Top Milwaukee Seasonal & Special Occasions

Swap the big bus tours for a crowd-free experience. Traveling in an open-air, five-seater electric vehicle, you'll thoroughly explore the historic city of Milwaukee, from popular tourist destinations to some hidden gems that most visitors miss. As you travel, your guide will fill you in on Milwaukee's rich and exciting history. This tour has different lengths to suit your schedule.

Milwaukee is called many names; Brew City, City of Festivals, and Cream City, but it is most recognized as the place for great beer and cheese in the Upper Midwest. The large 19th century Germanic population continue to influence our local food products and dishes while some of the best restaurants from the historic Third Ward to East Town Downtown. When booking our winter exclusive Skywalk Food Tour you'll get to experience and enjoy all the best we have to offer from a warm second-story perspective. You'll get to experience and enjoy all the best we have when you book our Secret Food Tour: Milwaukee. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

Guests will learn about Milwaukee’s thriving brewpub scene and visit four separate breweries, tasting up to 16 different beers on this guided brewery tour with a snack. Visit some of Milwaukee's most popular brewpubs, including Lakefront Brewing, Broken Bat Brewing Co, Ope!, Gathering Place, and Wizard Works, to name a few. Round trip transportation by bus in downtown Milwaukee is included. Please try to book your tour at least 72 hours in advance of the tour to confirm availability. Tours book up quickly, and tours booked inside this window may not have room.

The Midwestern city of Milwaukee is known for its beer and cheese and this walking food tour gives you a taste of the best. Join a small group and enjoy a walk through "Brew City" to sample a number of beers and regional snacks. Learn about the 19th-century Germanic population that immigrated to the area and its influence on today's local cuisine.

Unveil the dark history of Brew City with this ghost tour of the city’s most haunted locations. Meet your guide for a ghoul-fueled stroll through the heart of Milwaukee to take in spirit-infested historic hotels, theaters, and even skyscrapers. Be entertained by bone-chilling ghost stories and tales of paranormal activity as you delve into Milwaukee’s ghoulish past.

One of the most haunted bars in the nation, Shaker’s Cigar Bar—a Milwaukee institution—has a history as wild as its ghostly encounters. On this small-group tour, you’ll explore behind the scenes, hearing stories about the Capone brothers and Jeffrey Dahmer, the bar's cemetery and brothel past, and more. Bring your camera, sure, but beware of what you might catch on film.

Holly Jolly Hunt is a scavenger hunt that is played using an app on your smartphone, that brings your entire family and friends together for holiday cheer. During the adventure you’ll be seeking out all the traditional, and even the non-traditional holiday items we all see this time of year around the city. You’ll get points for each item you find. The goal is to capture as many items as you can in order to score as many points as possible and get 1st place on the leaderboard. Along the way you’ll be asked to perform silly holiday themed tasks meant to bring laughter and smiles to everyone involved. Come play with us. Young or old, this is a scavenger hunt for everyone that enjoys this time of year. We promise you will create holiday memories that you will not forget! Holly Jolly Hunt can be played in any city!

Learn about Milwaukee’s thriving brewpub scene and taste up to 12 different beers on this guided brewery tour with a snack. See how beer is made and chat with brewery owners about their operations. Visit some of MKE’s most popular breweries, including Pilot Project, Perspective Brewing, and Dead Bird, to name a few. Round-trip transportation by bus in downtown Milwaukee is included. Please try to book your tour at least 72 hours in advance of the tour to confirm availability. Tours book up quickly, and tours booked inside this window may not have room.

Discover the highlights and hidden secrets of Milwaukee without having to read a guidebook on this fun and interactive scavenger hunt. Even though it’s a self-guided hunt, the package includes a remote host to chat to and get support from along the way. With your group, work as a team to solve clues and explore the city’s unusual oddities, local hotspots, and hidden surprises.

Milwaukee is chock-full of epic holiday light displays, and you’ll get to see—and snap—them all on this hop-on hop-off tour. Great for locals and visitors, you’ll cruise from Catalano Square to Pabst Brewery and more, only getting off when you like. Along the way, expect caroling, a complimentary drink and dessert, and plenty of glowing Christmas cheer.

Skip the crowds this is a private tour for your group only! Embark on a magical journey through the heart of Milwaukee with our 2-hour private Christmas Lights tour. Marvel at the enchanting Daniel W. Hoan Memorial Bridge, where the city’s skyline sparkles with festive lights, setting the tone for a joyful adventure. Stroll through Catalano Square, transformed into a holiday haven, and witness the twinkling lights of Zeidler Union Square, radiating Christmas cheer. Pere Marquette Park awaits with its serene beauty, adorned with festive decorations, while Cathedral Square Park captivates with its historic charm, illuminated by the spirit of the season. Our comfortable transport ensures you experience the magic hassle-free, creating cherished memories as you explore Milwaukee’s most dazzling Christmas landmarks. *For reference only. Itineraries subject to change.

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Milwaukee, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.