Southwest® flights from Orlando to Milwaukee from $165

Milwaukee is a city where past meets present. What started as one of the United States’ manufacturing meccas is now a hub for entrepreneurs, inventors, chefs, and creatives. With fun neighborhoods, rich history, and a host of cultural icons, there are plenty of ways to enrich your itinerary and experience the best of Milwaukee.

Want to play tourist and see the sights? Start with a visit to the Milwaukee Art Museum around 10 a.m. Not just for the art, but also for the Burke Brise Soleil—the slow unfolding of the museum’s giant white wings. Take a tour of the Harley-Davidson Museum, where workers are still crafting engines and transmissions. See where the MillerCoors legacy began on a tour of the original brewery. Stop by West Wisconsin Avenue and visit the home of Frederick Pabst, the father of Pabst Blue Ribbon. If you’re curious about dinosaurs, and have ever wondered where the largest dinosaur skull is, it’s housed in the Milwaukee Public Museum.