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Darlinghurst - Wine & Dine

  • Company Website

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Trip at a Glance

  • Company

    The Sydney Connection

  • Locations

    Sydney, New South Wales, Australia

  • Activities

    Food Tour, Lifestyle

  • Price
    $155 AUD per person
  • Duration

    4 hours

  • Avg Distance

    1-2 kms

  • Departure Day(s) and Time(s)

    Wednesday 6:30pm - 10:30pm

  • Starting Location

    Civilian Bar

  • Price Includes

    All set-menu food & beverages. Any extra beverages need to paid for separately from the bill. The wonderful company of your Guide. Some local knowledge and history along the way.

  • Notes

    Our walks are only available if booked in advance. Leave the Lady Gaga heels at home and wear comfortable shoes. We encourage our guests to dress-up for dinner.


  • Walk between venues and discover the laneways, small streets and avenues that make inner city Sydney so fascinating for locals and visitors alike
  • Talk to your fellow diners and local guide about the food, the unique history & trivia of each precinct and the Sydney food scene
  • Eat with your fellow diners, feel the different vibe in each dining room we visit and learn about food trends, terms and different cultures


Trip Info

Embrace your inner urban gourmet and the real inner-city Sydney in an area with a down and dirty past. Explore the gritty streets where Tilly Devine ruled the inner city vice trade in the 1920’s and 30’s. Small bars situated in this labyrinth of cul-de-sacs and alleyways that remind you of a garden shed but with a great wine list. Some of Sydney’s finest and most established restaurants call Darlo home. Discover Asian fusion, pizza & beer or the very best in Mediterranean food in this melting pot of street culture meets retro chic.

Your adventure awaits!

The Sydney Connection

The Sydney Connection curates private dining walks around our favourite inner city precincts of Surry Hills Darlinghurst and Potts Point on a daily basis. Accompanied by a well-connected guide, our walks are aimed at visitors and Sydneysiders who want to go ‘where the locals go’ for inspiring food, good service and cool interiors. We take bookings for between 1 - 10 Guests per booking and visit 4 venues on each walk. Enjoying a different course at each venue accompanied by matching wine. We also regularly stage food events as part of the best-known events that celebrate the inspirational food culture our city has to offer: Good Food Month, Pyrmont Wine, Food & Art Festival and Sydney Mardi Gras. Some of Sydney’s most-loved bars, and restaurants have hosted our events over the past two years: A Tavola | Baccomatto Osteria | Bar H | Bills | Kim | Love Tilly Devine | Mahjong Room and many more. So come and wine & dine with a local!

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