Who doesn’t love a fun night out at the movies or dancing until dawn? But sometimes, when you’re craving something a little more refined—something that makes you feel like a true adult—it’s time for a wine tasting!
Picture yourself sipping on bold reds and crisp whites and discovering new favorites, all while enjoying the company of friends or a quiet moment to yourself. You also get to learn from knowledgeable sommeliers and maybe even find your next go-to bottle.
So, for the best spots in the city where you can indulge in the ultimate wine experience, here are the top wine tastings you absolutely have to check out.
The Wine Sisters
Media credit: the_wine_sisters
Website: https://www.thewinesisters.com/
Instagram: https://www.instagram.com/the_wine_sisters
Address: 150 King St W 27th floor
Hours: Mon – Sat: 12 PM – 8 PM
Contact: (647) 298-0757
The Wine Sisters is one of Toronto’s leading sommelier services and wine events companies that specializes in creating personalized, engaging wine experiences.
Try their Tutored Wine Tastings. It’s the ideal blend of education and entertainment, with each session offering a mix of fascinating wine facts and fun discussion.
A popular wine-tasting theme is Wine Foundations, which covers the basics of tasting four wines. Another is Tastings of Specific Regions, where you can explore the wines of places like Italy, France, and Spain—all while sampling four fantastic wines.
We think the pricing is approachable, with packages starting at just $69 per person, and premium tastings available from $89 per person. Add a delicious cheese platter for just $25/person, and you’ll have the perfect pairing!
Pro Tip:
Can’t make it in person? Virtual wine tastings are available, wherein you’ll receive a wine list ahead of time, so you can gather what you need for the tasting.
Paired Tastings and Events
Media credit: pairedontario
Website: https://pairedtastings.org/
Instagram: https://www.instagram.com/pairedontario
Address: Depends on booking
Hours: Mon – Sun: Open 24 hours
Contact: (289) 808-4129
Paired Tastings and Events offers luxury private wine tastings paired with delectable cheese and charcuterie led by your personal sommelier, Randi.
For private gatherings, you can choose between standard wine tastings, which feature approachable wines from around the world. You can also choose premium tastings, which include 6 premium wines and a sparkling treat to welcome your guests.
For corporate clients, creative options like wine mixers to wow your clients or team bonding tastings to boost morale are available.
As a bonus, their out-of-house sommelier services mean they can craft a completely unique experience wherever you are—whether it’s a dinner party or a bridal shower.
Pro Tip:
Planning a larger gathering? We suggest splurging on their Wine Tasting Stations—guests can mingle and explore various stations, each featuring thoughtfully paired grazing tables and exquisite wines poured by a private sommelier.
Sips Toronto
Media credit: boires.on
Website: https://sipstoronto.com/
Instagram: https://www.instagram.com/boires.on
Address: 1583 Dupont St
Hours: Open 24 hours
Contact Details: (647) 656-1531
Sips Toronto is known for its curated wine tastings and expert services. They actually work with top purveyors so that every event or service is nothing short of spectacular.
We love their In-Person Seated Wine Tasting, where you choose the theme, and they take care of the rest. They’ll pair the wines with delicious snacks or canapés and even let you pick your stemware.
For those who want a more dynamic vibe, their Tasting Bar brings the fun to your next event. With friendly sommeliers on hand to answer questions, it’s a fantastic way to bring people together over great wine.
Their Virtual Tastings are also an incredible option. Each guest receives a customized flight of wines—whether samples, bottles, or both—delivered right to their door, and it’s paired with expertly selected cheese, charcuterie, and custom garnishes.
Pro Tip:
If you’re a serious wine collector or simply love keeping your collection in pristine condition, try their wine cellar management service. Not only will your wine cellar look stunning, but it’ll also be well-organized and ready for any occasion!
Downtown Winery
Media credit: downtownwineryto
Website: http://downtownwineryto.com/
Instagram: https://www.instagram.com/downtownwineryto/
Address: 30 Ossington Ave
Hours:
- Tue – Wed, Sun: 12 PM – 8 PM
- Thurs – Sat: 12 PM – 11 PM
Contact: (416) 537-0416
Downtown Winery is a family-owned and operated winery that has been serving the Ossington community for over 30 years.
