Toronto’s reputation as Canada’s largest city often centers on its skyscrapers, diverse neighborhoods, and vibrant arts scene. But did you know that Toronto is also a fantastic base for exploring Ontario’s renowned wine regions? Just a short drive from downtown, you can enjoy everything from classic winery visits to luxurious aerial tours. For example, at number 4 on our list, the Niagara Falls Tour from Toronto with Winery & Niagara on The Lake combines a scenic wine tasting with free time at one of Canada’s most picturesque towns. Plus, the Luxury Wine Tours to Niagara On The Lake offers a high-end experience with a 3-course lunch and visits to four wineries, including an ice wine lounge — perfect for connoisseurs.
Whether you’re seeking a full-day adventure, a luxury experience, or a quirky tasting session in the city, Toronto’s options for wine lovers are surprisingly versatile. Now, let’s explore the best wine tours available, so you can find the perfect match for your style and budget.
1. From Toronto: Niagara Falls + Winery, Cruise, & Lunch Option
At number 1, this full-day trip offers a balanced mix of spectacular views, winery visits, and hands-on experiences. The tour starts with a visit to Niagara Falls, where you can skip the lines for the Hornblower cruise and sail close to the falls — a real highlight. You’ll also tour a local winery, enjoy a delicious lunch overlooking the falls, and explore Niagara-on-the-Lake’s shops and sights. The tour is praised for its live commentary and flexible options for the cruise and lunch, making it great for first-timers and seasoned travelers alike.
The 10-hour itinerary is perfect for those who want a comprehensive day, with reviews mentioning the smoothness of the trip and friendly guides. The price is reasonable at $78 per person, offering good value considering the inclusions. If you want a classic experience with a bit of everything, this tour fits the bill.
Bottom Line: Ideal for travelers wanting a full, hassle-free day with iconic scenery and a taste of local wines.
2. Toronto: Niagara-on-the-Lake, Wine Tasting & Chocolate Day Tour
Number 2 on our list takes a more indulgent approach, combining wine tasting, chocolate, and scenic exploration. This tour includes a visit to Jackson Triggs Estate Winery where you can sample five award-winning wines, including the famous ice wine — a must-try local specialty. Afterward, enjoy a guided tour of the CFX Chocolate Factory, where you’ll learn how chocolates are made and sample plenty of confections.
The tour also features stops at Walker’s Country Market and the Living Water Wayside Chapel, giving you a taste of local life along the way. The 9-hour experience is highly rated for its engaging guide and seamless transportation. Priced at $110.45, it offers excellent value considering the multiple activities included.
Guests love the variety, with many mentioning the fun of combining sweet treats with wine. This tour is perfect for those with a sweet tooth and a love for wine history.
Bottom Line: A fun, flavorful day for couples or friends who enjoy wine and chocolate pairing.
3. Niagara Falls Day Tour from Toronto Includes Boat Tour and Winery
Number 3 features a comprehensive itinerary with an emphasis on flexibility. Starting from Toronto, you’ll visit a Niagara-on-the-Lake winery and enjoy a premium wine tasting before heading to Niagara Falls, where you can take a Hornblower cruise in summer or explore Journey Behind the Falls in winter. The trip includes hotel pickup and drop-off, making it a hassle-free option.
The tour receives praise for its knowledgeable guide and the ability to customize your experience. The 10-hour duration and cost of $140.91 are reasonable for the variety of activities, including a close-up view of the falls and a wine experience.
Guests appreciate the balance of guided sightseeing and free time, giving you space to explore or relax as you prefer.
Bottom Line: Best suited for travelers wanting a flexible, well-rounded day with iconic sights and quality wine tasting.
4. Niagara Falls Tour from Toronto with Winery & Niagara on The Lake
Number 4 is a two-in-one experience that’s perfect for those who want both the thrill of Niagara Falls and the charm of Niagara-on-the-Lake. Starting with a winery visit that includes a tudored tasting, you then get free time in Niagara-on-the-Lake for sightseeing and lunch—choices are yours.
The tour price of $88.95 for about 10 hours makes it an attractive option for budget-conscious travelers. It includes a wine tasting experience plus free time, but you can also opt for more activities in the area. Past guests mention the convenience and the opportunity to explore at their own pace.
Bottom Line: Great for those who want a flexible day with wine, sightseeing, and independent exploration.
5. Toronto: Niagara-on-the-Lake, Wine Tasting & Chocolate Tour
Number 5 combines wine, chocolate, and scenic town exploration in a 9-hour trip. It includes a guided tour of Jackson Triggs, sampling five wines, and two hours in Niagara-on-the-Lake to stroll, shop, and enjoy the atmosphere. The guide’s knowledgeable commentary and the comfortable mini-bus make for a relaxed experience.
