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The Best Sailboat Rentals Near Scarborough

Browse, book, and get out onto the water with local captains and boat owners.

Our Favorite Sailboat Rentals Near Scarborough

4.9 (4,200 reviews)

•

Sailing in Toronto · 2 guests
The Twilight Tour on 35ft Hughes Sailboat
New
$104/hour
Sailing in Toronto · 12 guests
A Tropical Experience on a Massive Sailing Trimaran
4.9
$313/hour
Sailing in Toronto · 12 guests
Beautiful Trimaran for 10 People in Toronto
5.0
$279/hour
Events in Toronto · 15 guests
Stylish & Spacious‼️ Enjoy Toronto's One of a Kind 44ft Bayliner!
5.0
$348/hour
Sailing in Toronto · 12 guests
41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests
New
$435/hour
Sailing in Toronto · 18 guests
Fountain Pajot Astrea Luxury 42' Catamaran for Charter
5.0
$1,100+/hour
Sailing in Toronto · 5 guests
28' Sailboat for 5 guests in Toronto
New
$235/hour
Sailing in Toronto · 8 guests
38' Sailing Yacht in Toronto, Ontario
New
$400/hour
Sailing in Toronto · 6 guests
Sail in downtown Toronto
5.0
$142/hour
Sailing in Toronto · 6 guests
27 Foot Sailboat for a Day of Fun in the Sun in Toronto
5.0
$87+/hour
Sailing in Etobicoke · 6 guests
35ft C&C 35 Sailboat in Toronto
5.0
$174/hour
Sailing in Oakville · 5 guests
Hunter 43 Sailing Yacht in Oakville, Ontario
5.0
$261/hour

Suggested Searches

This weekend $100-$300 trips 2-4 people Captained

Types of Boats Popular in Scarborough

Top Sailboat Rental Locations Near Scarborough

Most Popular Yacht Rentals in Scarborough

Events in Toronto · 12 guests
Torontos Premier 44-Foot Double-Decker Yacht
New
$418/hour
Events in Toronto · 20 guests
49ft Sea Ray Express Bridge Yacht
5.0
$209+/hour
Events in Toronto · 8 guests
Private Unique 34' Beautiful Mark Twain Boat In Toronto, 8-10 persons, Sleeps 6
4.9
Superowner
$122/hour
Events in Toronto · 14 guests
Luxury Regal Commodore 40' Motor Yacht in Toronto
5.0
Best of 2025
$174/hour

Most Popular Jet Ski Rentals in Scarborough

Water Sports in Toronto · 3 guests
Seadoo GTX 300 limited Jetski Rental in Toronto, Ontario
5.0
$125/hour
Water Sports in Toronto · 2 guests
Sea-Doo Spark Jet-Ski's in Toronto
4.3
$80/hour
Water Sports in Toronto · 3 guests
2023 Kawasaki Jet Ski With Full Set Speaker
5.0
$84/hour
Water Sports in Mississauga · 2 guests
Seadoo 2023 JetSki GTX 170 in Mississauga, Ontario
New
$279+/day

Most Popular Boat Tours in Scarborough

Events in Etobicoke · 10 guests
SeaRay Sundancer 36ft Captained Yacht Charter in Toronto!
New
$192/hour
Events in Toronto · 8 guests
Experience an Unforgettable Party on Toronto's 34ft Yacht Capacity for 8 Guests
5.0
Superowner
$108/hour
Events in Toronto · 14 guests
Cruise in style in a 45' Yacht DT Toronto
New
$279/hour
Events in Toronto · 20 guests
44' Luxury Double Decker in Toronto for any Occasion / Event
4.9
Best of 2025
$174/hour

Recent Reviews in Scarborough

Top Sailboat Rental Locations in Canada

How To Book on Getmyboat

4.9 out of 5! • 500,000+ reviews

Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

Real reviews from happy Getmyboaters.

4.9 out of 5! 500,000+ reviews

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