As the largest city in Wisconsin, and the second-largest city on Lake Michigan, Milwaukee is a Midwestern hub bursting with culture and history just waiting to be explored.
Whether you’re renting a home in Milwaukee, WI, looking to buy a house in the city, have your eyes on an apartment, or just torn between the Midwest charm of Milwaukee and Minneapolis – this Milwaukee bucket list has you covered. It’s the perfect guide to help you get acquainted with your new city and keep track of all the must-see spots of Cream City.
1. Cruise across Milwaukee’s many rivers and Great Lake Michigan
“My favorite thing to recommend is renting a boat on the river,” shares Taylor of Buckley’s Restaurant and Bar in Downtown Milwaukee. “Riverwalk Boats has pontoons you can rent to stroll up and down the riverfront. Lots of breweries, bars, and restaurants have docks open to the public, too. It’s a great way to see the city.”
Image courtesy of O & B Photo Co.
2. Try a famously towering Bloody Mary at Sobelman’s
“Sobelman’s is a hidden gem in Milwaukee that brings a giant twist to the iconic Bloody Mary,” share Olivia and Bryan, wedding photographers and owners of O & B Photo Co. “Coming in at 80 liquid ounces with a full menagerie of fixins’, this gaudy delight is made to be shared with your nearest and dearest – or maybe a really epic first date.”
3. Explore the commercial corridor of Downer Avenue
Historic Downer Avenue is one of Milwaukee’s most popular East Side business districts known for its great dining, shopping, movies, and annual events. Nestled between residential neighborhoods, this two-block long commercial corridor holds a variety of activities and specialty shops to peruse. Their seasonal events are a must-add to your Milwaukee bucket list.
4. Get outside to enjoy the many waterfront vibes
“Milwaukee is the freshwater capital of the world, sitting at the convergence of three rivers and accessible to Lake Michigan,” says Isabel of Milwaukee Downtown, an organization supporting the funding of specific initiatives aimed at creating a clean, safe and friendly downtown. “Lakeshore State Park and Milwaukee’s Riverwalk are the best ways to experience this paradise.” Lakeshore State Park, the only urban state park in Wisconsin, is home to wide prairies and paved trails that link up to other nearby parks. The Riverwalk path extends through three downtown Milwaukee neighborhoods across the Milwaukee River.
5. See your city from above with a flight tour
If you’re looking for a fresh perspective on your city, MyFlight Tours has you covered. Hop into one of their helicopters for one of the most unique ways to see Milwaukee in style. Wave at Waukesha and West Allis as you take in some unforgettable views of this Great Lakes city.
6. Treat yourself to some of the most unique cocktails in the Cream City
Milwaukee’s amazing food and cocktail scene would not be the same without At Random or Bryant’s. Get a taste of history and quality craftsmanship at these local partner bars. At Random is known for its ice cream drinks and specialty cocktails, and has been a charming staple of the Bay View area since 1964. Bryant’s, by comparison, has been around since 1938, and has no menu whatsoever. Let fate – and your bartender – choose the perfect cocktail for you at this hidden gem.
7. Don’t miss a Milwaukee Bucks game
“Milwaukee is full of life, culture, and fun,” says Ashley, owner of Ashley Kalbus Photography. “To get to know Milwaukee, I highly recommend visiting a Bucks game at Fiserv Forum. The arena is located in a beautiful part of the city, surrounded by historic buildings. It’s a fun experience that creates a sense of community and makes you feel right at home.”
8. How to make the most of 24 hours in the city
Don’t have enough time for a full Milwaukee bucket list? The County Clare Irish Inn & Pub has the perfect itinerary items for a shorter schedule:
The ultimate Milwaukee bucket list: Final thoughts on what you can’t miss
There is no shortage of unique things to do in Milwaukee, but this bucket list highlights the top activities you just can’t miss if you find yourself in Cream City. Regardless of how long you’re staying, be it a short trip to visit a friend or a longer stay on your search to find your new home, jumping into some local activities is sure to help you decide that Milwaukee is a good place to live.