For a truly special experience, book a private wine tasting in their on-site cellar with owner Aimee Macedo. She’ll guide you through 5-6 wines, sharing insights on regions, varietals, and the winemaking process.
Pair your tasting with some snacks from their ‘petiscos’ menu (think small, flavorful plates), and you’ve got yourself a relaxed yet sophisticated gathering. At just $45 per person, it’s a fantastic way to learn about wine while savoring every sip.
Their tasting room is also available for parties, corporate gatherings, chef dinners, and more. And thanks to their on-site kitchen facility, you can hire your own chef or collaborate with one of their catering partners.
Pro Tip:
Try their daily happy hour from 2 to 6 PM and enjoy a 5 oz glass of wine for just $5. It’s the perfect way to treat yourself or catch up with friends without breaking the bank.
Fielding Estate Winery
Media credit: fieldingwinery
Website: https://fieldingwines.com/
Instagram: https://www.instagram.com/fieldingwinery/
Address: 4020 Locust Ln, Lincoln
Hours: Mon – Sun: 10:30 AM – 5:30 PM
Contact Details: (905) 563-0668
Nestled in the beautiful Niagara region, Fielding Estate Winery has been a go-to destination for wine lovers since 2005. They’re known for producing award-winning, small-lot VQA wines.
One of their most exciting offerings is the Wine Dome Tasting Experience. Sip on your choice of wine or cider by the glass or sample a flight as you take in the scenic vineyard views through the transparent, heated dome walls.
Prefer the indoors? Make a reservation at the Wine Lodge, where you can savor your wine or cider alongside delicious snacks from their lite bites menu.
And for those who love a classic vineyard experience, their outdoor Vineyard Lounge and patio is the perfect spot to relax under the sun. It’s open from May to late fall.
Pro Tip:
If you love discovering unique vintages and want to enjoy exclusive perks (like us!), joining Fielding Estate Winery’s Wine Club is a no-brainer! As a member, you’ll gain access to rare releases, discounts, and complimentary tastings.
Sommelier Factory Wine Tasting and Events
Media credit: sfwinebar
Website: https://www.sommelierfactory.com/
Instagram: https://www.instagram.com/sfwinebar
Address: 364 Adelaide St W
Hours:
- Monday: 6:30 PM – 10 PM
- Tue – Fri: 12 PM –10 PM
Contact: (416) 707-3353
Sommelier Factory is a charming spot that’s equal parts wine bar, eatery, and bottle shop—basically everything a wine lover could dream of.
Their wine tastings are a highlight, and a crowd favorite is their Sparkling Wine Comparative Blind Tasting. Here, you’ll taste and compare some of the most delicious sparkling wines from around the globe.
If bubbles aren’t your thing, you can opt for tastings centered around specific wine regions, like Spain, France, New Zealand, or Italy.
For wine beginners, their Foundation Program is the perfect starting point. This guided tasting takes you through the major wine regions and grape varieties of the world.
Pro Tip:
Don’t skip the food! We recommend pairing your wine with their Cantabrian anchovy fillets served with olive oil, bread, and Normandy butter—yum!
Paradise Grapevine Winery
Media credit: paradisegrapevine
Website: https://paradisegrapevine.com/
Instagram: https://www.instagram.com/paradisegrapevine
Address: 218 Geary Ave
Hours: Tue – Sun: 5 PM – 12 AM
Contact: https://paradisegrapevine.com/pages/contact
Paradise Grapevine is Toronto’s first and only grapes-to-bottle winery. Their philosophy is refreshingly simple: wine made from grapes—just grapes (no other additives).
Working with some of the best farmers in the Niagara Peninsula, they source premium grapes, handpick them during harvest, and vinify them right in the heart of Toronto.
One of the best ways to explore their approach is through their Wine and Cheese Tastings, held every Saturday afternoon. Sip on an ever-changing lineup of wines, including some straight from the barrel, and pair them with artisanal cheeses.
