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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$75-$3,605
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$75-$4,400
Sailboats
Set sail with these traditional wind-powered boats
$75-$425
Fishing Charters
Let a captain do the driving while you do the fishing
$200
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$200
GS
Genevieve
Private San Juan Bay Cruise 37' Sailboat
I booked with Captain Luis for my sister’s 30th birthday trip, and we all had the best experience! There were 4 of us in San Juan for a long weekend and this was the highlight of our trip. We felt safe, welcome, and taken care of the whole ride - the captain brought refreshments including Sangria that his wife had made which we all loved. He sailed us around and anchored at a beautiful spot to jump in and swim which was so fun. I highly recommend!
Tamela
Private Islamorada Charters in the Florida Keys
Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!
GP
Gianluca
Huge! Delray Beach $339!!!*
Steve went above and beyond for my family and I this past father's day. From start to finish, the experience was exceptional. The boat was perfect for my large family of 7. We booked the trip on less than one week notice for father's day and it turned out to be the best decision we could've made. I will definitely be back to book this boat again. If you book this boat you will love it!
Marissa
Huge! Delray Beach $339!!!*
Absolutely incredible experience! Stephen was professional, knowledgeable, and truly passionate about what he does. From start to finish, everything was seamless, safe, well organized, and tons of fun. The boat was in excellent condition, and Stephen made sure everyone felt comfortable and welcome, whether it was our first time on the water or not. I can’t recommend this experience highly enough we’ll definitely be booking again. Thanks for a trip to remember!
MD
Maddie
Huge! Delray Beach $339!!!*
Captain Stephen was AMAZING! Highly recommend booking with him. We went on a 3 hr boat cruise for a bachelorette party and it was our favorite part of the whole weekend. Boat stereo system, fridges, bathrooms, top deck for dancing, and water mats to float on it was the perfect day.
SA
Samuel
Private San Juan Bay Cruise 37' Sailboat
Captain Luis and Andrea are the real deal! We spent so much time figuring out the best sailing experience and we couldn’t have been more lucky to have found the of them and this sailing experience from San Juan bay watching the sunset and seeing the beauty of the fort and gorgeous old San Juan!!! They are so seasoned and know the waters so well that our ride was just a peaceful incredible magical ride and was the highlight of our trip!!! Trust me, stop looking and hurry and book. They are worth it and the experience will be for a lifetime!!! Thank you again guys for the beautiful evening for my fiance and I
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!