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Weekend plan

Date Night in Singapore — Curated for Two

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

Build your own

Friday

  1. 6:30 PM
    Southern Ridges Trail
    Outdoors · Telok Blangah

    9 km forest canopy walk linking hills with city skyline views — ideal for active friend groups.

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

    PS.Cafe

    Brunch · $$$ · Dempsey Hill

    Low-lit dinner — Truffle fries & big breakfast — Garden brunch chain, weekend institution.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Dempsey Hill — short walk from your other stops
    • ·A fall-perfect atmosphere
  3. 10:30 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

Saturday

  1. 11:00 AM

    Wild Honey

    Brunch · $$$ · Mandarin Gallery

    Slow brunch — Tunisian brunch — All-day brunch from around the world.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Mandarin Gallery — short walk from your other stops
    • ·A fall-perfect atmosphere
  2. 4:00 PM
    Marina Bay Sands SkyPark
    Outdoors · Marina Bay

    Rooftop observation deck (or pool, if you're a guest) — sunset is the move.

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

    Atlas Bar

    Cocktail bar · $$$ · Bugis

    Art Deco lobby bar inside Parkview Square — over 1,000 gins on display.

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    Why this pick
    • ·Date-night ready — low-lit, cocktail-paced
    • ·Keeps you in Bugis — short walk from your other stops
    • ·A fall-perfect atmosphere
  4. 11:00 PM
    28 HongKong Street
    Nightlife · Clarke Quay

    Speakeasy-style cocktail bar setting Singapore's craft cocktail standard — ideal for date nights.

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

Remix

Want a different vibe?

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