Planning a dinner with a view? The Toronto Obsession III Dinner Cruise from Great Lakes Schooner Company offers a unique way to enjoy Toronto’s stunning skyline and waterfront. While we haven’t personally been on this cruise, the detailed descriptions, reviews, and features paint a vivid picture of what you can expect for a memorable evening on Lake Ontario.
What we love about this experience are the spectacular views of Toronto’s skyline and Islands, the delicious 4-course meal, and the lively onboard music that transitions from background ambiance to dance party. It’s a lovely mix of scenic beauty and entertainment, perfect for celebrating special occasions or simply enjoying a different perspective of the city.
A potential consideration is the weather dependency; since this is an outdoor cruise, poor weather could lead to cancellations or less enjoyable conditions. Also, drinks are not included, so you’ll want to budget extra for beverages on board.
This cruise would suit anyone looking for a romantic evening, a special celebration, or a fun night with friends while soaking in Toronto’s impressive waterfront views.
Good To Know

- Scenic Views: Offers breathtaking views of Toronto’s skyline, the Toronto Islands, and Lake Ontario.
- All-Inclusive Dining: Features a 4-course meal with vegetarian options available.
- Entertainment: Onboard DJ playing background music and later transitioning to dancing.
- Timing and Duration: 3 hours 30 minutes, starting at 6:00 pm, fitting well into an evening outing.
- Group Size: Up to 15 travelers, creating a cozy, intimate atmosphere.
- Weather Sensitivity: The experience is weather-dependent; cancellations are possible due to poor conditions.
Setting the Scene: What to Expect on This Dinner Cruise

The Toronto Obsession III departs from the Harbourfront Centre at 6:00 pm, making it an ideal sunset or early evening experience. From the moment you step aboard, you’re greeted with the promise of a scenic voyage coupled with a quality dining experience. The boat itself is designed for comfort and style, with panoramic windows that enhance the views and allow everyone to soak in the cityscape.
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The Itinerary and Key Stops
The cruise’s main highlight is the 360-degree view of Toronto’s skyline. As you drift along the harbor, your gaze is drawn to iconic landmarks, the Toronto Islands, and the shimmering Lake Ontario. This stretch is perfect for photography, especially as the sun begins to set, casting warm hues over the city and water.
While the cruise only has one primary stop—Harbourfront Centre—the journey is about the experience of being on the water. The view of Toronto’s skyline at night is generally considered one of the best in the city. Many reviews mention how photogenic and atmospheric the scenery is, especially with the city lights reflecting on the water.
The Dining Experience
The star of the cruise is undoubtedly the 4-course meal. Expect a selection of appetizers, salads, and entrees crafted to satisfy a variety of tastes, including vegetarian options if pre-arranged. The menu’s quality is often praised, with guests noting that the meals are both well-presented and flavorful, making the cruise feel like a floating fine dining experience.
Though drinks are not included, they are available for purchase on board. This allows guests to customize their beverages—whether you prefer a glass of wine, a cocktail, or soft drinks—to complement your meal. It’s worth budgeting extra for drinks, especially if you’re celebrating something special or want a toast as the city lights come into view.
Entertainment and Atmosphere
Throughout the cruise, a DJ provides background music, creating a relaxed ambiance. As the evening progresses, the music transitions into lively dance tunes, inviting guests to hit the dance floor. The atmosphere is generally lively but not overcrowded, with plenty of space to move or sit back and enjoy the scenery.
Guests have described the onboard vibe as both elegant and fun, thanks to the carefully curated music and cozy group size. The limited number of travelers (max 15) means the experience feels intimate rather than crowded, which enhances the overall enjoyment.
The Experience in Detail: What You Should Know

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Price and Value
At $126.89 per person, this cruise offers good value considering the scenic views, a full 4-course dinner, and onboard entertainment. When comparing similar waterfront dinner options, this package balances price with the quality of experience and intimacy. You’re paying for more than just a meal—you’re investing in a memorable evening and great photo opportunities.
Duration and Timing
The 3 hours 30 minutes duration is ample for a relaxed dinner, scenic cruising, and some dancing. Starting at 6:00 pm, it’s well-suited for an early evening activity, especially if you plan to continue your night elsewhere afterward.
Group Size and Atmosphere
With a maximum of 15 travelers, this cruise tends to attract smaller groups, making conversations easier, and the vibe more personal. Many reviews mention how this size creates a friendly atmosphere, ideal for couples, small groups of friends, or even a romantic date.
Accessibility and Practicalities
Service animals are allowed, and vegetarian options are available, which is thoughtful. Since most travelers can participate, the cruise is suitable for a broad audience, including those with specific dietary needs. However, note that hotel pickup and drop-off are not included, so you’ll need to arrange your own transportation to the meeting point.
Weather Considerations
This experience is weather-dependent. If poor weather causes cancellations, you might be able to reschedule or get a full refund, making it relatively flexible in terms of planning. Still, travelers should be prepared for possible changes, especially in colder or rainy seasons.
Booking and Availability
Most bookings are made about 60 days in advance, indicating popularity and the need to plan ahead if you want to secure your spot. The cruise schedule is only finalized at the end of March, so bookings before April 1st are subject to cancellation if the cruise isn’t available.
Who Would Love This Experience?

This dinner cruise is perfect for romantic couples seeking a special night with beautiful city views, small groups of friends wanting a lively yet intimate outing, or celebrants marking birthdays and anniversaries. It’s also a great way for visitors to see Toronto from a different angle, especially during sunset or after dark when the city lights sparkle on the water.
While it’s a fantastic experience for many, if you’re looking for a lively party or a full sightseeing tour with multiple stops, you might find other options more fitting. But for a relaxed, scenic dining experience with added entertainment, it hits the sweet spot.
The Sum Up

The Toronto Obsession III Dinner Cruise offers a well-rounded evening combining beautiful vistas, tasty food, and good music, all within a comfortable, small-group setting. Its value shines through in the quality of the meal, the stunning scenery, and the intimate atmosphere.
It’s best suited for those wanting a memorable, visually spectacular night out—whether celebrating a special occasion or simply craving a unique perspective of Toronto’s waterfront. Just remember, good weather makes all the difference, so plan accordingly.
For anyone looking to combine sightseeing, fine dining, and entertainment in one balanced package, this cruise provides a charming and enjoyable experience.
FAQ

Is this cruise suitable for vegetarians?
Yes, vegetarian options are available; just be sure to advise at the time of booking if needed.
What is included in the price?
The price covers a 4-course meal, a 3-hour cruise around Toronto Harbour, and onboard entertainment including music and dancing.
Are drinks included?
No, drinks are not included but are available for purchase on board, so plan to budget extra if you’d like beverages with your meal.
How long is the cruise?
The cruise lasts approximately 3 hours and 30 minutes, starting at 6:00 pm.
Can I cancel if the weather is bad?
Yes, the experience requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.
What is the maximum group size?
The cruise hosts up to 15 travelers, creating a cozy, intimate environment.
Where do I meet for the cruise?
The meeting point is at Obsession III on Harbourfront West, Toronto, and you are responsible for your own transportation there.
This detailed review aims to help you decide if this dinner cruise fits your idea of a perfect night out on Toronto’s waters. Whether you’re celebrating or just exploring the city from a new angle, it’s an experience worth considering.
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