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Food & Wine Classic in CharlestonNov 13–15 · $1,950 $1,450 with code pearl
Italian Forward Eclectic
← Collection
CuisineItalian, Other
ReservationsRecommended
Dress CodeSmart Casual

Our verdict

Gatsby occupies a quiet address on St Thomas Street in Toronto's Yorkville corridor, positioning itself within a neighbourhood where the premium dining conversation runs from contemporary Canadian tasting menus to Japanese omakase counters. The address alone signals intent. For a considered multi-course evening in one of the city's more measured dining pockets, Gatsby is worth the reservation.

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Gatsby restaurant in Toronto, Canada

The menu

What to order

  • Saravia blue crab cake
  • Small plates
  • Large plates
See the current menu on windsorarmshotel.com →
About

St Thomas Street and the Quiet End of Yorkville's Dining Spectrum

Toronto's Yorkville corridor has long operated as the city's most concentrated zone of premium dining, but its character has shifted in the past decade. The loud, see-and-be-seen dining rooms that once defined the neighbourhood have given way, at least in part, to smaller, more deliberate operations that trade on restraint rather than spectacle. St Thomas Street sits at the quieter edge of that shift. Arriving at 18 St Thomas, you're not walking into a room that announces itself from the street. The address is residential in scale, set back from the commercial noise of Bloor and Cumberland, and that physical modesty is now a signal rather than an oversight in a neighbourhood where subtlety has become a competitive position.

This is the context in which Gatsby operates. The name carries its own set of associations, a particular kind of studied glamour, the performance of ease, and the Yorkville address reinforces them. The neighbourhood has always attracted a clientele for whom the restaurant choice is part of a broader statement about taste, and the properties that have survived the past several years of Toronto's dining consolidation have done so by giving that clientele something with genuine substance beneath the surface.

How the Meal Unfolds: A Progressive Structure

Multi-course dining in Toronto's upper tier has largely moved away from the arbitrary five-course format toward either shorter, more precise menus or longer tasting progressions with a clear internal logic. The better rooms in this part of the city, including Alo, which operates a tasting menu format that has become something of a reference point for contemporary Canadian fine dining, understand that sequencing is not just about pacing but about building an argument course by course.

A well-constructed tasting progression moves through texture and temperature before it moves through flavour. Early courses at the tier Gatsby occupies tend to be lighter and more acidic, designed to open the palate rather than close it. The middle section is where a kitchen demonstrates technical range, the transition from cold to warm, from raw to cooked, from delicate to more substantial. The final savoury courses carry the weight of the meal's central idea, and the dessert sequence either resolves that idea or complicates it deliberately. Rooms that get this architecture right create an experience where the individual dishes are less memorable than the overall shape of the evening.

Toronto has enough reference points at this level to make comparison useful. Aburi Hana approaches progression through the kaiseki framework, where seasonality and the order of presentation are inseparable from the culinary logic. Sushi Masaki Saito works within the omakase counter format, where the chef's sequencing is the entire structure of the experience. Italian-influenced rooms like DaNico and Don Alfonso 1890 build their progressions around the pasta course as a structural pivot. Each approach reflects a different tradition's answer to the same question: what does a complete meal feel like, and how do you get there?

Yorkville's Competitive Set and Where Gatsby Sits

The premium dining tier in Toronto has consolidated around a recognisable set of addresses, most of which operate in the $$$$ price bracket and compete less on price than on the specificity of their offer. Within that set, differentiation comes from cuisine lineage, physical format, and the kind of evening a room produces. Yorkville properties in particular are subject to a clientele that moves between cities and has comparative reference points in New York, London, and Paris. The standard, implicitly, is international.

Canada's broader fine dining conversation extends well beyond Toronto's Bloor-Yorkville corridor. Tanière³ in Quebec City has built a case for regionally rooted tasting menus that connect ingredient sourcing to cultural identity in a way that urban fine dining rarely manages. Restaurant Pearl Morissette in Lincoln operates at the intersection of viticulture and cuisine in a format that requires a commitment from the diner that goes beyond booking a table. Eigensinn Farm in Singhampton has occupied a singular position in Canadian food culture for decades, with a format built around absolute remoteness and a farm-to-table seriousness that predates the trend. Against this wider field, a Toronto address in Yorkville signals a different set of priorities: urban polish, accessibility, and a certain cosmopolitan fluency.

