Wander Wisconsin

Lake Michigan Adventure to Milwaukee & Door County

  • Date

    August 19-23, 2025 | Tue / Sat – 5 Days 

  • Location

    Greendale | Milwaukee | Sturgeon Bay | Sister Bay | Fish Creek | Egg Harbor | Bailey’s Harbor | Ephraim

Overview

With its arts, incredible bay and lake views, and Swedish heritage, there’s no wonder Door County, Wisconsin is a popular vacation spot. There’s plenty to do on this charming peninsula, whether you choose to shop at the many gift and antique stores, visit museums and art galleries, or just spend time taking in the beautiful views. A traditional Door County fish boil with local whitefish, cherry pies made from the fruit of local orchards, handcrafted cheese, and Swedish treats make this destination a delight for your senses. Also stay one night in Milwaukee, known for its vibrant culture and friendly atmosphere. Explore the village of Greendale, tour the historic Pabst Mansion, an important landmark of the “Brew City”, and visit the Harley-Davidson Museum.

Door County is a long peninsula surrounded by the waters of Green Bay and Lake Michigan on the eastern shores of Wisconsin. Water was and still is a prime feature as 300 miles of scenic shoreline define the county. From the 1800’s shipyards produced fishing trawlers, Navy vessels, ore carriers, and some of the finest yachts in the world; now recreational boats travel the bustling harbors and quiet coves. Twelve lighthouses dot its shores.

Travel to the Wisconsin shores of Lake Michigan and discover for yourself why this is one of Ambassadair’s favorite destinations.

HIGHLIGHTS INCLUDE

  • Tour the historic Pabst Mansion in Milwaukee
  • Visit the Harley-Davidson Museum
  • Experience a traditional Door County fish boil
  • Cruise from Fish Creek to the Strawberry Islands
  • Tour the Maritime Museum, Eagle Bluff Lighthouse, and Bjorklunden Chapel
  • See a performance by the Peninsula Players
  • Taste wine at a winery located in a 100-year-old restored dairy barn
  • Stop at a popular Wisconsin cheese shop

PACKAGE INCLUDES

  • Roundtrip motorcoach transportation from Indianapolis
  • Escorted
  • 4 nights accommodations
  • Breakfast daily
  • 1 lunch, 2 dinners
  • Sightseeing and admissions per itinerary
  • Ground transportation
  • Hotel baggage handling

Note: This itinerary includes activities where moderate walking, possibly on uneven terrain, is required.

Tue, Aug 19: Depart Indianapolis via motorcoach for Greendale, Wisconsin. One of only three “Greenbelt towns”, planned communities built during the Great Depression as part of the New Deal; Greendale is also known as a “Norman Rockwell town” due to its’ charming traits reminiscent of a New England town. Learn about the unique history of the Village and the stories behind the one-of-a-kind folk-art chimneys found here with a step on guided tour of Historic Greendale. Enjoy lunch on your own and stroll the quaint village before continuing to Pabst Mansion. Built in 1892 for Captain Frederick Pabst, founder of the Pabst Brewing Company, this grand Flemish Renaissance Revival-styled house is on the National Register of Historic Places and is now a museum. Embark on a docent-led tour where you’ll learn about the home and the family who once lived here. Check in to your downtown hotel before gathering for an included dinner at a longstanding Milwaukee restaurant. (Meals: Dinner)

Wed, Aug 20: Breakfast is included at the hotel this morning before exploring more attractions of the “Brew City”. Visit the Harley Davidson Museum, dedicated to the legendary brand of American motorcycles. Wander exhibits featuring the history and evolution of the iconic motorcycle, all the back to the oldest Harley-Davidson in existence: “Serial Number One”. Shop for souvenirs before heading to the Milwaukee Public Market for lunch on your own and another shopping opportunity! In the afternoon wave goodbye to the big city for the scenic beauty of Door County and Sturgeon Bay. Travel north along the shores of Lake Michigan to the Stone Harbor Resort & Conference Center, located in the heart of town. The waterfront hotel offers easy access to shops, restaurants, and walking paths along the lakeshore. This evening, relax and enjoy exploring Sturgeon Bay on your own. (B)

Thu, Aug 21: After an optional visit to the Door County Historical Museum, transfer to Sister Bay for lunch at the popular Al Johnson’s Swedish Restaurant and Butik, where goats graze on the grass-topped roof! Take in the views from the Eagle Bluff Lighthouse in Peninsula State Park and hear the personal stories of the keepers who toiled through the night and manned the light from 1868 to 1926. After taking a cruise to the Strawberry Islands, enjoy free time in Fish Creek and take in a performance by the Peninsula Players. Known as the “Theatre in a Garden” the open sided pavilion is a unique blend of live theater and beautiful views of cedar forests, gardens, and waterfront. (B,L)

Fri, Aug 22: Learn about ship building at the Maritime Museum, and tour the Tug John Purves, built in 1919 for the U.S. Shipping Board in response to the needs of WWI. Travel to Bailey’s Harbor for a tour of Bjorklunden’s Boynton Chapel, handcrafted in a 12th-century Norwegian style and ornately decorated with hand-carved woodwork and 41 hand-painted frescoes. Spend free time in Egg Harbor before traveling to Lautenbach’s Orchard Country Winery & Market for a wine tasting of the estate-grown pure fruit and traditional grape varieties. Next on the agenda, dinner—a traditional fish boil, where mild, delicate whitefish, fresh from the waters of Lake Michigan are prepared outdoors in a boiling kettle while you watch. A slice of fresh cherry pie tops off the meal before returning to the hotel. (B,D)

Sat, Aug 23: Depart after breakfast to start the trek home making stops along the way to acquire some Wisconsin delights. Stop at a popular cheese shop to pick up local cheese and other regional favorites, such as those irresistible kringle pastries!  Arrive in Indianapolis this evening. (B)

DoubleTree by Hilton Downtown, Milwaukee. This property has all the modern amenities and is perfectly located in the heart of the city for easy exploration. Highlights: in-room coffee/tea maker, refrigerator, microwave • complimentary WiFi Internet access • restaurant • fitness center.

Stone Harbor Resort & Conference Center, Sturgeon Bay. Centrally located in downtown Sturgeon Bay on the harbor, in the heart of the historic shopping and restaurant district, with easy access to waterfront walkways, shops and restaurants. Highlights: rooms feature complimentary high-speed wireless Internet access • indoor heated swimming pool • fitness center.

Pricing

  • Complete Package
  • Double P/P – $1,769
  • Triple P/P – $1,599
  • Single – $2,279

*Subject to change due to fuel surcharge