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Kayaks
Who says you need a motor to have fun on the water?
$175
Sailboats
Set sail with these traditional wind-powered boats
$420
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$175
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$405
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$2,700
Fishing Charters
Let a captain do the driving while you do the fishing
$2,700
AH
Alaina
45 Foot Luxurious Yacht Charter - Ask about end of the season special.
If you're contemplating any other boat for reasons aside from capacity, don't look any further. Matt is your guy. The whole party showed up at varying times, he let us get going on the boat to get the vibes started. He was such a great host. We felt extremely welcome. He definitely upped the vibe of the whole party. I'm so glad I chose him to host us. I would 100% recommend him to anyone I know looking to book a boat and I'll certainly book with him again myself when the opportunity arises again. 11/10!
Salara
44' Luxury Double Decker in Toronto for any Occasion / Event
Booked a trip for my birthday in august. We had a great time, Jay was an excellent caption and we have no complaints at all. Would definitely book again and would recommend him to anybody looking for a special and fun way to celebrate any event
BB
Barbara
A Tropical Experience on a Massive Sailing Trimaran
David was a most excellent captain. We were having a special send off for someone extremely important to us and David went above and beyond to make sure we all had a great time. He even got out his accordion and sang a song for the woman of the evening which was very funny and very special. We will absolutely book again. Thanks David and Sara!
AD
Angela
A Tropical Experience on a Massive Sailing Trimaran
Dave was an incredible host. He was pleasurable, outgoing and fun. Kim, his deck hand, was also extremely helpful and friendly. My friends and I had an amazing time celebrating my birthday. The boat is beautiful and Dave offered us some of the best views of the city. I’m extremely thankful for this positive experience. Thank you very much for the hospitality.
TB
Tyanna
A Tropical Experience on a Massive Sailing Trimaran
I booked David’s boat on Saturday for my birthday celebration! The boat is phenomenal and had a lot of space! Both Kim and David were excellent hosts, they assisted us throughout the whole trip! Would highly recommend booking with David! I would most definitely book another yacht trip with David and Kim!!
SG
Samantha
A Tropical Experience on a Massive Sailing Trimaran
Had an amazing time with Captain David for my birthday on the water! Everything was extremely easy from booking the boat to getting there I would highly recommend this for those of you looking for an experienced captain and team. Thanks for making my birthday so memorable!
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 09, 2023
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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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