Internationally, the multi-course format at this level has its own reference points. Le Bernardin in New York City represents one pole of the spectrum, where technical mastery and formal precision define the experience. Lazy Bear in San Francisco represents another, where the format is more communal and the boundary between kitchen and dining room is deliberately porous. Toronto's premium tier sits somewhere between those poles, influenced by both but fully committed to neither.

Planning Your Visit

St Thomas Street is walkable from Bay Street subway station and sits within a short distance of the main Bloor-Yorkville retail and hotel corridor, making it direct to incorporate into an evening that begins or ends elsewhere in the neighbourhood. For those building a broader picture of Toronto's premium dining options, the full Toronto restaurants guide covers the city's current field in detail, including comparisons across cuisine type and price tier.

Beyond Toronto, the EP Club network covers the wider Canadian fine dining conversation: AnnaLena in Vancouver, Jérôme Ferrer - Europea in Montreal, Narval in Rimouski, The Pine in Creemore, Fogo Island Inn Dining Room in Joe Batt's Arm, Busters Barbeque in Kenora, and Cafe Brio in Victoria.

Address: 18 St Thomas St, Toronto, ON M5S 3E7, Canada.

Frequently asked questions

What's Gatsby's location?

Gatsby is located at 18 St Thomas St, Toronto, ON M5S 3E7, Canada, Toronto.

Is Gatsby on St Thomas Street a good choice for a business dinner in Toronto?

St Thomas Street sits within immediate reach of the Bay Street financial corridor and the Bloor-Yorkville hotel cluster, which makes Gatsby a practical choice for Toronto business dining where address carries implicit signal. Yorkville has long been the city's default neighbourhood for that category of meal, and restaurants in this zone are accustomed to the pace and privacy expectations that come with it. Confirming private or semi-private dining options directly with the venue is advisable for larger groups.

What do people recommend at Gatsby?

In Toronto's Yorkville fine dining tier, the competitive set Gatsby sits within at 18 St Thomas St, rooms at this positioning tend to be recommended for their structured multi-course formats rather than individual dishes. Asking the front-of-house for the kitchen's current focus is the most reliable approach at addresses like this.

Should I book Gatsby in advance?

Yorkville premium dining rooms consistently require advance reservations, and St Thomas Street addresses draw a mix of hotel guests, Bay Street professionals, and occasion diners. Walk-in availability at this tier in Toronto is unreliable, particularly on Thursday through Saturday evenings. Booking at least one to two weeks ahead is a reasonable baseline.

What's Gatsby best at?

Gatsby's address on St Thomas St places it squarely in the segment of Toronto dining where atmosphere and occasion carry as much weight as the plate. Yorkville has historically been the city's preferred neighbourhood for high-commitment dinners, anniversaries, client meals, celebrations, and Gatsby operates within that established expectation. The progressive meal structure suits guests looking for a full-evening format rather than a quick table.

Where the Accolades Land

Comparable venues nearby, for context on price, style, and recognition.

Gatsby

The wine

Wine program
Deep wine list
  • Extensive wine list
  • Craft cocktails

More wine bars and bars in Toronto

Details
Vibe
  • Elegant
  • Sophisticated
  • Ornate
  • Cozy
Best For
  • Date Night
  • Special Occasion
  • Business Dinner
Experience
  • Live Music
  • Hotel Restaurant
  • Private Dining
Drink Program
  • Extensive Wine List
  • Craft Cocktails
Menu Format
  • A La Carte
  • Small Plates
  • Prix Fixe
Drinks Focus
  • Wine
  • Cocktails
Dietary
  • Vegetarian Friendly
  • Vegan Options
  • Gluten Free Options
Noise LevelConversational
CapacityMedium
Service StyleUpscale Casual
Meal PacingLeisurely
KitchenModern
Wine ProgramDeep wine list
Private DiningAvailable
Visit details

Current opening hours

Monday
11 AM–11 PM
Tuesday
11 AM–11 PM
Wednesday
11 AM–11 PM
Thursday
11 AM–11 PM
Friday
11 AM–11 PM
Saturday
11 AM–11 PM
Sunday
11 AM–11 PM

Hours can change for holidays and private events. Hours as of .

Eclectic and elegant 1920s Gatsby-era decor blending classic opulence with modern comfort, featuring white linens, original art, and cozy lounge seating.