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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$175-$3,815
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$75-$2,575
Fishing Charters
Let a captain do the driving while you do the fishing
$105-$2,285
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$105-$2,285
Kayaks
Who says you need a motor to have fun on the water?
$30-$3,605
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$45-$4,800
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$115
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$120-$265
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!!!
KP
Kieta
Private San Juan Bay Cruise 37' Sailboat
It was so much fun ! Captain Luis is very informative and made sure we were all safe ! Andrea is absolutely the best !! She made sure we had everything we needed and we took a lot of great photos! Book I promise you will not be disappointed
James
Private Sail Classic 1969 Sloop in San Juan, Puerto Rico
This is the best sailing charter ever! The day was made for sailing, and we enjoyed every minute of it. This is exactly what we wanted. Thank you!!
AG
Ashley
Private Luxury Sailing Experience out of Old San Juan
The boat was immaculate and in pristine condition. The captain and crew were so professional and made our trip extra special. The boat was fully stocked with everything we needed. It was the perfect size for our group of 8 adults and was the highlight of our trip!
Andrea
Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico
boat and crew were amazing ! We had a blast and they were very accommodating and friendly. Beautiful big boat! we had a great time and saw so many beautiful places. Food was good! Drinks were good! We will definitely be using them again! Thank you for wonderful moments !
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!
September 05, 2023
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December 13, 2021
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August 12, 2021
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