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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
$275-$725
Kayaks
Who says you need a motor to have fun on the water?
$195-$200
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$275
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$950
Fishing Charters
Let a captain do the driving while you do the fishing
$950
BJ
Breanna
3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines
Miguel was absolutely phenomenal! His communication was great, he was flexible and worked with us! His boat was clean and he provided a large cooler with ice for us, even offer a grill for lunch! He knows all the spots to go and was extremely helpful! Thank you for a lovely day Miguel!
EL
Evan
NOW OPEN! Explore the majestic views of San Juan Bay, Puerto Rico by boat!
As advertised, super fun. Beautiful views. Super relaxing and free drinks. Would definitely book again.
Megan
Private San Juan Bay Cruise 37' Sailboat
We had a great sailing experience with Captain Luis! The trip around Old San Juan was beautiful. He was very knowledgeable of the area and wildlife around us. The snacks and sangria were great! Don’t hesitate, book now 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 (:
RB
Rachel
Private San Juan Bay Cruise 37' Sailboat
This was the highlight of our trip to Puerto Rico. Captain Luis was so communicative and friendly from booking to the end of the trip. I booked this experience for a friends bachelorette and it was her favorite part. He provided sangria and a small charcuterie board which was delicious. We asked to swim and he anchored for about an hour for us to enjoy the beautiful waters. Safety was a priority which we appreciated. He and his first mate Andrea were amazing. Andrea is incredible. Captain Luis even danced salsa for us hahaha.
LM
Lauren
Private Luxury Sailing Experience out of Old San Juan
This was a total highlight of our trip!!! The communication leading up to the charter was awesome and very prompt- all of my questions were answered. The captain (Krista!!) and crew were just amazing- truly had the most wonderful day. The boat is so comfortable, well stocked, and beautiful! They were super chill and worked with us on what we wanted to do and see. 10/10 would recommend and we will be back next time we come 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