Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Madison’s highlights with a flexible, app-led scavenger hunt that combines sightseeing, photo challenges, and fun activities for groups.
Madison Wisconsin Bar Crawl: Mad Fun in Madison
If you’re looking for a way to explore Madison beyond its well-trodden paths, the Madison Wisconsin Bar Crawl offered by Let’s Roam promises a lively, interactive experience. While primarily designed as a scavenger hunt rather than a traditional bar crawl, it’s a fun, budget-friendly activity that combines sightseeing, trivia, and photo challenges into a single playful adventure. Whether you’re visiting with friends, family, or colleagues, this activity offers a unique way to see the city in a relaxed, self-guided format.
Two things we particularly like are the flexibility of starting anytime and the interactive nature of the challenges, which keep everyone engaged. Plus, at just $14.99 per person, it’s a budget-friendly way to make your trip more memorable. However, it’s important to note that this experience requires a moderate level of physical activity and comfort with exploring on foot. If you’re after a guided tour or a more structured experience, this might not be the best fit. Still, it’s ideal for those who enjoy a bit of independence and a playful approach to sightseeing, especially for groups seeking a mix of fun and discovery.

This activity is designed as a self-guided adventure, meaning you control how and when you start, making it a very flexible option. Once you purchase tickets through the website and download the app, the fun begins. You’ll be greeted with a series of challenges that lead you through Madison’s best sights and hidden gems, all with the added spice of trivia questions, puzzles, and photo challenges.
The app guides you throughout the tour, telling you where to go, what questions to answer, and what photos to take. Unlike conventional tours, there’s no fixed schedule, so you can start early in the morning or late afternoon — whichever fits your plans best. The estimated duration is about 1.5 to 2 hours, giving ample time to explore without feeling rushed.
Looking for more options in Alabama? Here are some other experiences worth considering.
The challenges are based on actual landmarks, plaques, statues, and works of art, encouraging you to pay attention to your surroundings. This makes the experience not just fun but educational, as you’ll learn little-known facts or see details you might otherwise overlook.
Expect to visit the city’s key sights, but also some lesser-known spots that add a layer of discovery. The questions are designed to be answerable only by being physically present at the location — a great way to motivate your group to explore every nook and cranny.
Each participant is assigned an interactive role, which adds a layer of teamwork and variety. You’ll receive texted photo challenges, prompting you to capture specific scenes, actions, or creative shots. The team that earns the most points, whether through accurate answers or the best photos, wins bragging rights. Travelers have raved about this feature, noting it keeps everyone involved and makes the experience lively and fun.
This is ideal for groups seeking a casual, interactive experience. It’s perfect for bachelorette parties, birthday celebrations, or team-building outings. It’s also a good choice for travelers who enjoy exploring at their own pace and want a mix of sightseeing and playful challenges without the pressure of a guided tour.
While the name might suggest a pub crawl, this activity doesn’t include stops at bars or pubs. Instead, it offers a mixed experience of sightseeing, trivia, and photo challenges. It’s more of an urban adventure hunt than a nightlife tour. This means it’s suitable for daytime fun, especially if you want to learn about Madison’s sights in a lively way.
If you’re specifically interested in local bars, you’ll need to look elsewhere, but for a fun, interactive exploration of the city, this tour hits the mark.

At $14.99 per person, the cost is quite reasonable, especially considering the flexibility and interactive nature of the experience. There’s no guide fee or extra charges, and since it’s self-guided, you can do it at your own pace — potentially spreading it out over a few hours or squeezing it into part of a day.
For travelers on a budget, it offers excellent value: you get an engaging, personalized tour experience with plenty of opportunities for photos and trivia, all while discovering parts of Madison you might not see on a standard sightseeing route.


While new to reviews, the activity’s structure suggests it’s favored by groups looking for a fun, interactive way to explore. The real value comes from the customizable start time and the engagement through photo and trivia challenges. Travelers who enjoy a blend of sightseeing and playful competition will find this activity particularly appealing.
Some review snippets mention the “blast of an experience,” highlighting how it turns a simple walk into a memorable adventure. Others appreciate the affordable price, noting it’s a cost-effective way to add a unique twist to their Madison visit.

This scavenger hunt is best suited for adventure-minded travelers who enjoy exploring on their own terms. It’s great for groups of friends, families, or colleagues wanting a lively, interactive activity without the formality of guided tours. If you’re the type who likes puzzles, trivia, and capturing fun photos, you’ll find plenty to love here.
It’s less ideal for travelers seeking a guided, narrated tour or those with limited mobility. But if you’re comfortable walking and love spontaneous adventures, this is a smart, inexpensive way to see Madison in a new light.

The Madison Wisconsin Bar Crawl by Let’s Roam offers a cost-effective, flexible, and engaging way to discover Madison’s sights. It flips traditional sightseeing on its head by making it a game, perfect for groups that thrive on interaction and fun. Its straightforward, app-led format means you have control over your experience, and the challenges ensure everyone stays involved.
While it’s not a pub crawl and doesn’t include bars, it provides an excellent platform for uncovering hidden spots and learning interesting facts. The price and self-guided nature make it a good choice for budget-conscious travelers who want a memorable, active outing—perfect for a casual day or a playful addition to your Madison itinerary.

Can I start the scavenger hunt at any time?
Yes, once you purchase your ticket and download the app, you can start whenever it suits your schedule, making it very flexible.
Is this a guided tour?
No, it’s a self-guided, app-led activity. You navigate and complete challenges at your own pace without a tour guide.
How long does the activity take?
Typically, the hunt lasts about 1.5 to 2 hours, giving you plenty of time to explore without feeling rushed.
What’s included in the price?
For $14.99 per person, you get access to the app with all challenges, trivia, photo tasks, and the ability to tailor the experience to your group.
Is it suitable for all fitness levels?
It requires moderate physical activity, so comfortable shoes and a reasonable fitness level are recommended.
Are service animals allowed?
Yes, service animals are permitted during the activity.
Do I need any special equipment?
Just your smartphone, the app, and your enthusiasm. A charged phone is advisable.
What kind of challenges can I expect?
You’ll encounter trivia questions, puzzles, and photo challenges related to Madison’s landmarks and hidden features, designed to be fun and engaging.
Overall, if your group enjoys a bit of friendly competition, exploring at your own pace, and discovering Madison’s lesser-known corners, this scavenger hunt is a clever, budget-friendly choice. It combines the best of sightseeing, fun, and social interaction into one affordable package—making your visit to Madison not just memorable but truly unique.