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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$2,750
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$75-$1,350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100-$1,300
Fishing Charters
Let a captain do the driving while you do the fishing
$100-$1,300
Kayaks
Who says you need a motor to have fun on the water?
$75
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$220
Fiorella
Private Tours~ Snorkeling at Icacos & Palomino Islands- Grady White 27'
Had the best day in Isla Icacos and Palomino with Jose! His boat was perfect for our group of 6, he offered snacks, lunch, beers and even a few shots of rum 🥳. Check in was seamless and he even helped arrange transportation to and from San Juan. I definitely recommend booking this tour and captain!
BK
Brian
Sunset Cruise in San Juan Puerto Rico
Sailing with Jimbo was the highlight of our trip to San Juan! Can’t say enough about the whole experience. Jimbo gave great historical insights, was an engaging storyteller and most importantly was a great Captain that made the sail both exciting and safe. 10/10 would book again.
KT
Kristin
Private Tours~ Snorkeling at Icacos & Palomino Islands- Grady White 27'
Absolutely the best experience! We are a family of 4 with 15 year old twins and everyone had the most amazing time! My husband is picky about excursions because he typically captains our own boats and he loved it! Jose was so chill and the best captain we could have asked for! If you want a private experience then this is your route!!!
Mariella
46' Oyster Sailboat in St. Thomas, Virgin Islands
BOOK NOW! this sail was one of the greatest experiences we have had on the water. The boat was beautiful, comfortable, and sailed like a dream. The food was DELICIOUS! The drinks - amazing! The service was unmatched. Shana and Nicholas made sure to make our day we so special. We found some great snorkeling spots, enjoyed a sail around the islands, and a gorgeous sunset. We feel blessed to have been a part of their sail today - we will be back!! Communication 10/10. On time 10/10. Kind and great hosts 10/10!!!
Susan
Private San Juan Bay Cruise 37' Sailboat
Such good people -- beautiful boats and very nice crew! We went snorkeling, swimming and a little light fishing (it wasn't a fishing trip).
LB
Leanne
Private Luxury Sailing Experience out of Old San Juan
Great day out on the water. The boat was gorgeous and William & David were such wonderful hosts highly recommend!
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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October 03, 2022
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August 12, 2021
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July 19, 2021
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December 30, 2019
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December 26, 2019
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