Top Milwaukee Outdoor Activities

Set sail around Lake Michigan on this private adventure tour. With the safety of a life jacket and boat captain, spend two hours enjoying a smooth sail along the calming waters, soaking up city views of Milwaukee, Kenosha, and Racine. You also have the opportunity to spot local wildlife like lake trout, sandhill cranes, and otters.

Forward Outdoor offers one of the most unique ways to experience Milwaukee. Located directly on the waterfront at Discovery World, our rental location provides immediate access to calm, protected harbor waters with stunning views of the city skyline, Lake Michigan, Lakeshore State Park, and the Summerfest grounds. Unlike many paddling experiences that require transportation, lengthy instructions, or advanced skills, guests can get on the water quickly and explore at their own pace. We offer a variety of watercraft—including kayaks, paddleboards, hydro bikes, and paddle boats—making it easy for families, couples, solo travelers, and groups to find the perfect adventure. As a locally owned Milwaukee business, we're passionate about helping people connect with the outdoors and discover the city from a perspective most visitors never experience.

Kick off your morning with a guided e-bike tour around Milwaukee. Covering about 15 miles, you’ll ride through historic neighborhoods and scenic parks, with stops including the North Point Lighthouse and Villa Terrace Museum and Gardens. Capped at eight for a personalized experience, this tour is a fun, active way to pack in plenty of sightseeing. Hear facts and insights from your guide along the way.

Half the history talk calories of the Old Milwaukee Tour but with all the full bodied flavor! Ride 15 miles on a pedal assist e-bike through the best of Milwaukee. Enjoy a frozen custard at the beach, a local speciality. See incredible variety! Ride through historic working class neighborhoods and past ornate mansions that were built when Milwaukee was the machine shop of the world. Admire hidden alley street art. Gaze up at massive frescos inside our finest cathedral. Cruise along lakeshore parks and past downtown architectural gems. Wrap it all up with a visit to a beer garden, a city tradition since 1848, and you'll have a real taste of Milwaukee.

The Milwaukee Downtown ride takes you on a on an exhilarating helicopter journey down the Milwaukee Bay where you can witness Downtown Milwaukee like never before! This ride offers a truly unique perspective, soaring directly over the heart of the city. You’ll be treated to sweeping views of the Milwaukee River, the iconic Hoan Bridge, and the majestic Milwaukee Art Museum. But that’s not all – this ride encompasses the entire cityscape, ensuring you don’t miss a single landmark.

Our guided City Skyline Kayak Tours are 1.5–2 hours long and follow the Milwaukee River up towards downtown Milwaukee. We do not make any stops along the way for this tour, but we do provide details about Milwaukee's history and attractions along the river. Our knowledgeable guides will provide you with any kayaking instruction you may need and ensure you feel safe and comfortable on this beginner-level tour.

An immersive clue-solving adventure around RiverWalk Milwaukee. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime with no fees. It's a scavenger hunt, escape room, and urban crawl all-in-one. Follow the storyline around town as you find clues and use them to crack codes. Then enter solutions on the app to find out where to go next. Clues can be anywhere - murals, statues, landmarks, and more! Plan on about two hours of playtime, depending on your experience level and how much time you spend exploring along the way. Difficulty level is adjustable - take as many or as few hints as you’d like! PLEASE NOTE: Bookings made less than 7 days before your play date will be scheduled for local pickup. For bookings made 7+ days in advance, our team will contact you to arrange shipping.

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.

The Milwaukee River has many breweries and restaurants along its shores, but driving can be a bit of a hassle. Bypass the roads and take to the water with this Milwaukee River Kayak Rental. Float down the river at your own pace without being rushed by a group and decide how you spend your time in the river and out of it.

See the sights of Milwaukee while learning facts about the city's history, art, and architecture on an entertaining and interactive scavenger hunt. This app-based game leads you through the city, challenging you with trivia questions and tasks as you pursue the items on your list. This is a fun group activity for team building, parties, or anyone looking for a playful and memorable way to get to know Milwaukee.

