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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$15-$2,745
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$15-$250
Sailboats
Set sail with these traditional wind-powered boats
$15-$1,255
Fishing Charters
Let a captain do the driving while you do the fishing
$15-$1,945
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$15-$2,105
Kayaks
Who says you need a motor to have fun on the water?
$15-$670
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$10-$140
Diving
Explore the ocean depths with trained boat operators
$60-$160
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$15-$420
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$45-$95
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$250
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!
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.
CF
Connie
Private San Juan Bay Cruise 37' Sailboat
I had my bachelorette party with 6 women in Capt Luis' boat. I wanted a relaxing sailing experience in San Juan, as well as have the option to jump into the water, if we wanted. This was perfect for us. The water was very calm when we went. Capt Luis was good at listening to what the customer wants, and he adjusted to my preferred timeline, and I really liked that. He was very responsive via text, and email. And I would say, after doing my research and messaging a lot of boat companies, his pricing was the most reasonable and he was also the most responsive. My girls and I had a great time! The only thing I would give others a heads up is that the complimentary tapas and drinks that come with a 3-hour booking, is minimal. So if you and your guests are hungry and thirsty bunch, it is best to bring more of your own tapas/drinks. Regardless, I would still book him again as he was very professional and had great communication skills. It was an easy transaction despite my fickle mind.
JW
Julie
Private San Juan Bay Cruise 37' Sailboat
Captain Luis and First Mate Gabi were great! It was rather windy the day we went, so we appreciated their sailing experience. Luis gave us a great tour of San Juan Harbor with lots of historical facts. Gabi was very helpful, taking care of our every need. Luis contacted us the day before with all of the details which were spot on, and we were able to order additional food and drinks so all we had to do was show up. I would highly recommend Captain Luis.
Matt
Private San Juan Bay Cruise 37' Sailboat
One of the biggest highlights of our trip and we came here to get married! Captain Luis was an exceptional host and so accommodating. Shortly after starting our voyage it felt like we were just out on the water enjoying a beautiful day with an old friend. This is a must-do experience especially for such a reasonable price. Highly, highly recommended!
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!
June 18, 2021
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December 26, 2019
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December 18, 2019
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December 17, 2019
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December 12, 2019
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August 01, 2023
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