Relaxing 2-hour tours with breathtaking views of Toronto's skyline at dusk, featuring bar service and bean bag seating.
Customizable sailing experiences for groups up to 8, ideal for birthdays, anniversaries, or corporate team-building events.
Unique onboard celebrations with catering options, bar service, and scenic backdrops for memorable occasions.
Guided explorations of the harbour and lagoons, offering historical insights and photo opportunities.
Tailored sailing adventures for business groups, fostering camaraderie with professional crew and amenities.
Onboard beverage options including wine and beer, with pre-order food available for enhanced experiences.

Set sail for unforgettable adventures on Toronto's stunning waterfront.
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Gone Sailing Adventures offers premium sailing tours and experiences on Lake Ontario, showcasing Toronto's iconic skyline and islands. We specialize in sunset cruises, private charters, corporate events, and special occasions like birthdays and weddings. Our friendly, professional crew ensures a safe, relaxing, and memorable journey with bar service, comfortable seating, and insightful local knowledge. Perfect for both locals and visitors seeking a unique outdoor adventure.
Making memories on the water with Gone Sailing Adventures is a bucket list item! Happy to share some pictures of "Whirlygirl" . But its the staff that really is the real gem. Enjoyable for good food, outdoor adventure, commraderie. Enjoy your sail, you won't regret it!
Our experience with Gone Sailing was like a mini Below Deck Sailing Yacht experience with the incredible Captain and crew Rob and Rob! We sailed around the harbour, explored the lagoons of the Toronto Islands and took in the the city skyline’s twinkling lights to top it all off! 11/10 ⭐️
Gone Sailing Adventures delivered an incredible sunset cruise experience. The crew was friendly and professional, and the Toronto skyline views were unforgettable. It was the perfect way to wrap up a busy week in Toronto. Highly recommend for both personal outings and corporate groups!
I went on a boat on July 25, 2025 and I had an amazing 2 hour boat experience. The two people working on the boat, the Captain and his assistance were quite friendly and had an extensive knowledge of Toronto and its history. I learned so much about Toronto. tThe boat was big enough to accommodate 8 people maximum at a time. In the front of the boat that was several bean bags and very comfortable to enjoy trip and was very relaxing. You can buy Captains hat and order food ahead of trip as well. We celebrated a friend's birthday onboard. I brought over a cake and the person served us several pieces to us in the front of the boat. There was a bar service onboard and we enjoyed the wine and beer. There could have been a few more choices in regards to wine and beer choice. I would use them again for sailing.
What an amazing experience! Owner Howie is very nice and our sailing crew JC and Liam were awesome! It was a relaxing and fun morning on the water. I grew up in Toronto but seeing it from the water was a cool experience. I highly recommend it!!!
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