Enjoy a walking tour of beautiful and interesting parts of Milwaukee while following clues on your smartphone and solving interesting puzzles along the tour. Play the game on your smartphone with your group as the game guides you through the city. Score points for correct answers and try to get the high score on the leaderboard. See major attractions as well as less-known gems of Milwaukee on this unique scavenger hunt and walking tour. Play any time that fits your schedule! There is no in-person guide you have to wait for! Tour downtown Milwaukee and see the iconic Quadracci Pavilion, St. John Cathedral, City Hall, Pabst Theater, and much more. Your group of 2 to 6 people works together to solve the 22 challenges on the scavenger hunt. Wear comfortable shoes! You'll walk about 3 miles along this scavenger hunt tour. Explore the city at your own pace Enjoy fun challenges with family and friends Discover Milwaukee's hidden gems and historic sights Perfect for all ages

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

The Milwaukee Wacky Walks scavenger hunt is a royal-themed experience that will use an app to give you a list of items around the city to find and challenges to complete. Along the way, compete in royal tournaments to determine the King/Queen throughout the game. Gain points for your team by taking photos of the items you find and challenges you complete. The goal is to hold on to the King/Queen title the longest and gain as many points as you can. Play for as long as you want anywhere in the city you'd like. A remote host will be following along virtually and chatting with you if you need anything. Come reign in Milwaukee today!

Brew City Kayak's Cheese Curd Tour is about 4 hours long from 11:15 am to 3:15 pm. We launch from 820 South Water St, in the Walker's Point neighborhood. Each participant can expect a life jacket, paddle, paddle instruction, and cheese curds included in the tour price! Your guide will take you to 2-3 stops along the river system, showcasing Milwaukee, our history, and our cheese. (While cheese is included, other food and beverage items are not included in the tour cost.) **Tour stops may vary depending on timing and group interest.

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.

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.

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!

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Our unique immersive adventures are one of a kind. We provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Set off on an exciting journey through Milwaukee! Dive into the city’s vibrant past—from its Native American heritage to the waves of European immigrants who shaped it. Explore the stories behind its landmark buildings, discover the legend of the famous “Fonz,” and learn why locals call ATMs “TYME machines.” Put your sleuthing skills to the test with fun challenges and clever clues along the way. And be sure to grab a selfie with the Fonz for extra points! Get ready to experience Milwaukee in a whole new way!

Explore Sheboygan’s highlights in a fun way, on a Segway, on this small-group excursion. Cruise along the Sheboygan River and Lake Michigan shoreline to see the lighthouse, shipwreck sites, schooner remains, and the John Michael Kohler Arts Center. If you’d like, you can upgrade to a private tour for a more personalized experience.

Walk around Milwaukee while completing the Operation City Quest scavenger hunt! Use an app to find a list of objects around the city in any order you choose and perform fun challenges for points. Collect points and take a look at your score compared to others across the country. All of our scavenger hunts have a remote host via chat to help along the way. Come out and explore with us in Milwaukee.

Ready for a unique urban adventure? Crazy Dash is a flexible, app-based scavenger hunt perfect for exploring your city in a new way, from Milwaukee to cities all over. Forget stuffy tours and guidebooks—this is your experience, on your terms. Unlike other scavenger hunts, we provide live, remote hosts—real people—who are there to support you. You can chat with them anytime to get hints, ask questions, or just get some encouragement. You’ll never be stuck, and you’ll always have someone in your corner to ensure you have a blast. Our challenges are all about fun, not trivia. You’ll complete hilarious photo and video missions to earn points, turning your exploration into a game. You can compete on our nationwide leaderboard or just play for fun—the choice is yours. Crazy Dash is the perfect way to spend time with family, friends, or a partner. Get ready to explore, laugh, and make memories.