Get ready for a summer getaway filled with sweet treats, beautiful scenery, fascinating treasures, toe-tapping entertainment, and plenty of fun along the way! Our Lake Geneva adventure is the perfect blend of sightseeing, unique experiences, delicious dining, and time to relax and explore. We’ll indulge our sweet tooth with a chocolate tour, discover an incredible collection of automobiles and memorabilia, and spend a picture-perfect day on the sparkling waters of Lake Geneva. Add in charming downtown shopping, memorable meals, live musical entertainment, gorgeous gardens, and the architectural beauty of historic Oak Park, and you have four days packed with experiences to remember.

Use discount code EARLY-BIRD-DISCOUNT to get $100 OFF on bookings made before November 30, 2026.

Depart Evansville in the morning and travel north toward the Chicago area, with comfort stops along the way.

Our first featured experience is the Long Grove Confectionery Outlet & Chocolate Tour in Buffalo Grove. Discover how some of your favorite sweet treats are made and enjoy time surrounded by plenty of chocolate temptation!

Following our visit, we'll check into the Courtyard by Marriott Chicago Lincolnshire, our home for the next three nights.

This evening, enjoy dinner at Chessie's Restaurant in Barrington, a local favorite known for its charming atmosphere.

After breakfast, we'll begin the day at the fascinating Volo Museum, home to an incredible collection of automobiles, Hollywood vehicles, antiques, and one-of-a-kind exhibits. There's something around every corner!

Today we will do dinner at Dover Straits in Mundelein, where we'll enjoy a delicious meal along with musical entertainment featuring baritone singer Jeorge Holmes.

Today we're off to beautiful Lake Geneva, Wisconsin!

The highlight of our morning is the famous U.S. Mailboat Tour. Cruise the sparkling waters of Geneva Lake while watching the remarkable mail jumpers leap from the boat to deliver mail to lakeside residents—a Lake Geneva tradition unlike anything else!

After the cruise, enjoy free time in downtown Lake Geneva for lunch on your own, shopping, and exploring the charming boutiques and specialty shops.

We'll return to our hotel in the afternoon before gathering for a special evening at Three Embers Restaurant, featuring dinner and musical entertainment.

After breakfast and checkout, we'll travel to Oak Park, an area celebrated for its architecture, historic homes, and beautiful gardens.

Our planned sightseeing includes the Oak Park Conservatory and highlights of Oak Park's architectural heritage, with time to enjoy the area's unique history and surroundings.

Following our Oak Park visit and lunch, we'll begin our journey home, making comfort stops along the way.

We'll arrive back in Evansville this evening, bringing home plenty of wonderful memories from our Chicago and Lake Geneva getaway!