My Kind of Town Couple’s Retreat

Experience Chicago up close and personal!

Enjoy a fully customized walking tour for two filled with Dan O'Connell's top ten best stories. All tours feature history, architecture, pop culture and some of the city’s most captivating stories. Each tour is designed to exact customer specifications including; start, end, content, stops etc. Drinks and snacks included in every tour.

My Kind of Town Couple’s Retreat Highlights

  • Tour Duration: 1 hour and 1/2
  • Tours begin and end according to guest preference.
  • Tours feature stories about history, architecture and any guest topic preference.
  • Tours are conducted all year round and and will cover any section of city desired by guest including some of the following; River Walk, Pedway, Loop, Gold Coast, “Magnificent” & “Cultural” Miles, Millennium Park, Museum Campus.
  • Tours are conducted every day of the week on a first come, first serve basis.
  • All tours include drinks and snacks.
  • Add an additional couple for $100.
  • Call 312-202-0745 for reservations and additional details.

Discover Chicago in the ultimate and most intimate way!

Stroll with Dan along the streets of Chicago and learn the true story of this fascinating and inimitable city. Listen as he reveals the city's hidden secrets and watch as the city's past present and future comes alive in vivid detail.