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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$105-$770
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$475
Fishing Charters
Let a captain do the driving while you do the fishing
$25-$405
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$25-$405
Kayaks
Who says you need a motor to have fun on the water?
$10-$160
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$205
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$35-$165
Sailboats
Set sail with these traditional wind-powered boats
$110-$290
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$145-$430
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$105-$140

Ashley
Private Sailing Charters Aboard a 40ft Trimaran – Explore PEC by Wind
We had an absolutely incredible time on our catamaran charter with Captain David! He truly went above and beyond to make our birthday celebration memorable. The highlight of the trip was when he sang each of us a unique, personalized happy birthday song, it was such a thoughtful and fun touch that we will never forget. If you want a captain who is professional, attentive, and knows how to make an experience truly special, book with Captain David. Highly recommended!
NE
Nicole
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
The absolute highlight of our Charleston trip! Captain Ryan took us on the most beautiful route and brought us to No Name Beach, which honestly felt like our own little private paradise. The weather wasn’t even a picture-perfect sunny day, and it truly didn’t matter one bit. It was one of those days where you just keep thinking, How is this real life, every moment was core memory worthy. Ryan went above and beyond the entire day. He pulled out a huge float for the girls to jump off of, taught us all about the water and the area, and even let the girls help sail the boat. They learned how to blow the conch shell horn to call in the dolphins (which they took VERY seriously 😂 and it actually seemed to work), lounged in the hammock over the water, and basically decided they had become actual sailors. Ryan treated our 9 year-old girls like absolute royalty. They were completely obsessed with him, the boat, the dolphins, the beach…pretty much everything. And they genuinely felt so special, as did us older girls!

Nicole
Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete
We loved our experience on this absolutely breathtaking catamaran. It fit us all perfectly and the lounging area was so perfect to get out of the sun. We all wished we booked for a longer time.
KP
Kym
Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete
We had an amazing experience celebrating a birthday aboard Sweet Escape! We booked a 3-hour private charter, and they really went out of their way to insure sure we enjoyed every part of it. When we arrived, Jonas had a Happy Birthday sign waiting for us, along with a beautiful charcuterie platter and sandwich spread ready for us to enjoy. We spent some time sailing with the motors off, relaxing in the water on a floating mat and we even got to try a new activity they had never done on one of their charters before, making our experience even more memorable! The Sweet Escape was beautiful, clean and very comfortable. Jonas and the captain were attentive while also giving us plenty of time and space to enjoy the boat and celebrate together. They did everything they could to make our day enjoyable, special, and amazing. I would absolutely recommend them for anyone looking for a fun, relaxing and personalized private catamaran experience. Thank you, Jonas and Captain, for helping us create such a wonderful birthday memory!

Teihl
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
We spent the day out on the water for my husbands 40th and we had an amazing experience! Everything was straightforward and the captain and first mate were super friendly! Would definitely book again!
JS
Janessa
63' Catamaran - Newport, RI - Luxury Sailing For Large Groups!
Thank you so much for having us last night! It was truly the BEST boat experience any of us had ! The Captaint and Kiki were the best hosts ! Super helpful and fun !! They exceeded our expectations and the boat was amazing ! Will definitely make this a yearly thing !!!
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!

October 09, 2023
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December 30, 2019
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December 26, 2019
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