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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$150-$2,780
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$55-$2,450
Kayaks
Who says you need a motor to have fun on the water?
$20-$3,150
Sailboats
Set sail with these traditional wind-powered boats
$85-$2,695
Fishing Charters
Let a captain do the driving while you do the fishing
$80-$1,125
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$905
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$30-$2,200
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$150
Diving
Explore the ocean depths with trained boat operators
$95-$2,900
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$130-$1,695
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$265
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.
Jourden
Private San Juan Bay Cruise 37' Sailboat
Captain Luis was wonderful. I would recommend him to anyone visiting PR and hope that him and his crew have much success in the future. Don’t miss out on this experience, trust me it’s worth it!
itzel
Private San Juan Bay Cruise 37' Sailboat
Definitely book with him! Very attentive and nice. Will book with him again!
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.
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!
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