Enjoy the Adventure
Explore Chicago - Milwaukee – Lake Geneva
Are you ready for an unforgettable journey to Chicago, the vibrant Windy City of the Midwest? Gerrys DMC invites you to explore Chicago’s iconic skyline, historic neighborhoods, and rich cultural heritage. Our carefully curated tours immerse you in the city’s unique charm, offering opportunities to visit landmarks like Millennium Park and the Art Institute, stroll along the scenic lakefront, and learn about the history, architecture, and traditions that make Chicago so remarkable. Guided by our experienced local experts, Chicago comes alive through fascinating stories, insider insights, and hidden gems often missed by typical visitors. From exploring historic districts and world-class museums to savoring deep-dish pizza and enjoying the city’s lively cultural scene, our itineraries provide the perfect mix of culture, adventure, and leisure—crafted to create memorable experiences for every traveler.
Package Inclusions:
- 06 nights’ accommodation with breakfast
- Private car or self-drive rental throughout
- Entry fees for all included museums, cruises, and tours
- Optional activity arrangements upon request
Package Exclusion:
- Personal expenses, tipping & gratuities
- Domestic or international airfare and airport departure tax
- Meals other than breakfast unless otherwise stated
REMARKS:
- Prices are in USD per person.
- Based on a minimum of 2 persons traveling together
- Children aged 12 and above are considered adults
- Standard check-in time: 15:00 hrs; early check-in subject to availability.
- Hotel availability will be reconfirmed at time of booking
- Rates valid until further notice.
Tour Map
This comprehensive map is designed to guide you through an exciting journey filled with remarkable destinations and captivating experiences.
Itinerary
- Meet & greet at airport.
- Check-in to hotel.
- Visit Millennium Park and Cloud Gate (“The Bean”).
- Tour the Art Institute of Chicago.
- Overnight in Chicago.
- Breakfast at hotel.
- Morning visit to Willis Tower Skydeck.
- Afternoon guided Architecture River Cruise.
- Evening at leisure for shopping or theatre.
- Overnight in Chicago.
- Breakfast and check-out.
- Drive to Milwaukee (~1.5 hrs).
- Visit Harley-Davidson Museum.
- Explore Historic Third Ward district.
- Overnight in Milwaukee.
- Breakfast at hotel.
- Tasting tour at Milwaukee Public Market.
- Afternoon visit to Lakefront Brewery with optional beer sampling.
- Overnight in Milwaukee.
- Breakfast at hotel.
- Drive to Lake Geneva (~1 hr).
- Enjoy a boat tour on Geneva Lake.
- Short nature hike in Big Foot Beach State Park.
- Overnight in Lake Geneva.
- Breakfast and check-out.
- Drive back to Chicago.
- Optional visit to Navy Pier or stroll along Lake Michigan.
- Overnight in Chicago.
- Breakfast at hotel.
- Transfer to airport for onward journey.