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Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$600-$650
Fishing Charters
Let a captain do the driving while you do the fishing
$600-$650
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$275
Sailboats
Set sail with these traditional wind-powered boats
$275
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
NJ
Nicole
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
My friends and I booked with Captain Troy for my birthday and hands down couldn’t have asked for a better experience! He always responded quickly and was very helpful. He also made sure we were very comfortable during our boat ride. The views were so nice and the boat was in excellent condition!
MR
Matt
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
Captain Troy and his bosun were fantastic hosts to our friends and us on a sunset cruise. Could not recommend them more, accommodating and understanding of our sometimes prickly foreign guests. Five stars!
AJ
Amber
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
I had the most amazing birthday celebration aboard Captain Troy’s yacht! From start to finish, the entire experience was incredible. Captain Troy was professional, friendly, and made us feel completely at ease. The yacht was beautiful, spacious, and well-maintained, offering stunning views of the water. Captain Troy went above and beyond to ensure we had a perfect day, catering to all our needs and making sure every detail was just right. It was truly an unforgettable experience, and I can’t recommend him enough. If you’re looking for a top-tier yachting experience, Captain Troy is your guy!
Marijka
45 Foot Luxurious Yacht Charter - Ask about end of the season special.
We took a sunset boat ride with Matt to celebrate my 25th birthday. Our experience was absolutely wonderful and surpassed all of our expectations! Matt was so friendly and accommodating taking us downtown to look at the Toronto skyline, blasting karaoke and partying in the rain. Thank you for making my 25th such a memorable night Matt!
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!