautiful sunset cruise with my family. Wind was amazing on the bay and there was a bright moon and amazing breeze when we sailed back. Captain Luis and his deckhand Gabby were filled with information about Puerto Rico and the history. Highly recommended!
JL
James
Private San Juan Bay Cruise 37' Sailboat
We took a private boat tour with Captain Luis and Gaby, and it was hands-down one of the best parts of our vacation. From the moment we arrived, we were greeted warmly and walked right over to the boat, which was the perfect size for our group of friends to relax and spread out. Captain Luis is an incredible captain—he navigated the waters with total ease, took us to gorgeous spots all over, and shared fascinating tidbits about Puerto Rico along the way. Both he and Gaby kept the vibes immaculate, sharing delicious sangria and making sure we had everything we needed. We spent the day listening to our favorite music, swimming, enjoying some snacks, and soaking up the sun. If you are looking for a top-tier, stress-free day on the water, I cannot recommend Captain Luis and Gaby enough! We’d book them again in a heartbeat.

Tatyana
Private Party Sunset Drinks & Snacks in San Juan
Booked for my birthday and the tour was great, the captain was super accommodating, nice and helpful. We got the drop off location and wrong (my fault) and he was still able to wait for us and give us a little extra time. Would definitely recommend great for small groups celebrating birthdays!!

Hunter
New! San Juan Day Beach Party Boat | Live Boricua!
We had such a lovely, special experience on the boat celebrating my brother's bachelor party! It was really cool to see Old San Juan from the water and then take a dip. The experience was thoughtfully curated, and I would definitely recommend it.
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.

Javier
New! San Juan Day Beach Party Boat | Live Boricua!
Easy and fun experience, communicative owner and captain. Everything exactly as described.
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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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