If you’re looking for a way to experience Toronto from a different perspective—away from busy streets and crowded attractions—this 2-hour shared sailing trip offers a perfect alternative. For $140.10 per person, you get to glide across Lake Ontario, passing iconic sights like the CN Tower and Humber Bay, all with a friendly crew guiding you every step of the way. This trip lasts about two hours, and since it’s a shared experience, it’s a great way to meet fellow travelers without the expense of renting your own boat.
What we love about this experience is how relaxed and flexible it is. You can sit back on comfy onboard beanbags, enjoying the gentle wind and panoramic views, or choose to get hands-on and learn a bit about sailing if you wish. The crew, notably the captain and helper Robs, are praised for their professionalism, warmth, and attentiveness, making this trip not just about the scenery but about feeling genuinely welcomed.
A potential consideration is that this tour is weather-dependent. If the wind isn’t cooperating or there’s a storm brewing, the trip might be canceled or rescheduled, which is something to keep in mind when planning ahead. Still, most travelers find that the experience is well worth it, especially on a warm, clear day.
This sailing adventure suits travelers seeking a relaxed, scenic outing with stunning views, including beautiful sunsets, and a chance to enjoy Toronto’s skyline from a new vantage point. It’s also perfect for first-time sailors or those who simply want a peaceful escape on the water without the commitment of a private boat rental.
Key Points
- No sailing experience needed—the captain takes care of everything.
- Small group size ensures a more intimate, personalized experience.
- Breathtaking views of Toronto’s skyline and Lake Ontario, including the CN Tower.
- Relaxing onboard amenities, such as beanbags, make for a comfortable journey.
- Flexible participation—sit back or get involved in sailing.
- Weather-dependent—cancellations possible in poor conditions, but usually well-organized.
A Close Look at the Shared Sailing Experience in Toronto
Enjoy being on the water? Here are other boat experiences we've looked into in Toronto
What makes this tour stand out?
This shared sailing tour is designed to be accessible and fun, whether you’re a seasoned sailor or someone who’s never set foot on a boat before. The price of approximately $140 for two hours might seem modest considering the views and the company, but what really makes it worthwhile is the overall value—especially the chance to see Toronto from the water in a small-group setting.
The route and sights you’ll see
The trip begins at 415 Queens Quay W, right in Toronto’s bustling waterfront area. Here, you’ll meet your crew and board the vessel, which comfortably fits up to 12 travelers. Once underway, the captain guides you past some key landmarks, including the Humber Bay, the Eastern Gap, and the beaches along the Toronto shoreline. Perhaps most notably, your journey includes fantastic views of Toronto’s skyline, with the CN Tower standing tall and proud in the background—a perfect photo opportunity.
What to expect during the trip
A highlight for many is the flexibility of this experience. You can simply relax on the beach-style beanbags on deck, feeling the wind in your hair and soaking in the city views. Several reviews mention how comfortable and well-organized everything was—captain Howie, for example, kept the atmosphere welcoming and fun. For those interested, there’s the option to participate in sailing—taking the helm and learning basic skills—though this isn’t mandatory.
The crew and atmosphere
The team behind this experience receives high praise. Reviewers often mention how friendly, professional, and attentive the crew is, making everyone feel safe and at ease. The captain, notably, takes care of all the sailing, which means you don’t need prior experience or worry about safety. Instead, you can focus on enjoying the views, the breeze, and the company.
Drawn to sailing? We've examined these other wind-powered adventures in Toronto
The scenery and photo opportunities
Many travelers rave about the stunning views—from the shimmering waters of Lake Ontario to the Toronto skyline glowing in the evening sun. One reviewer described it as an “excellent, peaceful night” where the skyline photos turned out “amazing.” Sitting on deck with a blanket, enjoying a sunset or a breeze, makes for a memorable experience.
Additional touches and amenities
Some guests have noted the availability of blankets to stay warm, especially in the evening, and the opportunity to buy prosecco onboard. These little touches elevate the trip from a simple boat ride to a relaxed, almost romantic outing.
The value for money
Considering the small group size, personalized attention, and beautiful scenery, most travelers find this experience more than worth the cost. It’s a chance to unwind, take beautiful photos, and enjoy Toronto’s waterfront without breaking the bank or dealing with large crowds.
