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Best of Toronto

The Best Date Night Spots in Toronto (2026)

Osteria Giulia, Scaramouche, Canoe, and Quetzal anchor this guide. Michelin rooms, skyline tables, wine bars, unmarked cocktail dens, a jazz supper club, a revolving tower, and a castle walk — restaurants, bars, and experiences verified August 2026. Mix of neighbourhoods; every profile has an official-site hero.

Updated for 2026•18 Destinations
No.1
Osteria Giulia Yorkville dining room from osteriagiulia.ca
Restaurant• Yorkville

Osteria Giulia

“Best special-occasion table: Ligurian seafood, focaccia di Recco, and a 14-day OpenTable window that actually disappears.”

— Very Toronto Editors

**What is Osteria Giulia?** Anchored along Avenue Road in Yorkville, Osteria Giulia is chef Rob Rossi and David Minicucci’s Michelin-starred ode to the Ligurian coast. The sleek dining room pairs warm blond oak and curved travertine surfaces with low-lit, tailored elegance and front-row seats at the chef's counter. The atmosphere is composed, refined, and distinctly sophisticated, prioritizing meticulous culinary execution over a loud scene. **Osteria Giulia Menu & What to Order** The kitchen bypasses standard red-sauce fare in favor of delicate coastal Italian seafood and regional hand-rolled pastas. Start without fail with the focaccia di Recco, a thin, crispy unleavened flatbread stuffed with molten stracchino cheese, alongside the deftly executed vitello tonnato. For mains, order the trofie al pesto or rich paccheri alla Genovese, and pair your meal with a selection from their deep list of northern Italian wines and rare amari. **Know Before You Go** Tables unlock 14 days in advance at midnight on OpenTable, and weekend dinner reservations disappear almost instantly. Prime-time walk-ins are virtually out of reach, though solo diners or early arrivals might catch an unreserved stool at the bar. The restaurant serves dinner seven nights a week from 5:00 p.m. to 10:00 p.m., with easy access from Bay or Museum subway stations.

No.2
Scaramouche dining room photography from scaramoucherestaurant.com
Restaurant• South Hill

Scaramouche

“Best view date in midtown: book the window, order the coconut cream pie, and use the complimentary valet.”

— Very Toronto Editors

**What is Scaramouche?** Discreetly situated inside the Benvenuto apartment complex at One Benvenuto Place, Scaramouche has defined South Hill fine dining since 1980. Chef and co-owner Keith Froggett alongside Carl Korte deliver enduring French-contemporary elegance across two distinct spaces: the formal, candlelit main room framing panoramic downtown skyline views, and the more relaxed, convivial Pasta Bar & Grill. **Scaramouche Menu & What to Order** The kitchen sidesteps trend cycles in favour of rock-solid French technique and precise seasonal sourcing. Start with the silky foie gras terrine or yellowfin tuna tartare before moving to the butter-poached lobster or the signature truffled mushroom pasta. Backed by an extensive old-world-leaning wine program, every dinner should culminate in the city's undisputed benchmark dessert: the legendary coconut cream pie. **Know Before You Go** Reservations for the windowed dining room book up weeks in advance for weekend date nights and milestone anniversaries, whereas the pasta bar offers slightly more flexibility. Complimentary valet parking in the residential courtyard off Avenue Road takes the friction out of arriving by car. The kitchen opens for dinner service Monday through Saturday from 5:00 p.m. and remains closed on Sundays.

No.3
Canoe 54th-floor dining room from canoerestaurant.com
Restaurant• Financial District

Canoe

“Best high-floor weekday date: 54 storeys, a Canadian tasting, and a hard no on Saturday — the official site closes weekends to the public.”

