
2hr Shared Sailing Experience in Toronto
Traveler rating
5.0/5
Based on 27 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is 2hr Shared Sailing Experience in Toronto worth booking?
2hr Shared Sailing Experience in Toronto is a 2-hour experience in Toronto, Canada, from $583 per person. It scores 63 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 27 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 63 / 100
- Rating
- 5/5 (27)
- Duration
- 2 hours
- From
- $583 per person
On a 2 hour sail, we tour the harbour and head to the lake through the western channel. Watch out for the ferry, reported to be the shortest commercial one in the world. Below the water is a walking tunnel connecting the two for those that just can’t wait to catch their flight. 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. As we sail south of the Toronto Islands and pass through the Eastern Gap, we see 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. 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 and the CN Tower.
What you get
About this experience
On a 2 hour sail, we tour the harbour and head to the lake through the western channel. Watch out for the ferry, reported to be the shortest commercial one in the world. Below the water is a walking tunnel connecting the two for those that just can’t wait to catch their flight. 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. As we sail south of the Toronto Islands and pass through the Eastern Gap, we see 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. 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 and the CN Tower.
What's included
Included
- Licensed Captain and Vessel
Not included
- Alcoholic beverages
Where it starts and ends
Meeting point
Toronto
Meet at our dock- South East corner of Queens Quay W and Lower Spadina Ave. Look for green tent next condominium building.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Meet at our dock- South East corner of Queens Quay W and Lower Spadina Ave. Look for green tent next condominium building.
Options you can book
90min Champagne Harbour Sail
Private Sail Duration: 1 hour 30 minutes includes glass of bubbly Sailing Yacht
2hr Shared Sailing Experience
Duration: 2 hours Harbour, Islands & L. Ontario Luxury Sailing Yacht
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 12 travelers per booking
- Operated by
- Gone Sailing Adventures
Know before you go
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Photos




What travelers are saying
Outty’s summary of the themes that recur across 27 traveler reviews. Written by us, not quoted from reviewers.
Photo opportunities
4 mentionsThe views and photo stops come up again and again.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Traveler reviews
27 verified traveler reviews for 2hr Shared Sailing Experience in Toronto. Ratings and reviews provided by Viator and Tripadvisor.
Relax and enjoy Toronto
Captain Oliver is a capable and friendly l are, and first mate Tamara made everyone feel welcome. Great relaxing way to experience Toronto and the islands.
via Tripadvisor
Best experience
Yesterday my husband and I celebrated our 11th wedding anniversary here, and it was truly a wonderful evening. This was actually our second experience with Gone Sailing Adventures, and once again we absolutely loved it. The atmosphere on the sailboat is so peaceful and romantic, with beautiful views of Toronto and such a friendly, welcoming crew. It’s the perfect way to escape the busy routine, slow down, and simply enjoy quality time together. Thank you for creating such a memorable experience and beautiful memories for us. We’ll definitely be back and will happily recommend you to our friends. ❤️
Response from the operator: Happy anniversary and thank you for sharing your experience. We love celebrating with our guests.
via Tripadvisor
Just say YES!
I cannot recommend Gone Sailing Adventures highly enough. After a busy week in Toronto filled with meetings, events, and business activities, sailing with Captain Howie was the perfect way to unwind and experience the city from an entirely different perspective. From the moment we stepped aboard, we felt welcomed, safe, comfortable, and relaxed. Captain Howie is knowledgeable, professional, and clearly passionate about both sailing and sharing the stories of Toronto's waterfront. His commentary added depth to the experience, bringing the city's history, landmarks, and skyline to life. What stood out most was the atmosphere he created. The sail felt elegant yet comfortable, social without being crowded, and relaxing without ever being boring. The conversations with fellow passengers were wonderful, and there was something magical about watching the city skyline at sunset while feeling the breeze off the water. This was far more than a boat tour. It was an experience that allowed us to slow down, connect with nature, connect with people, and appreciate the beauty of Toronto from a completely different perspective. If you're visiting Toronto, celebrating a special occasion, entertaining clients, or simply looking for a memorable experience, book the sail. You won't regret it.
via Tripadvisor
Forget about your problems and Sail Away!!!
Captain ROB and His Helper ROB were excellent part of this trip!! it was a wonderful afternoon sailing the Ontario Lake with beautiful view of Toronto Skyline.
via Viator
Amazing experience.. Team...
Amazing experience.. Team was so welcoming and incredibly courteous, professional and warm. Everything was well organised. Not to forget, the views were breathtaking.
via Viator
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $583 to $899
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 9
- Verdict
- Solid Choice
Why this scores 63
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
2hr Shared Sailing Experience in Toronto: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Toronto.
How much does 2hr Shared Sailing Experience in Toronto cost?
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Prices start at $583 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Toronto usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does 2hr Shared Sailing Experience in Toronto take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Toronto is not rushed.
Is 2hr Shared Sailing Experience in Toronto worth it?
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It holds an Outty Ranking of 63 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 27 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Toronto, and how flexible the cancellation terms are.
Can I cancel or reschedule 2hr Shared Sailing Experience in Toronto?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is 2hr Shared Sailing Experience in Toronto suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book 2hr Shared Sailing Experience in Toronto?
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Around 9 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Toronto can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Toronto and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does 2hr Shared Sailing Experience in Toronto start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Toronto within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Toronto?
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On Outty we rank every Toronto experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Niagara Falls Tour from Toronto: Boat Ride & Journey Behind Falls, Niagara Falls Canada Day Tour From Toronto + Boat Cruise Option, Niagara Falls Day Tour from Toronto. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Toronto?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Toronto?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in 2hr Shared Sailing Experience in Toronto?
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Included: Licensed Captain and Vessel. Not included: Alcoholic beverages. Always check the voucher for the final list before you travel.
Where is the meeting point for 2hr Shared Sailing Experience in Toronto?
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Meet at our dock- South East corner of Queens Quay W and Lower Spadina Ave. Look for green tent next condominium building. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is 2hr Shared Sailing Experience in Toronto offered in?
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It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for 2hr Shared Sailing Experience in Toronto?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
What happens to 2hr Shared Sailing Experience in Toronto if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What do travelers say about 2hr Shared Sailing Experience in Toronto?
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Across 27 reviews averaging 5.0 out of 5, recurring themes include photo opportunities, organization, good for families. The views and photo stops come up again and again.
What booking options are available for 2hr Shared Sailing Experience in Toronto?
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There are 2 options to choose from, including 90min Champagne Harbour Sail, 2hr Shared Sailing Experience. Prices and start times differ by option, so compare them on the booking screen.
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