Small Group Walking Bar Tour - The Itinerary: What You’ll See and Experience

Small Group Walking Bar Tour

Discover Detroit’s vibrant nightlife and history on this small group walking bar tour along Woodward Avenue, led by a friendly local guide.

Travelers looking to combine an authentic taste of Detroit’s legendary bar scene with a dash of local history might find this Small Group Walking Bar Tour to be a charming choice. It’s a relaxed, four-hour journey through the heart of downtown Detroit, offering a chance to sip craft cocktails and local brews while learning about the city’s colorful past. With only a handful of guests, this tour promises an intimate experience, led by a guide who’s as enthusiastic as they are knowledgeable.

What we especially appreciate about this tour is its focus on authentic local venues, from sleek lounges to dive bars that have stood the test of time. Plus, the stunning cityscape views and landmarks scattered along Woodward Avenue make it both a visual and cultural delight. On the downside, the ticket price doesn’t include drinks, so you’ll need to budget for your own beverages—something to consider if you’re hoping for all-inclusive fun.

This tour suits those who love to explore on foot, enjoy small-group atmospheres, and want a deeper understanding of Detroit’s vibrant nightlife intertwined with its history. It’s perfect for first-timers eager to see Detroit’s iconic sights from a local perspective, or anyone looking for a lively, relaxed way to start an evening out.

Key Points

Small Group Walking Bar Tour - Key Points

  • Intimate Experience: Small groups of no more than 6 travelers ensure personalized attention and a friendly vibe.
  • Local Insights: Knowledgeable guides share stories about Detroit’s Prohibition, musical roots, and industrial past.
  • Variety of Venues: From historic dive bars to modern cocktail lounges, each stop offers something unique.
  • Landmark Photo Ops: Stops at Hart Plaza, The Fillmore, and Comerica Park provide great opportunities for photos.
  • Affordable Price: At $35 per person, the tour offers good value for those interested in culture and nightlife.
  • Flexible End Point: Finishing near Little Caesars Arena makes it easy to continue exploring or catch a game.

An Overview of the Experience

Small Group Walking Bar Tour - An Overview of the Experience

This Small Group Walking Bar Tour offers a lively yet relaxed way to see Detroit’s downtown scene. For about four hours, you and a small crew will stroll through some of the city’s most iconic and beloved watering holes. Led by a local guide, this tour is designed to share the stories and secrets behind Detroit’s vibrant nightlife, all while providing an opportunity to sample local drinks. It’s not an all-you-can-drink experience, but rather a curated journey into the city’s bar culture and history.

An important aspect that makes this tour stand out is its focus on storytelling. Our guide, described as engaging and funny, weaves tales of Detroit’s Prohibition days, its musical legacy, and its industrial might, making the visit not just about drinks but about understanding the city’s soul. Plus, the tour includes photo stops at landmarks like Hart Plaza, The Fillmore, and Comerica Park—ideal spots for photos and to get a sense of Detroit’s lively vibe.

The Itinerary: What You’ll See and Experience

Small Group Walking Bar Tour - The Itinerary: What You’ll See and Experience

Starting Point at Hart Plaza Fountain

The tour kicks off at Hart Plaza, a well-known public space with a striking fountain and a great vantage point to observe Detroit’s skyline. It’s a convenient meeting point, accessible via public transportation. From here, the walk begins along Woodward Avenue, a historic artery that pulses with Detroit’s history.

The Fillmore Detroit

The first stop is the Fillmore Detroit, a venue that dates back to 1925. This building, once a movie palace, now hosts concerts, comedy shows, and private events. The blend of old-world architecture with modern entertainment epitomizes Detroit’s ability to preserve history while embracing the contemporary. While you’re here, you can enjoy the atmosphere, and maybe even imagine the many performers who have graced its stage.

Lunch or Ice Cream Break

One of the reviews highlights an unexpected stop for ice cream, adding a touch of casual fun to the itinerary. This brief pause allows guests to refresh, chat about what they’ve seen so far, and get ready for the next venue.

Comerica Park

Next up is Comerica Park, home of the Detroit Tigers. Even if you’re not a baseball fan, it’s hard not to appreciate the stadium’s modern amenities combined with nods to Detroit’s baseball history. Its central location makes it a great photo op, especially during games or special events.

