Set sail on a memorable sailing experience in downtown Toronto aboard a well-maintained 1997 Hunter 280.
"Our sailing trip was awesome. Dom is super friendly, he showed us around the islands where we saw many types of birds and then we got to sail while watching the views." — Camille,
Experience luxury on the water aboard Toronto Yachts’ stunning 2016 Cruisers Yachts 455 Express by Cruisers Yachts, departing from the vibrant waterfront of Toronto.
Experience Toronto from a whole new perspective aboard Island Princess, the flagship vessel of Toronto Breeze Yachts.
Step aboard HOT FLASH, a sleek 2014 Beneteau First 22, and experience Toronto’s waterfront the way it’s meant to be seen—under sail.
Experience Toronto’s waters aboard King Stalker Sports Fishing, a well-equipped 28' Pursuit Sportfishing vessel designed for unforgettable days on the lake.
These elegantly designed vessels are built to accommodate up to 16 guests; however, to comply with Transport Canada rules and regulations, we are limiting the capacity to 12 guests plus 2 crew members.
"The boat was just what we expected and the crew were so friendly and professional." — Pixie,
Set sail in style aboard Toronto Yachts – Saba Eclipse, a stunning 2024 custom-built motor yacht based in Toronto.
Set sail in style aboard the Beneteau Oceanis 41, a luxurious sailing yacht based in Toronto, perfect for up to 12 guests.
Set sail on the beautifully restored 1989 Luhrs 400 Cruiser, fully refreshed in 2019, and experience the best of Mississauga’s waterways with Sea Angel Charters.
Experience Toronto boating charters on the sparkling waters of Lake Ontario, where a world-class skyline meets a vibrant, accessible waterfront. From the sheltered coves of the Toronto Islands to open-water horizons beyond the harbor, this destination blends urban energy with serene cruising grounds perfect for half-day escapes or full-day adventures.
Set your course through the Inner Harbour for postcard views of the city, then slip into island lagoons for calm anchorage, swimming, and paddle-friendly pockets. Along the shoreline, dramatic bluffs and sandy beaches create scenic backdrops for leisurely sails, private outings, and celebratory cruises. Clear evenings invite unforgettable sunset runs, while calm mornings are ideal for relaxed sightseeing and photography.
Toronto boating charters cater to every style—sailing yachts for hands-on tacking, motorboats for swift sightseeing, and spacious catamarans for social gatherings. Skippered options make it easy for beginners, while experienced boaters will appreciate well-marked channels, protected waters behind the islands, and convenient fuel and provisioning at established marinas.
Between May and September, warm temperatures and long daylight hours offer prime conditions for harbor tours, island picnics, and skyline night cruises. Shoulder seasons bring quieter waterways and crisp air, with foliage color adding a fresh perspective to coastal routes. Many itineraries pair effortlessly with shore time—dock near waterfront neighborhoods for dining, galleries, and parks before returning to the tranquility of open water.
Whether you're planning a relaxed family day, a team event, or a romantic escape, Toronto's mix of sheltered passages, iconic views, and easy marina access makes it a standout destination for boating tours and rentals. With flexible routes, seasoned local skippers, and diverse vessel types, Toronto boating charters help you discover the best of the city—by water.