— Very Toronto Editors

**What is Canoe?** Perched on the 54th floor of the TD Bank Tower at 66 Wellington Street West, Canoe has anchored Toronto's fine dining scene as Oliver & Bonacini’s flagship showcase of contemporary Canadian terroir. The refined dining room nods to the country's wilderness through rich wood textures, copper detailing, and sweeping floor-to-ceiling vistas over Lake Ontario and the skyline. Guests can settle into windowside dining tables, relax in the sleek cocktail lounge, or claim front-row seats along the chef's rail. **Canoe Menu & What to Order** The kitchen highlights seasonal regional ingredients through both an à la carte selection and the flagship multi-course Taste Canoe tasting menu. Notable creations include Dungeness crab porridge enriched with wild rice, game pithivier with foie gras, pan-roasted Haida Gwaii halibut, and Ontario bison tartare. Cocktails like the Canoe Old Fashioned, mixed with a custom rye blend, pair alongside an extensive sommelier-curated cellar. Vegetarian tasting alternatives are accommodated with advance notice, though wild game, heritage meats, and coastal seafood drive the primary menu. **Know Before You Go** Canoe operates exclusively Monday through Friday, reserving weekends entirely for private buyouts and weddings. Online reservations open three months in advance and fill quickly for prime sunset slots, though bar seating accepts walk-ins for drinks and à la carte dining. Underground parking is accessible within TD Bank Tower—with complimentary validation after 5:30 p.m. on weeknights—and the room is connected to both Union and St. Andrew stations via the PATH.

No.4
Quetzal open-fire Mexican photography from quetzaltoronto.com
Restaurant• Little Italy

Quetzal

“Best fire-pit date: masa, aguachile, and a 6–10 Wednesday–Sunday window — book the counter if you want the flames.”

— Very Toronto Editors

**What is Quetzal?** Anchoring College Street just east of Bathurst in Little Italy, Quetzal is executive chef Steven Molnar’s Michelin-starred celebration of regional Mexican cooking driven entirely by wood fire. The sleek, elongated dining room is framed by an undulating white ceiling, moody lighting, and teal banquettes running parallel to a roaring 28-foot open-hearth grill. Front cocktail bar stools and counter perches offer prime ringside views of the blistering embers and the kitchen team in constant motion. **Quetzal Menu & What to Order** Everything here touches smoke, anchored by heirloom corn that is nixtamalized, ground, and pressed in-house every single service. Start with the dry-aged amberjack aguachile and rich chanterelle-topped memela before committing to heavier hearth-roasted centerpieces like the whole seabream or the indulgent bone marrow with wild Argentinian shrimp. Pair your spread with a smoky mezcal cocktail like The Green Heather or opt for the family-style curated tasting menu to let the kitchen pace the meal. **Know Before You Go** Reservations release on OpenTable 30 days in advance at midnight and disappear rapidly for prime Friday and Saturday slots. A handful of bar-height seats are held for walk-ins right when doors open at 6:00 p.m., making early mid-week drops your best bet without a booking. The restaurant is open Wednesday through Sunday for dinner only, easily accessed via the 506 Carlton streetcar or the 511 Bathurst line.

No.5
Henry's Restaurant and Wine Bar photography from henrystoronto.ca
Restaurant• Queen West

Henry's Restaurant and Wine Bar

“Best wine-bar date west of downtown: marble bar, a grown-up list, and Tuesday–Saturday from 5 — book the garden when it is warm.”

— Very Toronto Editors

**What is Henry's Restaurant and Wine Bar?** Stationed just west of Trinity Bellwoods at 920-922 Queen Street West, Henry's is a Michelin-recommended restaurant, sleek wine bar, and retail bottle shop founded by hospitality veterans Ben and Roxanne Hodson. The room blends soft lime-washed walls, globe lighting, and plush forest-green banquettes arranged around a curved front bar and an open kitchen, extending out back to an herb-lined garden patio. **Henry's Restaurant and Wine Bar Menu & What to Order** The kitchen turns out an inventive, globally inflected bistro menu tailored to an expertly curated wine program. Start with the warm milk buns served with fermented honey butter alongside the crisp sesame shrimp toast with lemongrass aioli. For mains, the skate wing swimming in a vibrant green coconut curry with chili oil is a perennial standout, while plant-forward diners can look to bright plates like the refreshing lychee ceviche. Wrap up with the ancho-chili chocolate mousse, and let the sommeliers guide you through rare European labels and low-intervention pours. **Know Before You Go** Reservations are strongly recommended for prime evening services and the popular Tuesday family-style prix-fixe dinners, though early walk-ins can often find a stool at the front bar. The 501 Queen streetcar stops steps from the front door, while street parking along Queen West fills quickly on weekends. The dining room operates Tuesday through Saturday for dinner, while the adjacent retail wine shop is open Wednesday through Sunday for takeout bottles.

