Featured Dates
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Summer Sin: Treats on Queen Street
If you and your date are big snackers, you'll love this itinerary! Make three stops along Queen Street West grabbing some tasteful bites as you go.
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Toronto's Ultimate Night Out: Film, Food, And Beats
Indulge in comfort food at Gabby's Restaurant & Pub in Toronto. Then, attend the Opening Night feature film "Fancy Dance." After the movie, venture to the Opening Night Party at Steam Whistle Brewery.
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Music Lovers: Best Of The Music Scene On Queen West
A must attend date for any music and vinyl lovers. Hit up the best vinyl shops on Queen West and visit live music venues that make Queen West the centre of Toronto’s music scene.
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A Plant-Iful Afternoon: Garden Café + Brunch
Get ready for a peaceful green afternoon! Start out with some coffee and light plant shopping at Queen Garden, then make your way down to Pasaj for a Turkish breakfast feast.
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Art And Entertainment: A Date Night In Graffiti Alley And Tilt Arcade Bar
A romantic evening date night in Toronto with Graffiti Alley and Tilt Arcade Bar.
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Sweet Illusions: A Date Night Filled With Museum Fun And Sweet Treats
Learn that there is more than meets the eye by exploring at the Museum of Illusions! Then satisfy your sweet tooth with desserts from Melt n Dip, grab a coffee to go as you head to Berczy Park.
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Sweets And Serenade: Dessert From Touti Cafe + Music In The Garden
Pick up a sweet treat from Touti Cafe, then head to the Toronto Music Garden for a delightful live music performance. End the night with a photo at the iconic Red Canoe at Canoe Landing Park.
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The Ultimate Royal Experience: A Day Of Discovery, Dining, And Delight At Casa Loma
Explore the grandeur and history of the castle, with a self-guided tour. Enjoy fine dining at the castle's restaurant, savouring the flavours and culinary experience fit for royalty.
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Sweet Illusions: A Date Night Filled With Museum Fun And Sweet Treats
Explore the Museum of Illusions then satisfy your sweet tooth with desserts from Melt n Dip as you head to Berczy Park to check out the fountain.
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An Artful Afternoon in the Heart of Toronto
An afternoon of free art, coffee, cocktails and other activities in the Heart of Toronto.
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The Cabbagetown Experience: Endless Fun on a Beer Budget
A night in Cabbagetown on a Beer budget!
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You're So Humber Baby
A canoe trip to nowhere in the heart of the city pairs well with hidden culinary gems, independent stores, and festivals on the West End of the city.
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Experience The Magic Of Islamic Art
A day to embark on a journey to try middle eastern food, visit a cultural exhibition and attend a soulful performance.
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Distillery Daze: Lunch + Live Performance
Fill your cup with culture and cuisine during this afternoon in the Distillery District!
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Middle Eastern Odyssey: A Cultural And Culinary Journey With Global Voices Performance
A day to embark on a journey to explore the charm of the middle east, try middle eastern Arabic cuisine, and attend a global voices performance.
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An Unforgettable Night of Indigenous Art, Latin Cuisine, and Electronic Pow Wow
An unforgettable night of Indigenous art and mouth-watering Latin American cuisine at Lena Restaurante.
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Beach Day: Paddle On Lake Ontario + Picnic On Cherry Beach
Spend some time in the sun on the water, kayaking or paddle boarding to your heart's desire. Plus enjoy a picnic on Cherry Beach, a true Toronto hidden gem!
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Swing Dancin’ Downtown + Latin Coastal Cuisine
Enjoy a dinner of latin inspired eats at Baro, then learn to swing dance at Drom Taberna.
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Gin & Jazz At Reid’s Distillery
Enjoy live jazz and craft gin cocktails at Reid's Distillery.
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Best Of King West: Little Sister Dutch Indo + Music At Drom
Light up the night on King West with dinner at Little Sister Dutch Indonesian Restaurant and live music and the happenin’ Drom Taberna.
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Cheese Lovers: A Kensington Market Cheese Tour
If you think the way to their heart is cheese, this is the date for you! Tour Kensington Market’s top cheese boutiques and grab drinks at Trinity Common.
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Storybook Romance: Lover's Book Crawl in The Junction
Calling all literature lovers! Spend your afternoon book thrifting before heading to the literature themed cocktail bar Famous Last Words.
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A Walk In The Valley: Evergreen Brickworks Trails + Farmer’s Market
A romantic walk through tall trees and lush foliage, plus a visit to the farmer’s market.
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Love & Chocolate: Artisan Chocolate Tour in The Distillery
Chocolate lovers unite! Enjoy a tour of the Distillery District’s best chocolate makers.
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Music Lovers: Best Of The Music Scene On Queen West
A must attend date for any music and vinyl lovers. Hit up the best vinyl shops on Queen West and visit live music venues that make Queen West the centre of Toronto’s music scene.
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Triple B: Board Games, Brunch & Bumpin’ Tunes
Enjoy brunch with live music and board games to boot at Bampot Tea House.
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Game On: Zed*80 Arcade + Ryus Noodle Bar
A night of fun, games and delicious ramen. Start with dinner at Ryus Noodle Bar and head to Zed*80 for retro arcade games!
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Stay Cozy: Candle Making Workshop + Italian Cafe
Get cozy with a candle making workshop and 5 Elements Espresso Bar.
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Gallery Hopping Junction Triangle: Breweries + Galleries
Take in the best of the Junction Triangle while you tour the neighbourhood’s favourite breweries and art galleries.
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East End Delights
Enjoy this super cute outdoor date, start with walking the Riverdale Farm trails and then grab a mouthwatering lunch from Completo Sandwiches.
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Opera Pub + Bar Poet
Start with appetizers and cool cocktails at Bar Poet, then grab a seat at the Drake Hotel for Opera Pub.
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Music Lovers: Best Of The Music Scene On Queen West
A must attend date for any music and vinyl lovers. Hit up the best vinyl shops on Queen West and visit live music venues that make Queen West the centre of Toronto’s music scene.
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An Afternoon with Art: Infinity Mirrored Room at the AGO + Brunch at Light Cafe
Hang out in the famous Art Gallery of Ontario and check out the hottest new exhibit then indulge in a delicious brunch at Light Café.
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Let's Go Paint the Town: Wine Flights + Music at The Painted Lady
Take a vino-inspired journey at the Downtown Winery and take in live music at The Painted Lady.
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Game On: Zed*80 Arcade + Ryus Noodle Bar
A night of fun, games and delicious ramen. Start with dinner at Ryus Noodle Bar and head to Zed*80 for retro arcade games!
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Gallery Hopping Junction Triangle: Breweries + Galleries
Take in the best of the Junction Triangle while you tour the neighbourhood’s favourite breweries and art galleries.
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Local Love: Kensington Market
Explore Kensington Market, one of Toronto’s fav neighbourhoods. Follow this itinerary to discover the best shops and places to eat!
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Skate Date in The City: Nathan Phillips
Celebrate winter weather with a skate in Toronto’s most famous rink, followed by board games at a cozy cafe.
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Local Love: Greektown
Explore the vibrant neighbourhood of Greektown where you’ll find plenty of markets, home decor stores and top notch restaurants.
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Food for the Soul: Retro Tunes & Contemporary Food at Mrs Robinson
Mrs Robinson is a retro inspired restaurant hosting live music and DJs four nights a week. Come for dinner and stay for the music!