“R&J Tours are filled with fun, faith, and new friends. The Chicago trip was amazing. My mother & I enjoyed every minute of it.”
Carrie Halvorson – Belgrade, MN; Chicago 2025 R&J Traveler
Day 1 – Home to Delavan, WI
Our adventure starts out as we make our way into Wisconsin, stopping for lunch on your own, before checking into our hotel in Delavan. Tonight dinner is served at the Rosewood followed by their “America’s Bandstand” show. Nothing sets the stage for popular culture of a generation more than the music of the 1950’s. This show takes us back to the sock hops, spotlighting Rockabilly, Doo-Wop and Motown artists, songs and the history of early Rock and Roll. Enjoy songs by Chuck Berry, Elvis Presley, Roy Orbison, Diana Ross, Neil Sedaka, The Everly Brothers and many, many more!
Included Meals: Dinner
Hotel: Comfort Suites
Day 2 – Delavan to Chicago, IL
After breakfast we travel to the Windy City and explore Navy Pier where you will have time to have lunch on your own and do some shopping. Back on the coach, a local step-on guide will take us on a highlights tour of the city. We’ll experience Chicago’s “Loop,” Buckingham Fountain, & Little Italy to name a few! We’ll also explore Millennium Park, a 24.5 acre rooftop garden built over an underground parking garage. Then we check into the Hampton Inn in downtown Chicago for a three-night stay. You may wish to take a swim in the hotel pool or enjoy the sights and sounds of the city by going for a walk. Tonight, we will have dinner at a local Italian restaurant before we gather together to enjoy watching fireworks tonight at Navy Pier.
Included Meals: Breakfast, Dinner
Hotel: Hampton Inn on Illinois (3 Nights)
Day 3 – Chicago
Following breakfast, we’ll start our day with an interesting “Untouchable Tour” with the help of a local gangster guide who will take us through the 1920’s & 1930’s Prohibition Era of Chicago and show us the hot spots, hit spots, and hideouts made famous by Al Capone. Then a special lunch will be served at Macy’s on the historic 7th floor in the Walnut Room where Chicagoans have eaten for generations. This is truly a lunch to remember! After lunch we are off to the Skydeck, where we will travel 103 stories at the Willis Tower to experience grand views of the Chicago area. If you are brave enough you can step out on “the Ledge,” a glass box extending out 4.3 feet from the Skydeck and 1,343 feet off the ground and receive a souvenir picture of yourself too! Afterwards, we will return to the hotel and dinner will be on your own. Then our coach takes us to the Chicago Riverwalk where the “First Lady” awaits to take us on a relaxing, evening cruise. We will experience the magic of Chicago at nighttime and watch the city’s glorious skyscrapers, historic buildings, and modern marvels come to life with millions of twinkling lights. We’ll cruise the Chicago River, through the Chicago Harbor Lock, and out onto Lake Michigan where we can admire epic views of the sparkling skyline and shoreline. Throughout the ride, we’ll listen to lively narration about Chicago’s rich history as the onboard guides point out the many sights.
Included Meals: Breakfast, Lunch
Day 4 – Chicago
After breakfast we’re treated to a tour of Wrigley Field! We’ll see the Cubs’ dugout, field, upper deck, bleachers, & Outfield Ivy. Next up is the vast Shedd Aquarium, that opened in 1930 and boasts 5 million gallons of water that hold about 32,000 animals of 1,500 different species! Serving as our portal to Chicago’s aquatic animal world, at the Shedd Aquarium we’ll discover playful penguins, colorful coral, and beautiful belugas as we journey through oceans, lakes, rivers & reefs. Enjoy lunch at the aquarium with an included voucher. Then we return to the hotel for dinner & evening on our own.
Included Meals: Breakfast, Lunch
Day 5 – Chicago to Home
As we make our way back home, we will be thinking about all that we saw and enjoyed in the “Windy City.” Lunch will be included in Wisconsin Dells along the way.
Included Meals: Breakfast, Lunch
Motorcoach Per Person Pricing Information
Motorcoach Travel Protection Per Person
Travel Bucks
Deposit Due
Passport Needed
Tour Pace
Price Includes
9 Meals, Hotels & Activities as stated in brochure, Luxury Motorcoach
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- Barry Butler Photoshoot from Summer 2019 of Chicago Architecture Foundation Center River Cruise Aboard Chicago’s First Lady
07/14/2026 07/18/2026
Tour Map
Tour Highlights
* 3 Nights in Downtown Chicago
* Shedd Aquarium
* “Untouchable Tour” - Chicago’s original Gangster tour
* Evening Boat Cruise
* Skydeck
* City Tour with Step-on Guide
* Millennium Park
* Wrigley Field Tour
* Macy’s Walnut Room Lunch
* Fireworks at Navy Pier
* Rosewood’s “America’s Bandstand” Dinner Show