No.6
Bar Isabel patio and dining photography from barisabel.com
Restaurant• Little Italy

Bar Isabel

“Best lively Spanish date: octopus, sherry, Basque cake — bar seats if the four-tops are gone.”

— Very Toronto Editors

**What is Bar Isabel?** Anchoring Little Italy at 797 College Street, Bar Isabel is chef Grant van Gameren and co-owner Alessandro Pietropaolo's moodily lit Spanish tavern that redefined Toronto's tapas scene upon opening in 2013. The room captures an old-world Catalan tavern aesthetic with ornate dark woodwork, patterned tile floors, and a sultry amber-red glow. Diners pack tightly into curved booths, standard dining tables, a seasonal CafeTO curb-lane patio, and a bustling wooden bar counter where the vibe stays lively all night. **Bar Isabel Menu & What to Order** The kitchen turns out small and large sharing plates rooted in Basque and Catalan traditions with high-grade imported ingredients. The showstopper is the whole grilled octopus served fork-tender with charred edges over potatoes and greens, backed by hand-cut Jamón Ibérico Joselito, sea bream ceviche, and pan con tomate crowned with cured boquerones. Drink pairings lean heavily into natural Spanish wines, local craft beers, vermouths, and dry sherries, while the decadent Basque cake smothered in hot sherry cream is a non-negotiable ending. **Know Before You Go** Reservations open 28 days in advance via OpenTable and book quickly for prime evening seatings, though walk-in seats at the bar are held for pairs and solo diners. The seasonal curb-lane patio is uncovered, unheated, and weather-dependent, so reserve indoors if the forecast is unpredictable. Take the 506 Carlton streetcar along College Street for easy transit access, and note that late walk-ins are seated until 10:55 p.m. with the kitchen closing at 11:00 p.m.

No.7
Grey Gardens Kensington seafood and wine room hero
Restaurant• Kensington Market

Grey Gardens

“Best Kensington wine date: oysters, pasta, a low-intervention bottle — book the counter, do not assume Saturday walk-in.”

— Very Toronto Editors

**What is Grey Gardens?** Anchored at 199 Augusta Avenue in Kensington Market, Grey Gardens is acclaimed restaurateur Jen Agg’s polished seafood room and wine bar. The breezy, light-filled space blends pastel plaster walls, soft lighting, and delicate botanical murals with marble chef's counter seating, cozy dining banquettes, and a hidden seasonal patio. It effortlessly bridges the gap between an unpretentious neighborhood hangout and a Michelin Bib Gourmand-recognized culinary destination. **Grey Gardens Menu & What to Order** The kitchen turns out an evolving, produce- and seafood-centric menu that elevates simple ingredients with sharp culinary technique. Kick off the meal with freshly shucked oysters or the velvety smoked fish dip before moving into standout house-made pastas like the savory mackerel XO spaghetti and pillowy gnocchi sardi. Pair your plates with selections from their stellar, low-intervention and Old World-heavy bottle list, curated by sommeliers who are always ready to guide you to unusual and exciting pours. **Know Before You Go** Dining room tables fill up fast, making advance reservations on OpenTable essential for prime dinner hours, though early walk-ins can often snag bar stools up front. Kensington Market's narrow streets offer limited street parking, so arriving via the 510 Spadina or 506 Carlton streetcars is the easiest transit route. Grey Gardens operates for dinner Monday through Saturday from 5:00 p.m. to 10:00 p.m. and remains closed on Sundays.

No.8
FK official dining photography from fkrestauranttoronto.com
Restaurant• St. Clair West

FK

“Best neighbourhood special: call the Tuesday–Saturday hotline, eat the house bread, and book the 6:15 tasting if you want the whole kitchen.”