Priced at $109, this tour offers a balanced mix of activities, and travelers love the blend of wine and sweet treats. The small group size and focus on quality make it suitable for couples or small groups.
Bottom Line: Perfect for those wanting a rich taste of wine and chocolate in a scenic setting.
6. Toronto’s Most Unpretentious Wine Tasting
Number 6 is a fun, lively experience that breaks the typical wine tasting mold. It’s an informal, social event showcasing rare Canadian wines with generous pours and a relaxed vibe. The event includes local farm-sourced snacks and is ideal for celebrating special occasions or just enjoying a night out.
The small size (6 reviews) and 2-hour duration make it a personalized experience. Many reviewers mention the fun atmosphere and the chance to taste wines not available elsewhere. It’s great for groups looking for something different from the usual wine tours.
Bottom Line: Best suited for wine lovers who want a casual, authentic taste of Canadian wines with a side of laughs.
7. Luxury Wine Tours to Niagara On The Lake
Number 7 offers an ultra-premium experience with visits to four wineries, including a parka-wrapped ice lounge at Peller Estates, and a 3-course lunch. This small-group tour ensures personalized attention and includes specialty tastings, such as ice wine.
The 9-hour itinerary is priced at $425, reflecting its high-end approach and exclusive access. Reviews praise the expert guides and the opportunity to sample top-tier wines in a luxurious setting. It’s perfect for celebrating a special occasion or for travelers wanting the best of Ontario’s wine scene.
Bottom Line: For aficionados seeking a refined, intimate experience with gourmet food and premium tastings.
8. Private Niagara Falls-Niagara-on-the-Lake Day Trip and Winery Tour
Number 8 is a tailor-made tour ideal for small groups or private parties. It combines Niagara Falls’ main attractions with time in Niagara-on-the-Lake and visits to four local wineries or breweries. The flexibility allows you to customize your day, including optional attractions like the journey behind the falls or a craft brew sampling.
At $445.40 per person, this is a premium, exclusive experience with hotel pickup and drop-off included. Past travelers appreciate the bespoke nature of the tour and the personalized attention. It’s perfect for those who want privacy and full control over their itinerary.
Bottom Line: Best for travelers seeking a private, customizable day with a focus on personalized experiences.
9. Toronto’s Most Unpretentious Wine Tasting
Number 9 offers a fun and unpretentious way to taste rare Canadian wines with generous pours. This social event is perfect for celebrations or casual get-togethers, emphasizing stories and connection over formality.
The 2-hour duration and small group setting create an intimate vibe. Reviewers mention how much they learned and enjoyed the laid-back atmosphere. If you want to experience Canadian wines without the fuss, this is a top choice.
Bottom Line: Ideal for relaxed wine lovers who want to taste exceptional Canadian wines in a friendly environment.
10. Toronto Aerial Tour with Niagara Winery Tasting Tour with iflyTOTO
Number 10 combines a luxury air experience with a winery visit. After taking a VIP helicopter flight over Toronto and Niagara, you’ll land at a top winery for tastings, then return by limo bus. The full experience lasts about 5 hours and costs $229.80.
This tour is for those wanting the ultimate in luxury and views, offering a memorable perspective on the region’s landscape. People love the breathtaking aerial views and the chance to combine flight with wine tasting.
Bottom Line: Perfect for travelers craving a once-in-a-lifetime experience blending scenery and luxury.
How to Choose Your Perfect Toronto Wine Tour
When selecting a wine tour, consider your budget, time available, and interest level. If you want a comprehensive full-day experience with sightseeing, the From Toronto: Niagara Falls + Winery, Cruise, & Lunch offers great value. For a luxury splurge, the Luxury Wine Tours to Niagara On The Lake is unmatched.
Travelers seeking a more casual or social vibe might prefer the Toronto’s Most Unpretentious Wine Tasting, while those wanting a private experience should consider the Private Niagara Falls-Niagara-on-the-Lake Day Trip.
Booking early is advised, especially for specialized or private tours, to secure spots during peak seasons. Also, think about seasonal factors—some tours include boat cruises only in summer, while others feature winter attractions.
Final Thoughts
From classic day trips to luxury private tours, Toronto’s options for wine tasting and sightseeing are impressive. For most travelers, a balanced tour like the Niagara Falls + Winery, Cruise, & Lunch offers excellent value, especially if you want a bit of everything. For those celebrating a special occasion or seeking exclusivity, the Luxury Niagara-on-the-Lake Tour is unbeatable.
If you’re looking to explore Ontario’s renowned wine regions with ease, these tours provide more than just tastings—they offer immersive experiences full of local flavor, stunning scenery, and memorable moments. Book early, plan well, and enjoy discovering why Toronto’s nearby vineyards are worth the trip.