Timeless Tastings

Are you ready to paint the town red with a splash of vintage glamour? Let’s waltz back in time to the razzle-dazzle days when New York’s supper clubs were the cat’s meow, this is your chance to experience the Big Apple like a true jazz-age connoisseur.

Puttin’ on the Ritz

  • Swing By: Take a walk through a historic neighborhood like Greenwich Village or the Upper East Side. Research some of the area’s history and share interesting tidbits with your date to set that vintage mood.
  • Shop ’til you drop: Pop into a few vintage clothing stores to find unique accessories or even a whole outfit inspired by the 1920s.
  • Giggle Water: Visit a speakeasy-style bar for a cocktail and some light appetizers. Look for places with dim lighting, classic drinks, and a focus on the prohibition-era atmosphere.

The Cat’s Pajamas

  • Share a Special Bottle: Order a vintage wine or a celebratory bottle of champagne to mark the occasion.
  • When In Rome: Do some research on classic 1920s menu items and order dishes that would have been popular at the time.
  • Savor the Show: Engage with the era-themed entertainment. If there’s a swing band, try out a few classic dance moves with your date.

Paint The Town Red

  • Moonlight Walk: Take a romantic stroll around Central Park under the stars if the weather allows.
  • Nightcap: Find a rooftop bar to enjoy a final drink while taking in the sparkling New York City skyline.
  • Late-night Jazz: Seek out an intimate jazz club to extend the nostalgic mood and soak in some sultry tunes.

Birdland

Theatre District

Classic Theater District jazz club with roomy red environs, a large bar & Cajun-influenced food.

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Ginny’s Supper Club

Harlem

Updated soul food & craft cocktails plus live music in the basement of Red Rooster.

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Swing 46

Hell's Kitchen

This jazz & supper club offers live music, swing dancing & free lessons.

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