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Boat Rentals
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Puerto Rico
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San Juan
Sailboats
Set sail with these traditional wind-powered boats
$100-$725
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$725
Fishing Charters
Let a captain do the driving while you do the fishing
$950
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
$250
SM
Samuel
Private Luxury Sailing Experience out of Old San Juan
I booked a trip for 12 people, which was the perfect size. The captain was amazing and took us around different areas of San Juan as well as let us dock so we could all go swimming. If you are in San Juan I highly recommend this!!
Madison
Private Luxury Sailing Experience out of Old San Juan
10/10 experience!! Rented for myself and 6 bridesmaids for my bachelorette and had the best time ever! Service was exceptional and booking process was so easy. This is the boat to book while you’re in Puerto Rico!
Michael
Private San Juan Bay Cruise 37' Sailboat
Highly recommend this world-class experience. Captain is quite knowledgeable in the history of the Island. The homemade food — and sangria — is delicious. Will book again.
BC
Brianna
Quick Sail a 35' Classic 1969 Sloop in San Juan, Puerto Rico
Our group was raving about this experience for so long after left! What an amazing time and Jimbo made the experience what it was! Educational, fun, relaxing, and exciting all in this 3 hour trip. Couldn’t have been better
Ashley
Private San Juan Bay Cruise 37' Sailboat
We had a great experience and are so glad we did this. It was nice to be on the water and the sailing was an enjoyable experience. Would definitely recommend doing this on your PR trip.
JJ
Julia
Private Luxury Sailing Experience out of Old San Juan
Amazing communication and wonderful experience on the boat. Everyone had a great time! The boat itself was also incredible! Thanks for everything!
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