— Very Toronto Editors

**What is FK?** Set along St. Clair Avenue West near Arlington, FK is the intimate fine-dining dining room helmed by husband-and-wife duo Chef Frank Parhizgar and Shawn Cooper. Cooper styled the room in soft blues, pristine white table linens, and warm accent lighting, with seating spread across an inviting dining room, a marble bar counter, and a seasonal patio. Parhizgar fuses classical French technique with Canadian provenance, keeping the restaurant firmly on the Michelin Guide's recommended list. **FK Menu & What to Order** Dinner opens with an exceptional, complimentary basket of warm house-baked breads and infused compound butter—a signature standard kept alive from the duo's Frank's Kitchen days. The seasonal menu delivers precise plates like escargot bourguignon paired with melt-in-your-mouth wagyu short rib, rich duck egg yolk raviolo with shaved truffle, and pan-seared sablefish with miso butter. Parhizgar is a certified sommelier overseeing a 400-bottle cellar, offering curated wine pairings alongside mid-week multi-course tasting menus; vegetarian diners are accommodated with advance notice, and nobody should leave without ordering the goat-milk cheesecake. **Know Before You Go** FK manages its own reservations rather than using third-party booking apps, so plan to call the direct reservation hotline (416-551-9731), which is staffed Tuesday through Saturday starting at 1:30 p.m. Prime Friday and Saturday evening slots fill weeks ahead for date nights and anniversaries. Commuters can hop on the 512 St. Clair streetcar directly to Arlington Avenue, with metered street parking available along St. Clair.

No.9
Mamakas Taverna official photography from mamakas.ca
Restaurant• Ossington

Mamakas Taverna

“Best Greek share-table: dips, octopus, lamb — weekend lunch if you want daylight, dinner if you want the whole fish.”

— Very Toronto Editors

**What is Mamakas Taverna?** Occupying 80 Ossington Avenue at Humbert Street, Mamakas Taverna is restaurateur Thanos Tripi’s flagship homage to modern Aegean cooking. The whitewashed dining room channels a breezy Cycladic courtyard with exposed pale brick, soft ambient globe lighting, a lively bar counter, and sidewalk patio seating during warmer months. It remains one of the strip’s quintessential dining hubs, pairing high-energy communal taverna vibes with sharp, attentive service. **Mamakas Taverna Menu & What to Order** Start with freshly grilled pita alongside house dips like creamy taramosalata and spicy tirokafteri before slicing into a true horiatiki layered with imported Greek feta. For mains, order the charred grilled octopus (oktapodi) and the tender paidakia (charcoal-grilled lamb chops), or split a whole grilled lavraki dressed simply with lemon and olive oil. The beverage program leans entirely into regional authenticity with an outstanding all-Greek wine list spotlighting crisp Santorini Assyrtiko and earthy Xinomavro reds. **Know Before You Go** Dinner reservations are essential on Ossington, especially for prime evening slots and weekend seatings. Walk-ins have the best shot at snagging a bar seat right when doors open at 5:00 or 5:30 p.m. Ossington street parking is notoriously limited, making the 63 Ossington bus or 501 Queen streetcar your smoothest transit bet.

No.10
Le Sélect Bistro official dining-room photography from leselectbistro.com
Restaurant• King West

Le Sélect Bistro

“Best classic French date: steak frites and the rear jardin — tablecloth energy without a tasting-menu deposit.”

— Very Toronto Editors

**What is Le Sélect Bistro?** Anchoring 432 Wellington Street West, this multi-decade Parisian institution revived under Scale Hospitality and David Aisenstat remains one of King West’s quintessential brasseries. The room channels vintage France with mosaic tile floors, glowing milk-glass fixtures, and a classic zinc bar, opening up to a curbside street terrace in front and a tranquil, brick-walled rear jardin out back. **Le Sélect Bistro Menu & What to Order** The kitchen sticks resolutely to classic French bistro repertoire executed with precision and high-grade sourcing. Start with the beef tartare before moving to the crisp-skinned truite meunière in brown butter and capers, or the signature Burger Le Sélect crowned with melted gruyère and peppercorn aioli. Pair your meal with an exceptional pour from the storied 1,200-bottle cellar—one of the deepest collections of French labels in the country—and finish with the vanilla bean crème brûlée. **Know Before You Go** Reservations are strongly recommended for weekend dinners and coveted warm-weather tables in the secluded rear jardin. The $39 three-course weekday prix fixe is one of downtown Toronto's sharpest midday lunch values. Nearby paid parking is available at 421 and 465 Wellington Street West, while the 504 King streetcar stops just around the corner at Spadina.