Who should consider this tour?
This experience is ideal for first-time sailors, couples, or solo travelers looking for a peaceful yet scenic activity. If you enjoy beautiful views, relaxing atmospheres, and friendly company, you’ll find plenty to love here. It’s especially suitable for those who want a casual, no-pressure introduction to Toronto’s waterfront.
Frequently Asked Questions
Is prior sailing experience required?
No, this tour is designed for those with no sailing experience. The captain manages all the sailing, and you can choose how involved you want to be.
What is the meeting point?
The tour begins at 415 Queens Quay W, which is easily accessible via Toronto’s public transportation.
How long is the tour?
The experience lasts approximately two hours, giving you ample time to enjoy the views and relax on the water.
Can I cancel if the weather turns bad?
Yes, cancellations are free if made at least 24 hours in advance. The tour may be canceled in poor weather, but you’ll be offered a different date or a full refund.
Is there a group size limit?
Yes, a maximum of 12 travelers ensures a more personal, intimate experience.
Are beverages available onboard?
While alcoholic beverages are not included, some options like prosecco are available for sale, adding a touch of luxury to your journey.
In The Sum Up
The 2-hour shared sailing experience in Toronto offers a peaceful, scenic way to see the city from the water. With stunning views of Toronto’s skyline, friendly crew, and the option to participate or simply relax, it caters to a broad range of travelers. The small group size and personalized service make for an intimate outing, perfect for couples, solo adventurers, or small groups of friends.
Most importantly, the experience provides a balance of relaxation and memorable sights—a fantastic respite from busy city life. Whether you’re celebrating a special occasion or just want to enjoy a different perspective of Toronto, this tour is a genuine treat.
If you value breathtaking views, good company, and a laid-back atmosphere, this sailing trip is likely to become one of your favorite Toronto memories. Just remember to book in advance, especially during peak season, to secure your spot on this well-loved tour.
More Sailing Experiences in Toronto
- 3hr Shared Sailing Adventure
- Yacht Proposal Package with decoration and Prosecco (2 hours)
- 60-Minute Toronto Luxury Yacht Sightseeing Prosecco Cruise!
- VIP Luxury Yacht Charter for up to 12 Guests
- 90-Minute Toronto Luxury Yacht Sightseeing Prosecco Cruise
- Toronto: Sailing Yacht Cruise of Toronto Harbor and Islands
More Boat Tours & Cruises in Toronto
- Luxury Niagara Falls Day Trip from Toronto with Cruise and Lunch
- Toronto: Niagara Falls Day Tour with Boat option
- 3hr Shared Sailing Adventure
- Niagara Falls Private Half Day Tour with Boat & Helicopter
- Toronto to Niagara Falls Day Tour with Boat Cruise and Lunch
- Private Toronto City Tour with Boat and CN Tower
More Tour Reviews in Toronto
- Transfer from Pearson Airport to Toronto by 24 Passenger Bus
- Fun City Scavenger Hunt in Mississauga by Zombie Scavengers
- Toronto Self Guided Audio Experience
- PATH – A Walking Tour of Toronto’s Underground City
- Luxury Niagara Falls Day Trip from Toronto with Cruise and Lunch
- Private Transfer Toronto Hotels to Toronto Pearson Airport YYZ
More Toronto experiences we've covered
- Our 3 Favorite Toronto Brewery Tours
- The Top 8 Shopping & Market Tours In Toronto
- 16 Fantastic Airport Transfers In Toronto
- Transfer from Pearson Airport to Toronto by 24 Passenger Bus
- Fun City Scavenger Hunt in Mississauga by Zombie Scavengers
- Toronto Self Guided Audio Experience
- PATH – A Walking Tour of Toronto’s Underground City
- Luxury Niagara Falls Day Trip from Toronto with Cruise and Lunch
- Private Transfer Toronto Hotels to Toronto Pearson Airport YYZ
- Tall Ship Kajama After Dark
- Small Group Mystery Shop and Dine Christmas Tour from Toronto
- 1 Day City Sightseeing Tour at Toronto City