But if you’re looking for something more personalized, we suggest booking a private wine tasting for friends, family, or colleagues, tailored to your group’s preferences.
Pro Tip:
For a truly immersive experience, book a private event in their Geary Avenue production space. Enjoy the rustic ambiance, surrounded by barrels and tanks, paired with the aromas of active wine fermentation.
The Daughter
Media credit: thedaughter_toronto
Website: http://thedaughter.ca/
Instagram: https://www.instagram.com/thedaughter_toronto/
Address: 1560A Bayview Ave
Hours:
- Tuesday: 12 PM – 10 PM
- Wed – Thurs: 12 PM – 11 PM
- Fri – Sat : 12 PM – 12 AM
Contact: (647) 348-9928
The Daughter is a stylish bar and bottle shop that offers a thoughtfully curated selection of natural wines, beers, and ciders, all available to enjoy on-site or to-go.
The best way to learn about natural wine? Tasting, of course! They’ll take you on a journey with wine flights that let you explore regions like Austria, Spain, or Ontario.
If you’re planning a special event, their private lounge is an excellent choice. Hidden behind a concealed entrance, this space can host up to 30 people; for larger parties, you can book the bar and lounge together, accommodating up to 99 guests.
You can also have a set-date experience that can be booked online. Popular options include a 6-course Tasting Menu & Wine Pairing or An Evening with Champagne.
Pro Tip:
For aspiring wine collectors, let The Daughter help you curate a custom collection of natural wines. They’ll handpick the perfect bottles to elevate any occasion.
Grape Witches
Media credit: grapewitches
Website: https://grapewitches.com/
Instagram: https://www.instagram.com/grapewitches
Address: 1247 Dundas St W
Hours:
- Mon – Wed, Sun: 12 PM – 10 PM
- Thurs – Sat: 12 PM – 11 PM
Contact Details: (416) 546-2151
As Toronto’s largest natural wine shop and bar, Grape Witches offers an incredible selection of over 300 rotating organic, biodynamic, and natural wines.
For a deeper dive into natural wine, check out their Education Hour: Natural Wine 201. During this tasting, you’ll sip on five excellent and unique wines while learning all about what makes natural wine so special.
If you’re feeling adventurous, their Education Hour: Freaky Scale is a must-try. This class takes you through five wines, ranked from levels 1-5 on their “freaky scale.”
Plus, we just adore their back patio, complete with a fountain—quite perfect for catching up with friends, enjoying a date, or simply unwinding after a long day.
Pro Tip:
If you’re not sure where to start, try one of their amazing subscription options. With choices like Super Fresh, Fresh, Fancy, and Super Fancy, you can have amazing natural wines delivered right to your door.
Norman Hardie Winery
Media credit: normanhardiewinery
Website: https://www.normanhardie.com/
Instagram: https://www.instagram.com/normanhardiewinery/
Address: 1152 Greer Rd, Wellington
Hours:
- Mon – Fri, Sun: 11 AM – 4 PM
- Saturday: 11 AM – 5 PM
Contact: (613) 399-5297
Norman Hardie Winery specializes in cool-climate wines. Nestled in the heart of Prince Edward County and Niagara, the winery uses sites with the perfect mix of clay and limestone soils to produce mineral-driven wines.
They’re known for their exquisite Pinot Noir, Chardonnay, and other cool-climate varieties. In fact, they’re featured in some of the top restaurants across Canada and in over 40 Michelin-Star restaurants around the globe—wow!
Try their Tasting Bar, which is open 7 days a week on a first-come, first-served basis. All are welcome to explore their lineup of wines, which are all VegeCert Vegan-certified.
For a more immersive experience, we recommend booking their Curated Winery Tour & Tasting. This takes you through the vineyard and concludes in the Barrel Cellar, where you’ll taste premium back-vintage wines straight from French oak barrels.
Pro Tip:
Can’t make it to the winery? You can order their wines for delivery across Canada, including Quebec, through their online shop; in fact, Ontario orders over $20 even qualify for free delivery!