No.11
Daphne official steak photography from daphnetoronto.com
Restaurant• Financial District

Daphne

“Best high-gloss impress: gold-curtain bar, twice-baked potato, and a garden terrace — dress for it.”

— Very Toronto Editors

**What is Daphne?** Occupying an expansive 8,000-square-foot footprint at 67 Richmond Street West, Daphne is INK Entertainment and Dream's high-gloss vision of a modern American power-dining hub in the Financial District. Designed by Studio Paolo Ferrari, the sprawling space moves from a grand dining room filled with plush zebra banquettes and arched ceilings into an intimate cocktail lounge veiled behind heavy gold drapes, plus a 2,000-square-foot garden terrace tucked amid the surrounding towers. It is designed explicitly for dressed-up dinners, midday deal-making, and high-energy weekend evenings. **Daphne Menu & What to Order** Start with the fresh bread service paired with whipped cultured butter before moving to appetizers like wood-grilled octopus or the indulgent twice-baked potato. Mains lean heavily on wood-fired technique: the wood-grilled branzino with citrus gremolata and the rich duck mafalda are reliable hits, while the Daphne burger offers a casual, perfectly seared counterpoint. Cocktails from the back bar are sharp and spirited, while the multi-layered chocolate cake and coconut cream pie make a strong case for staying through dessert. **Know Before You Go** Advance reservations via OpenTable or SevenRooms are essential for dinner service and sunny terrace afternoons, as prime weekend tables fill weeks ahead. If you drop in without a booking, aim for an early seat at the cocktail bar or the late-afternoon bites window between 3:00 p.m. and 5:00 p.m.. Daphne sits midway between Osgoode and Queen subway stations, making public transit far simpler than wrestling with nearby parking garages.

No.12
Evangeline official terrace photography from evangelinetoronto.com
Bar• Fashion District

Evangeline

“Best rooftop cocktail date: Ace 14th floor, a two-hour window, walk up early for the terrace — closed Monday.”

— Very Toronto Editors

**What is Evangeline?** Perched on the 14th floor of the Ace Hotel at 51 Camden Street, Evangeline is a design-driven rooftop cocktail lounge in Toronto's Fashion District. Conceived alongside the hotel's culinary director, Michelin-starred chef Patrick Kriss, the space trades generic skyline glitz for a moody, 1970s-inspired living room aesthetic anchored by twin concrete fireplaces, plush low-slung seating, and a west-facing outdoor terrace. **Evangeline Menu & What to Order** Cocktails take centre stage here, led by house standards like the Ace Martini and floral stunners like the Interlude, mixed with butterfly-pea-infused gin and fino sherry. The snack menu moves well beyond typical bar fare with scallop and shrimp ceviche served alongside strawberry pico de gallo, rich beef barbacoa tacos on warm tortillas, and tender Ibérico pork skewers. While the kitchen accommodates vegetarians with elevated bar bites like marinated Cerignola olives, the savoury sliders and fresh-shucked East Coast oysters make the most compelling companions to a sunset round. **Know Before You Go** Tables operate on a strict two-hour seating limit, and while limited reservations are released online, prime terrace spots for golden hour are mostly claimed by early walk-ins. The bar is strictly cashless, and parties of eight or more are subject to an automatic 20% gratuity on a single bill. Note that Evangeline is closed on Mondays, so plan your visit between Tuesday and Sunday evenings.

No.13
Library Bar official photography from librarybartoronto.com
Bar• Financial District

Library Bar

“Best hotel-bar date: walk through the Royal York lobby, order the Birdbath, book the corner.”

— Very Toronto Editors

**What is Library Bar?** Tucked discreetly off the Fairmont Royal York lobby at 100 Front Street West, Library Bar is a moody, Art Deco sanctuary for serious drink enthusiasts in the Financial District. Guided by acclaimed beverage director James Grant, the intimate lounge features plush emerald banquettes, dim amber lighting, and bookcase-lined walls that echo the room's mid-century heritage. **Library Bar Menu & What to Order** The undisputed main event is the Birdbath Martini, chilled and poured tableside with house-distilled QUILL gin or vodka and served bone-cold with bespoke garnishes. The cocktail menu also explores intricate literary-themed concoctions crafted with house rotovap distillates. For sustenance, order the signature Bay Street sandwich—slow-roasted smoked prime rib on a Thuet Bakery pretzel bun—alongside fresh oysters and classic steak frites. **Know Before You Go** Reservations are available for the storied noon martini lunch, but prime evening hours transition largely to walk-in traffic where waitlists for a booth form quickly. Situated directly across from Union Station, transit access is effortless via the TTC subway or GO Train. Library Bar operates daily from noon until midnight.

