Experience Toronto’s waters aboard King Stalker Sports Fishing, a well-equipped 28' Pursuit Sportfishing vessel designed for unforgettable days on the lake.
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.
Set sail in style aboard Toronto Yachts – Saba Eclipse, a stunning 2024 custom-built motor yacht based in Toronto.
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,
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,
Experience luxury on the water aboard Toronto Yachts’ stunning 2016 Cruisers Yachts 455 Express by Cruisers Yachts, departing from the vibrant waterfront of 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.
Pickering sits on the shores of Lake Ontario, where calm, sheltered waters meet open-lake horizons. At the heart of it all is Frenchman’s Bay, a natural harbour that offers smooth, protected cruising and an easy gateway to big-water adventure. This unique mix makes Pickering boating charters ideal for relaxed family outings, scenic shoreline tours, and fun-on-the-water days, as well as longer hops along the coast.
Before or after your time afloat, the city’s waterfront buzzes with a friendly village vibe—boardwalk strolls, parks, and easy dockside access keep everything convenient. Head out from the bay and you’ll quickly find broad lake vistas and room to play, perfect for sunset cruises, photography, and on-deck picnics. Stay inside the harbour and you’ll enjoy gentle conditions that are great for first-time boaters and groups seeking a laid‑back pace.
Nature lovers will appreciate miles of lakeside trail and nearby green spaces that frame the water with sandy stretches, bluffs, and birdlife. With seasonal breezes, warm summer days, and crisp, colourful fall views, Pickering’s boating scene shines from late spring through autumn. Whether you’re booking a captain-led outing or renting for a self-guided cruise, Pickering boating charters deliver a welcoming launch point, a picturesque shoreline, and quick access to everything that makes Lake Ontario special.
