THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Join the 5-day Sizzlin' Chicago Tour from Minnesota and explore Chicago’s top highlights like the Museum of Science and Industry and a scenic Lake Michigan cruise. All details are covered for a hassle-free Windy City adventure.
Join the 5-day Sizzlin' Chicago Tour from Minnesota and explore Chicago’s top highlights like the Museum of Science and Industry and a scenic Lake Michigan cruise. All details are covered for a hassle-free Windy City adventure.
Book with Rochester Trolley & Tour Company
Verified experiences and guided adventures in the surrounding area.
Operated by Rochester Trolley & Tour Company · Stewartville, Minnesota
Experience the best of Chicago with the Sizzlin' Chicago Tour, a unique 5-day private adventure departing from Stewartville, Minnesota. From July 7 to 11, Rochester Trolley & Tour Company takes you on an exciting journey through some of Chicago’s most iconic landmarks and attractions. Start your exploration at the Museum of Science and Industry, where hands-on exhibits and innovative displays spark curiosity in visitors of all ages. After taking in the museum’s fascinating treasures, enjoy a picturesque Skyline Cruise on Lake Michigan, offering stunning panoramic views of the Windy City’s architectural marvels. The tour also includes a relaxing visit to Navy Pier, where you can savor delicious food, browse local shops, and take in the lively atmosphere. Throughout the trip, all logistics—from transportation to tickets—are expertly handled, allowing you to focus entirely on savoring every moment of this vibrant city. Whether you’re an architecture buff, a history enthusiast, or simply looking for an immersive urban escape, the Sizzlin' Chicago Tour is designed to deliver lasting memories and a deep appreciation for this dynamic city.
easy.
5 days.
Basic fitness level is sufficient as most activities involve gentle walking and sightseeing with plenty of rest opportunities.
Yes, all transportation between attractions and accommodations is included and handled by Rochester Trolley & Tour Company.
Meals are not included so you can explore local dining options, but recommendations will be provided.
The tour is family-friendly and suitable for children, with engaging attractions like interactive museum exhibits.
Comfortable walking shoes, weather-appropriate clothing, a rain jacket, and a refillable water bottle are recommended.
Yes, please notify Rochester Trolley & Tour Company in advance to arrange any necessary accommodations.
We recommend travel insurance for peace of mind, especially as this is a multi-day private experience.
Chicago’s rich industrial history is showcased at the Museum of Science and Industry, housed in the former Palace of Fine Arts from the 1893 World’s Fair.
Efforts are ongoing to preserve Lake Michigan’s water quality and Chicago’s green spaces, promoting environmentally friendly tourism practices.
Rochester Trolley & Tour Company operates guided trolley and motorcoach tours out of Rochester, Minnesota. The company organizes themed day trips and multi‑day itineraries that showcase regional attractions, history, and entertainment. Offerings include wine tasting excursions, history and true crime narratives, seasonal holiday trips, scenic rail and museum visits, and theater outings. Signature experiences feature the Three Rivers Winery Tour with guided tastings and a leisurely lunch at Four Daughters Vineyard, and the True Crime: Rochester trolley tour that explores documented local cases narrated by expert guides. Multi‑day departures include a Duluth Winter Village holiday tour, a weeklong New Year’s Eve in Branson getaway, the Minnesota Rail & History Tour highlighting train museums and Lake Superior scenery, and longer national adventures such as Celebrate America 250 and a nine‑day Timeless Texas itinerary. Additional experiences bring outdoor and cultural highlights: a visit to Forestville/Mystery Cave State Park, where Minnesota’s longest cave is featured, a Guthrie Theater Cabaret outing with premium seating and a post‑show Q&A, and a convenient day at the Minnesota State Fair. Transportation, guided narration, scheduled tastings, museum visits, and curated itineraries are central to each trip. Departure and return logistics originate in Rochester, allowing travelers to relax without driving. Rochester Trolley & Tour Company focuses on small‑group travel logistics and themed storytelling that connect passengers with regional destinations and memorable shared experiences. Trips are suitable for wine lovers, history buffs, theatergoers, families, and groups seeking curated travel experiences departing from Rochester. Advance reservations are recommended for most departures.
Book with Rochester Trolley & Tour Company