No.14
Civil Liberties official cocktail photography from civillibertiesbar.com
Bar• Bloorcourt

Civil Liberties

“Best no-menu cocktail date: blank 878 facade, tell them what you like, arrive at opening on Friday.”

— Very Toronto Editors

**What is Civil Liberties?** Marked only by the address and an illuminated golden pineapple at 878 Bloor Street West, Civil Liberties is Bloorcourt’s celebrated, menu-free cocktail haven. Founded in 2014 by Nick Kennedy and his team, the room pairs a warm, unpretentious neighbourhood pub aesthetic—complete with tin ceilings, exposed brick, and a shallow copper penny bar—with world-class bartending. Seating is centered around the lively main bar counter alongside a scattering of low-lit perimeter tables. **Civil Liberties Menu & What to Order** There is deliberately no printed cocktail list here; instead, the bar team improvises bespoke drinks based on your spirit preferences, flavour profiles, or current mood. If you want a dependable classic or an easy starting point, call for their velvety Nitro Espresso Martini or ask for creations incorporating house-made specialty liqueurs like Free Pizza or the Heisenberg. For bar snacks, you can order a charcuterie board or have hot Vietnamese eats delivered directly to your bar stool from neighbouring sister kitchen Vịt Béo. **Know Before You Go** Civil Liberties operates strictly on a walk-in basis with no reservations, passwords, or dress codes. Prime spots fill up fast, so arrive right around the 6:00 p.m. opening on weekends if you want to snag two stools together at the bar without waiting outside. The bar is conveniently located just a five-minute stroll east of Ossington Station on subway Line 2.

No.15
Bar Raval official carved-mahogany interior from thisisbarraval.com
Bar• Little Italy

Bar Raval

“Best standing date: mahogany, gildas, vermouth — show up at 1 p.m. if you want a ledge.”

— Very Toronto Editors

**What is Bar Raval?** Anchoring the corner of College and Palmerston in Little Italy, Bar Raval is restaurateur Grant van Gameren and mixologist Robin Goodfellow's love letter to Barcelona's vibrant pintxos culture. Stepping inside feels like entering an undulating wooden sculpture: the interior, designed by Toronto studio Partisans, features continuous, hand-carved Spanish mahogany that curves across the ceiling, walls, and bar counters. There are almost no traditional dining tables indoors—this is a genuine standing-room pintxos bar where guests lean against mahogany ledges with a glass of vermut, though a heated wraparound sidewalk terrace offers seated tables in warmer weather. **Bar Raval Menu & What to Order** The kitchen operates on Spanish grazing rhythms, starting with classic skewered gildas (boquerones, guindilla peppers, and manzanilla olives) and carved-to-order Jamón Ibérico de Bellota. Don't miss the smoked mackerel or razor clams from the curated conservas list, served straight from the tin with house potato chips, as well as the charred octopus bathed in smoked pimentón oil. The bar program is world-class, specializing in fortified wines, bone-dry finó sherries, house-blended vermouth poured over orange peel, and razor-sharp Spanish gin and tonics served in generous copa glasses. **Know Before You Go** Bar Raval operates strictly on a walk-in basis with zero reservations. During prime evening hours (7:00 p.m. to 10:00 p.m.) and weekend afternoons, expect a packed, shoulder-to-shoulder room where you'll need to gently navigate to the bar counter to order. For a more relaxed experience with elbow room, drop by between 2:00 p.m. and 5:00 p.m. for an afternoon aperitivo. The 506 Carlton streetcar stops right outside at Palmerston Boulevard, making transit the ideal option given Little Italy's notoriously competitive street parking.

No.16
Jazz Bistro official room photography from jazzbistro.ca
Restaurant• Downtown Yonge

Jazz Bistro

“Best dinner-and-a-show date: call (416) 363-5299, eat the early set, check the cover before you go.”

