Ultimate 9-Day Milwaukee Adventure Itinerary

Grab a quick breakfast at Story Hill BKC to fuel up for the day. Then, embark on a brewery tour at the famous Lakefront Brewery, where you'll get to taste some of the best local brews and learn about the beer-making process.

For lunch, head to Motor Bar & Restaurant at the Harley-Davidson Museum and enjoy their classic American menu. Spend the rest of the afternoon exploring the exhibits at the museum, delving into the history of this iconic American brand.

Dine at Odd Duck, known for its innovative small plates and craft cocktails. Afterward, if you're up for some fun, visit Bounce Milwaukee for a unique experience featuring trampolines, rock climbing, and other exciting activities.

Start your day with a visit to the grand Pabst Theater, where you can take a guided tour to appreciate its architecture and learn about its storied past. Enjoy breakfast at Cafe Benelux, offering a European-inspired menu with a view of the city's Historic Third Ward.

Afterward, explore the vibrant neighborhood of the Historic Third Ward, known for its unique shops, galleries, and dining. Have lunch at La Merenda, a local favorite for its tapas-style dishes.

Cap off the day with a delightful dinner at Goodkind, which focuses on locally sourced ingredients and a rotating seasonal menu. Then, take a leisurely walk through the Third Ward and enjoy the evening ambiance.

Enjoy a morning walk or jog along the picturesque Milwaukee Lakefront Trail. For breakfast, indulge in the famous custard at Kopp's Frozen Custard, a Milwaukee tradition.

Spend your afternoon at the serene Lake Park, where you can have a picnic or simply relax. For lunch, head to Maxie's Southern Comfort for some delicious Southern cuisine.

Dine at Braise Restaurant & Culinary School, known for its farm-to-table concept and innovative dishes. After dinner, take a guided tour of the North Point Lighthouse and enjoy the panoramic views of the lake and the city.

Begin your day with a visit to the iconic Milwaukee Art Museum, home to over 30,000 works of art. After immersing yourself in the art world, enjoy a delightful breakfast at Sobelman's Pub & Grill.

For lunch, head to Balzac Wine Bar and savor their fine selection of wines paired with delectable dishes. Post-lunch, take a guided tour of the Chudnow Museum of Yesteryear to step back in time and explore the history of Milwaukee.

Dress up for an elegant dinner at Sanford Restaurant, known for its sophisticated cuisine and impeccable service. Afterward, enjoy a performance at the Pabst Theater, an evening of live entertainment in a historic setting.

Start your day with a visit to the American Family Field (Miller Park), home of the Milwaukee Brewers. Take a guided tour of the stadium and learn about the team's history. For breakfast, enjoy the vibrant atmosphere at The SafeHouse, a unique spy-themed restaurant.

After the stadium, explore the campus of Marquette University, known for its beautiful architecture and rich history. For lunch, head to The SafeHouse for some secret-agent-inspired dishes. Spend the rest of the afternoon at the quirky Bounce Milwaukee, where you can enjoy trampolines, rock climbing, and more.

Dine at The SafeHouse for a fun and interactive dining experience. Afterward, if you're up for more adventure, visit the Bounce Milwaukee again for an evening of bouncing and games.

Take a day trip to the nearby city of Madison, Wisconsin. Enjoy breakfast at Short Stack Eatery, a local favorite known for its delicious pancakes and comfort food. Spend the morning exploring the beautiful University of Wisconsin-Madison campus and the vibrant State Street area.

For lunch, head to Graze, a farm-to-table restaurant with a menu that highlights local ingredients. Afterward, visit the impressive Wisconsin State Capitol and take a guided tour to learn about the state's history and government.

As the day winds down, enjoy a relaxing dinner at Eldorado Grill, known for its Southwestern and Latin-inspired cuisine. Then, head back to Milwaukee, reminiscing about your day trip to the charming city of Madison.

Embark on a day trip to the vibrant city of Chicago, Illinois. Start your day with a classic Chicago-style breakfast at Lou Mitchell's, a historic diner known for its hearty meals and friendly service.

Spend the afternoon exploring the iconic attractions of Chicago, such as The Art Institute of Chicago, Millennium Park, and the famous Magnificent Mile. Enjoy a delicious lunch at Giordano's, where you can savor the city's renowned deep-dish pizza.

As the sun sets, indulge in a memorable dinner at Alinea, a three-Michelin-star restaurant known for its innovative and artistic cuisine. Afterward, take in the breathtaking views of the city from the 360 CHICAGO Observation Deck or enjoy a live performance at The Second City, the renowned comedy club that launched the careers of many comedy legends.

Enjoy a final breakfast at Wolf Peach, known for its seasonal dishes and scenic views. Then, take a morning walk through the Historic Third Ward, soaking in the charm of the area and perhaps picking up some last-minute souvenirs.

For lunch, visit Harbor House and indulge in their fresh seafood offerings while enjoying the panoramic views of Lake Michigan. Afterward, take a guided tour of the Basilica of St. Josaphat, a stunning architectural gem and a symbol of Milwaukee's rich religious history.

Conclude your trip with a memorable dinner at The Capital Grille, where you can enjoy a fine dining experience with a wide selection of wines and impeccable service. Raise a glass to the wonderful time you've had in Milwaukee and reminisce about the highlights of your trip.