The Pilot

Toronto



At a glance

Ideal for
Groups
Cuisine
Features
BeerWineCocktailsLive Music
Price
Moderately Priced
Local tip
Keep an eye out for special events, like jazz afternoons and themed brunches, for a unique experience.

Nestled in Toronto’s vibrant Yorkville area, The Pilot offers a stylishly casual atmosphere that caters to a diverse crowd seeking an enjoyable dining and social experience. This enduring establishment features a ground-floor bar and dining area, complemented by a versatile private event space on its second floor. The venue is also home to a sprawling rooftop patio, ideal for open-air dining and socializing.

The Pilot offers an array of dining options that include breakfast, lunch, dinner, and even late-night snacks, ensuring that every patron finds something to satisfy their taste buds. The varied menu is complemented by a comprehensive drinks list, providing an ideal pairing for any meal. Customers can also indulge in their Happy Hour specials, available in the afternoon and late evening, making it a popular spot for those looking to unwind with a drink or two.

A unique feature of The Pilot is its live music offerings, showcasing a blend of jazz and other genres during various events. Regular jazz matinees and live music sessions in the Stealth Lounge provide a cultural touch, making it a go-to destination for music enthusiasts. With the flexibility of making reservations online or by phone, The Pilot welcomes both planned and spontaneous gatherings, offering ample room for walk-ins as well.

Whether for an after-work drink, a weekend brunch, or an evening of entertainment, The Pilot ensures a warm welcome to all. Its versatile setup makes it an excellent choice for groups, with the ability to host large parties with prior arrangement. With its appealing combination of dining, drinks, and entertainment, The Pilot continues to be a beloved spot in Toronto.

Reviews

Tom Banfai Tom Banfai Jun 2026

Top tier service, especially for large groups. They accommodated our group of 12 with zero issues. Excellent place to watch World Cup.

Guilherme Cavalcante Guilherme Cavalcante Jun 2026

I absolutely loved this venue. They have a karaoke/live music space on the second floor and I gotta say: it rocks! Food and drinks are a bit on the $$ end, but the atmosphere makes up for it!

Bino Bino May 2026

The finger food was really good, fresh, flavorful, and perfect for sharing while hanging out. Everything came out nicely prepared, and it paired really well with the overall atmosphere of the place. Definitely the type of menu that works well for groups or casual nights out. We watched Eurovision Song Contest there, which made the experience even more fun. The energy in the place during the show was great, and it honestly felt like a fun community atmosphere with everyone enjoying the performances together. The environment added a lot to the experience, and you could tell people were genuinely having a good

Tata Tata Apr 2026

We sat at the rooftop patio, which was nice. The reviews praise the mac and cheese but i was hungry so i got the lamb souvlaki. It tasted good but a bit inconsistent in texture. Some bites were dry, some were okay. Serviceable. Our food took a while to arrive but service was fine otherwise.

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Frequently Asked Questions

The Pilot is located at 22 Cumberland Street, Toronto, in the Yorkville area.
Yes, reservations can be made online or by phone.
Yes, The Pilot features a large rooftop patio for outdoor dining.
Yes, The Pilot hosts live music, including jazz matinees and shows in the Stealth Lounge.
The Pilot serves a variety of dishes suitable for breakfast, lunch, dinner, and late-night meals.
Yes, The Pilot can accommodate large groups, and it's recommended to contact them for groups larger than 10.
The Pilot is typically open from 11:00 AM, with closing hours varying from 11:00 PM to 2:00 AM depending on the day.
Yes, The Pilot hosts various special events such as themed brunches and Oktoberfest celebrations.
Yes, breakfast is available daily at The Pilot.
Happy Hour is available every day from 3 PM to 6 PM, and late night from 11 PM to 2 AM on select days.

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