— Very Toronto Editors

**What is Jazz Bistro?** Occupying the storied Victoria Street address that once housed Top O’ the Senator, Jazz Bistro carries on Downtown Yonge’s supper-club heritage. Conceived by Joan and Colin Hunter, the multi-level venue centers on an intimate performance stage anchored by "Red Pops," a custom scarlet Steinway Model B grand piano. The room exudes classic supper-club ambiance with rich mahogany tones, low warm lighting, and sightlines spread across the main dining room, mezzanine bar rails, and a seasonal third-floor rooftop patio. **Jazz Bistro Menu & What to Order** The kitchen turns out polished bistro fare engineered to be enjoyed over a performance. Kick off the evening with the rich prawn and andouille étouffée or a shared artisan cheese and charcuterie board loaded with house crisps and preserves. For mains, the pan-seared red snapper and grilled striploin are reliable crowd-pleasers, while the handcrafted gnocchi provides a solid plant-based option. Round things off with the dark chocolate torte alongside a Manhattan or glass of bold Cabernet. **Know Before You Go** Reservations are essential on show nights, especially when neighbouring Massey Hall and the Ed Mirvish Theatre let out. Cover charges fluctuate by performer and are billed separately from your food and drink tab. If you want a rowdier vibe, Friday nights feature an open late-night jazz jam running until 2:00 a.m. with the kitchen serving late bites.

No.17
Official CN Tower skyline photography from cntower.ca
Restaurant• Harbourfront

360 The Restaurant at the CN Tower

“Best revolving-view date: book dinner, spend the $75 minimum, walk the glass after — window is a request, not a promise.”

— Very Toronto Editors

**What is 360 The Restaurant at the CN Tower?** Perched 351 metres above the downtown core at 290 Bremner Boulevard, 360 The Restaurant revolves high inside the landmark CN Tower, completing a full rotation every 72 minutes. Executive Chef John Morris oversees a dining room configured with tiered seating and sunken perimeter tables, ensuring panoramic vistas over Lake Ontario and the city skyline from every vantage point. The room features a warm, subdued ambiance geared specifically around the slowly shifting view outside the floor-to-ceiling windows. **360 The Restaurant at the CN Tower Menu & What to Order** The kitchen prioritizes regional Canadian terroir through structured two- and three-course prix-fixe menus alongside seasonal tasting options. Standout plates include Ontario beef tenderloin, pan-seared Pacific halibut, and duck wings glazed with black garlic and maple. Drink orders should lean heavily into the award-winning cellar in the sky—the world's highest wine cellar—which features rare Ontario VQA vintages and international labels. Dedicated plant-based and gluten-free menus ensure dietary needs are seamlessly met. **Know Before You Go** Reservations open two months ahead online and require a credit card hold, with a mandatory minimum food spend per adult that conveniently includes access to the Main and Lower Observation Levels after the meal. Sunset seatings book up rapidly weeks in advance, allowing you to watch daylight fade into the illuminated nighttime grid below. Allow at least 15 minutes for base security screening before your timed elevator ascent, and take transit via Union Station to skip surrounding traffic.

No.18
Casa Loma official library photography from casaloma.ca
Entertainment• Casa Loma

Casa Loma

“Best castle-walk date: daily 9:30–5, buy the dated ticket, then book dinner — this is the first act, not the meal.”

— Very Toronto Editors

Casa Loma is the castle afternoon that still works as the first half of a date: 1 Austin Terrace, Gothic pile, gardens, Great Hall, library. Official visit page: open daily 9:30 a.m.–5 p.m.; date-specific general admission tickets online; (416) 923-1171; info@casaloma.ca. This is not a dinner restaurant — last entry is a 5 p.m. close — so treat it as the walk, then book Scaramouche, FK, or a midtown table after. First-timers: Great Hall and the library, gardens in season, Dressing the Abbey when that exhibition is up. Tickets are date-stamped; do not assume walk-up on a weekend. Summer Series concerts (posted June 15–September 7) change the grounds some evenings — check the calendar if you want a quiet castle, not a ticketed show. Pair with a St. Clair or Casa Loma–adjacent dinner. Phone the castle for access questions; events@casaloma.ca for private nights.