A Rainy Start in the Windy City

As a seasoned traveler, I’ve learned that the road often has its own plans, and sometimes, those plans include a little rain. My husband and I found ourselves in Chicago, eager to explore the city through the Big Bus Tour. The night was young, but the skies were not in our favor. Rain poured down as we boarded the open-top bus at stop number one, the Chicago Riverwalk. I couldn’t help but feel a twinge of nostalgia for the countless road trips of my youth, where rain was just another companion on the journey.

The rain, however, wasn’t the only challenge that night. Two women boarded the bus, their demeanor as stormy as the weather. They were aggressive, their words sharp and condescending towards our guide, Mike, and driver, Derrick. Yet, in a display of grace and professionalism, Mike greeted each passenger with warmth, asking where we were from. When one of the women refused to “play the game,” Mike simply wished her a pleasant time in Chicago, extending a heartfelt welcome. His kindness was a gentle balm, slowly softening the tension.

Discovering Chicago’s Heart

As the bus rolled through the rain-soaked streets, Derrick, whom Mike affectionately called Louise, navigated us to Buckingham Fountain. The rain had eased, and we were treated to a breathtaking view of the fountain, its lights shimmering against the night sky. Derrick paused, allowing us to capture the moment with our cameras. It was a reminder of the beauty that can be found even on the stormiest of nights.

Our guide, Mike, or Thelma as Derrick called him, shared stories of Chicago’s rich history. He spoke of the “666” building and the influence of architect Van de Row on the city’s skyline. As we passed the four apartment buildings he designed by the lake, I was transported back to the days of my youth, when my family and I would explore the architectural wonders of America, each building a testament to the dreams and ambitions of its creators.

A Journey Transformed

By the time we reached Museum Park, the rain had stopped, leaving behind a fresh, invigorating scent in the air. The skyline was a sight to behold, and Derrick once again paused for us to take in the view. It was here that Mike shared insights into the role of retail merchants in shaping Chicago’s cultural fabric, weaving a narrative that connected the past with the present.

As the tour came to an end, I reflected on the evening’s journey. What began as a dismal night had transformed into a memorable adventure, thanks to the elegance and class of our guide and driver. Their ability to turn a potentially volatile situation into a harmonious experience was a testament to their professionalism and dedication.

The Big Bus Tour had not only shown us the iconic landmarks of Chicago but had also reminded me of the resilience and beauty that can be found on the road, even when the skies are gray. It was a journey that I will cherish, and one that I wholeheartedly recommend to fellow travelers seeking to explore the heart of this vibrant city.