If you’re looking for a way to enjoy Detroit beyond the typical tourist stops, this Small Group Walking Bar Tour offers a lively, authentic look into the city’s legendary drinking scene and its intriguing past. Led by a knowledgeable local guide, this four-hour adventure takes you along Woodward Avenue — a stretch packed with history, music, and stories that define Detroit. Whether you’re a craft cocktail enthusiast, a sports fan, or simply curious about Detroit’s gritty charm, this tour is a practical and fun way to spend an evening.
What makes this experience stand out are two key elements: the personalized attention you’ll receive from a friendly guide specializing in Detroit’s story, and the variety of stops, from sleek lounges to historic dive bars. That said, a possible consideration is that alcoholic drinks are not included in the ticket price, so you’ll need to budget for your beverages along the way.
This tour is especially well-suited for travelers who enjoy walking, local stories, and discovering a city’s hidden gems while sampling some of its best bars. If you’re traveling with a small group and appreciate a relaxed, intimate atmosphere, this experience promises both entertainment and insight into Detroit’s vibrant nightlife.
Key Points

- Authentic Experience: Combines Detroit’s nightlife with its history, music, and industrial roots.
- Small Group: Max of 6 travelers, ensuring personalized attention and a friendly vibe.
- Flexible Stops: From a restored movie palace to lively sports venues, each stop offers something unique.
- Cost: $35 per person, with drinks purchased separately, making it easy to control your budget.
- Expert Guide: Led by a knowledgeable and engaging local, enhancing the storytelling.
- Convenient Location: Starts at Hart Plaza and ends near Little Caesars Arena, perfect for continuing your night.
Exploring Detroit’s Nightlife and Heritage

This walking bar tour provides a neat combination of history, local flavor, and nightlife, all within a manageable four hours. We loved the way the guide weaves stories of Detroit’s past into the current scene, making each stop more meaningful. The tour’s design—visiting 3-4 well-traveled bars—ensures you get a taste of the city’s diverse drinking culture without feeling rushed or overwhelmed.
Price-wise, at $35, it’s a reasonable way to enjoy an evening in Detroit, especially considering the small size of the group and the insights shared. Keep in mind, drinks are not included, so you might want to budget for a few craft cocktails, local beers, or favorite beverages at each stop. This can be a plus — you get to choose your own drinks and pace your consumption.
The tour begins at Hart Plaza Fountain, a vibrant spot often filled with locals and visitors alike, offering a scenic start with views of Detroit’s skyline. From there, you’ll walk along Woodward Avenue, a street steeped in automotive, musical, and sports history. Along the way, you’ll pause at landmarks like The Fillmore Detroit — an iconic music venue in a beautifully restored 1925 movie palace — and Comerica Park, where Detroit’s baseball spirit is alive and well.
You can also read our reviews of more walking tours in Detroit
The Stops in Detail

The Fillmore Detroit
This historic theater, originally a 1925-era movie palace, now hosts concerts, comedy shows, and private events. Its architecture is stunning, and stepping inside, you can practically feel the echoes of bands and performers who’ve graced its stage. The guide will share stories about Detroit’s musical legacy, making this stop much more than just a photo op.
Comerica Park
A short walk from The Fillmore, Comerica Park is Detroit’s major league baseball stadium. It’s a lively place that combines modern amenities with nods to Detroit’s baseball traditions. As you pass by, the guide might highlight local sports legends and the significance of baseball in Detroit’s cultural fabric.
Additional Stops and Photo Opportunities
Along the route, you’ll stop at Hart Plaza, a central gathering spot with views of the river and city skyline, and near Little Caesars Arena, where you can plan to stick around for a game or simply soak in the vibrant district. The tour wraps just steps from the arena, making it easy to continue your night or grab a late-night snack.
You can also read our reviews of more drinking tours in Detroit
The Tour Experience

Led by Jeff Fritz, a former Second City cast member, the guide makes the experience engaging and humorous. According to reviews, Kathleen loved the way he made the evening enjoyable and shared fun stories. The small group size, just up to 6 travelers, creates an intimate atmosphere — ideal for asking questions, sharing stories, and feeling like a local.
Participants have praised the knowledgeable guides and the stunning views they get to see along the way. The walking pace is comfortable, making it accessible even for those who prefer a relaxed stroll rather than vigorous activity.
The inclusion of stops for ice cream and photo opportunities adds a light, fun element — making this more than just a bar crawl but a mini sightseeing tour with a focus on local flavor and history.
Practical Considerations

While the tour’s cost is modest, remember that beverages are not included. If you’re particular about your drinks, budget accordingly. The timing, about four hours, offers a relaxed pace without feeling rushed. The location starting point at Hart Plaza is near public transportation, making it easy to reach without a car.
This tour is suitable for most travelers, especially those comfortable walking and interested in Detroit’s storytelling. Its focus on local landmarks and intimate group size makes it a good choice for couples, friends, or solo travelers seeking a personalized city experience.
Who Will Love This Tour?

This experience is perfect for history buffs, music lovers, or anyone curious to see Detroit through the lens of its lively bar scene. If you enjoy small-group outings, value local insights, and want a flexible way to explore Detroit’s nightlife, this tour ticks all those boxes. It’s also an excellent option for travelers who prefer to combine sightseeing with socializing, rather than just visiting museums or conventional attractions.
The Sum Up

In essence, the Small Group Walking Bar Tour offers more than just a night out — it’s a window into Detroit’s soul, blending history, music, sports, and local flavor in a relaxed, friendly setting. The knowledgeable guide and small-group format foster a personal connection to the city, making it a memorable addition to any Detroit itinerary.
Whether you’re a first-time visitor or a local looking for a new perspective on your city, this tour provides great value. It’s especially suited for those who appreciate authentic experiences, enjoy good company, and want to learn the stories behind Detroit’s legendary spots. And with the option to keep drinking and exploring afterward, it’s a versatile choice for extending your night in Motor City.
FAQs

- How long does the tour last?
About 4 hours, providing a relaxed pace for sightseeing and socializing.
- What is included in the price?
A friendly, expert-led walking tour with stops at 3-4 bars and landmarks.
- Are drinks included?
No, alcoholic beverages are purchased separately at each stop.
- Is the tour suitable for all ages?
Most travelers can participate, but since drinks are involved, it’s primarily for adults.
- Where does the tour start and end?
Starts at Hart Plaza Fountain and concludes near Little Caesars Arena.
- Can I book a private tour?
Yes, private tours are available; message the provider for details.
- How many people are in each group?
A maximum of 6 travelers, ensuring a more personalized experience.
- What makes this tour different from others?
Its focus on Detroit’s history and culture, combined with a small, intimate group.
- Is it easy to reach the starting point?
Yes, the starting location is near public transportation.
- Can I continue exploring Detroit after the tour?
Absolutely, the final stop is close to other popular districts like Midtown and Brush Park.
In all, this walking bar tour offers a warm, engaging, and insightful way to experience Detroit’s nightlife and history. It’s a fantastic option for those who want more than just a bar crawl — it’s an authentic look at the city’s spirit, narrated by someone who knows it well.
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