Anything Goes

Experience sailing in Toronto, featuring a thrilling spinnaker sail adventure, a roomy cockpit, and modern amenities for a group of five.
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The Yacht

Embark on an exhilarating sailing adventure in Toronto aboard “Anything Goes”, our Catalina 275 Sport, a gem in our Small Boat Club fleet. Designed for thrilling day sails, it accommodates up to 5 guests, offering intimate crew participation and the thrill of handling a spinnaker sail. The Catalina 275 Sport boasts a powerful rig with a large main sail and a self-tacking jib, engineered for speed and ease of handling, yet remarkably stable. The spinnaker adds an extra layer of excitement, allowing for dynamic downwind performance.

The yacht’s spacious cockpit, complete with cushioned benches, comfortably seats six (including your captain), making it perfect for small groups seeking a lively sailing experience. Take the helm with a carbon fibre tiller or engage the autopilot and enjoy the service of your skipper doubling as a host. Below deck, find refuge from the elements and appreciate the convenience of an enclosed head, a rarity for smaller, day-sailing vessels.

Outfitted with a manual flush toilet, a Bluetooth-compatible music system, and a selection of catering options and beverages, the Catalina 275 Sport is the perfect choice for those looking to indulge in the sporty side of sailing without sacrificing comfort. Set sail on Toronto’s waters and experience the joy of yacht sailing with a touch of luxury.


2hr Sail
3hr Sail
4hr Sail
What To Bring
Food & Beverage Service
About The Yacht
Need To Know

*HST and 12% Crew Service fee will be added on checkout

The Experience

Your sailing experience is a great choice to introduce yourself to the sailing world in a casual, relaxed setting. This trip requires no prior sailing knowledge or experience. You have the option of participating to the extent you want; take the helm and be “master and commander” or sit back and relax on our foredeck bean bags as we tour Toronto’s harbour and enjoy the awesome cityscape centred around the CN Tower.

On a 3 hour sail, we will cruise through the Toronto Island lagoons to enjoy the serenity of this local oasis and the local fauna of: Great Blue Herons, Trumpeter Swans, Mink, Coyotes and deer to name a few. For the supernatural lovers, we will pass by the oldest lighthouse on the Great Lakes. Gibraltar Point lighthouse is rumoured to be frequented by the ghost of its murdered 19th century lighthouse keeper. Your Crew will gladly share the whole story of its haunted past.

Exiting the harbour through the western channel, we pass by Toronto City Centre Billy Bishop Airport. Canada’s 4th busiest international air terminal. Watch out for the ferry, reported to be the shortest commercial one in the world – travelling the 100m between the island and city. Below the water is a walking tunnel connecting the two for those that just can’t wait to catch their flight.

Who doesn’t love to sunbathe without those tan lines! Enjoy one of Canada’s two clothing optional beaches. Hanlan’s Point beach, where you can enjoy some full sun but be far enough away that you have your own privacy. There is a reason why we refer to this beach as Toronto’s favorite “junk yard”.

Our true sailing enthusiasts will enjoy the sail in Humber Bay and Lake Ontario, known for its great winds and light waves. On most weeknights and evenings, you can enjoy watching the sailing races of all the local clubs.

For bird watchers and nature lovers, we sail past Tommy Thompson Park which is home to over 300 species of birds. In late August, thousands of Monarch butterflies can be spotted during their annual migration to Mexico.

You will know your cruise is on the home stretch, as we pass through the Eastern Gap, separating the port lands from the Island Community of approximately 260 year round homes. Be sure to watch for summer cruise ships in port, sailing between Quebec City – through the St Lawrence Sea Way to Green Bay Wisconsin on Lake Superior. Other ocean ships include freighters carrying salt, from Sarnia, cement from central Canada and South American sugar.

Our final leg along the Toronto, shoreline, will include, our urban beaches of Sugar and HTO Park, waterfront condominium and hotels, and Toronto’s marine fire station.

Welcome back to the dock.

Shorter sails – 2hrs provide only parts of this experience, while longer sails 3-5hrs extend the sailing, swimming, touring times. 6 or 7hr sails may include an afternoon stop at Toronto’s eastern beaches.

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