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Weekend plan

Date Night in Toronto — Curated for Two

Rooftop cocktails, low-lit dinners, jazz at 10 — paced like a real night out.

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Friday

  1. 6:30 PM
    Toronto Islands
    Outdoors · Harbourfront

    Ferry over for bike rides, hidden beaches and skyline picnics.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Harbourfront — short walk from your other stops
    • ·A fall-perfect atmosphere
  2. 8:00 PM

    Maker Pizza × Bar Mordecai

    Brunch · $$ · Little Italy

    Low-lit dinner — Breakfast pie — Cool-kid Sunday spot with natural wine.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Little Italy — short walk from your other stops
    • ·A fall-perfect atmosphere
  3. 10:30 PM
    Civil Liberties
    Nightlife · Bloordale

    Cocktail bar — No menu — order by mood, bartenders riff.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Bloordale — short walk from your other stops
    • ·A fall-perfect atmosphere

Saturday

  1. 11:00 AM

    Le Sélect Bistro

    Brunch · $$$ · Entertainment District

    Slow brunch — Eggs benedict & frites — Long-running French brasserie brunch.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Entertainment District — short walk from your other stops
    • ·A fall-perfect atmosphere
  2. 4:00 PMNow
    Toronto Islands ferry sunset
    Outdoors · Harbourfront

    View — Skyline-side ferry ride, sunset on Centre Island beach.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Harbourfront — short walk from your other stops
    • ·A fall-perfect atmosphere
  3. 8:00 PM

    Grey Gardens

    Date night · $$$ · Kensington

    Tiny intimate room, natural wine, perfect anniversary spot.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Kensington — short walk from your other stops
    • ·A fall-perfect atmosphere
  4. 11:00 PM
    Live Jazz Bar
    Nightlife · Old town

    Cocktails and a trio — solo at the bar or a date-night standby.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Old town — short walk from your other stops
    • ·A fall-perfect atmosphere

Remix

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Every plan below is freshly built from Toronto's top curated picks.