Additional Venues and Final Stop

The tour wraps up just steps from Little Caesars Arena, a hub for sports and entertainment. Here, after the tour, you’re perfectly positioned to catch a game, continue your night in Midtown or Brush Park, or simply enjoy the vibrant Detroit nightlife scene.

What’s Included and What’s Not

The ticket price of $35 covers the expert-guided walk and access to the stops. However, alcoholic drinks are not included, so you’ll need to purchase your own beverages at each venue. This allows you to choose your preferred drinks—craft cocktails, local brews, or soft drinks—tailored to your taste and budget.

How the Tour Works

Small Group Walking Bar Tour - How the Tour Works

The tour operates in small groups, with a maximum of 6 travelers, enhancing the chance for meaningful conversations and personalized attention. It’s suitable for most travelers, with confirmation provided immediately upon booking. The tour’s proximity to public transportation makes it accessible, and the 4-hour duration is perfect for a relaxed exploration without feeling rushed.

Authenticity and Reviews

Small Group Walking Bar Tour - Authenticity and Reviews

The only published reviews are glowing, with a perfect 5-star rating from two travelers. One reviewer praised the guide, Jeff Fritz, as a “very engaging and funny” person who made the experience enjoyable. They appreciated walking to multiple bars and even stopping for ice cream, highlighting the tour’s casual, fun vibe. The small group size and knowledgeable guide seem to make a real difference in the overall experience.

Value for Money

Small Group Walking Bar Tour - Value for Money

At $35, this tour offers a great value considering the personalized nature, the variety of venues, and the storytelling. It’s ideal for those who want a taste of Detroit’s culture beyond the typical tourist spots without a hefty price tag. Remember, drinks are extra, so budget accordingly.

Ready to Book?

Small Group Walking Bar Tour



5.0

100% 5-star

“We walked to 4 different bars, also stopped for ice cream. Jeff Fritz made the experience enjoyable, as a former Second City cast member, he was ve…”

— Kathleen L, Aug 2025

Practical Tips for Participants

Small Group Walking Bar Tour - Practical Tips for Participants

  • Wear comfortable walking shoes—this is a 4-hour stroll through downtown Detroit.
  • Bring cash or cards for drinks and souvenirs.
  • Arrive promptly at Hart Plaza for the start.
  • If you’re a baseball or music fan, the stops at Comerica Park and The Fillmore will be especially engaging.
  • Consider extending your evening at Little Caesars Arena or nearby neighborhoods to continue exploring Detroit’s lively scene.

This walking bar tour is best suited for travelers who appreciate a small-group experience and are eager to combine history with nightlife. It’s perfect for first-timers in Detroit, as it provides a manageable, engaging introduction to the city’s landmarks and stories. It also appeals to those who prefer a relaxed pace with plenty of opportunities to chat with guides and fellow travelers.

If you’re interested in Detroit’s musical roots, industrial past, or modern entertainment scene, this tour will give you a vivid glimpse, all while enjoying some of the city’s best bars. It’s a great choice for social travelers, history buffs, or anyone looking for a fun, authentic night out.

Is this tour suitable for all ages?
Since the tour involves drinking, it’s intended for adults over 21. However, the focus on history and sights makes it appealing to a broad age range.

Are drinks included in the tour price?
No, drinks are not included. You’ll need to purchase your own beverages at each stop.

How long does the tour last?
Approximately four hours, including walking and stops at various venues.

Is the tour accessible via public transportation?
Yes, the start point at Hart Plaza is near public transit options, making it convenient to reach.

How many people are in each group?
A maximum of 6 travelers, ensuring a personalized experience.

Can I book a private tour?
Yes, private tours are available. Contact the provider for details.

What should I wear?
Comfortable walking shoes are recommended. Dress in layers suitable for the weather.

Do I need to bring any extras?
A small amount of cash or credit card for drinks and souvenirs. A camera for photos is also encouraged.

What’s the best way to end the tour?
Right at Little Caesars Arena, you can catch a game or continue exploring Detroit’s nightlife in the surrounding neighborhoods.

This Small Group Walking Bar Tour offers a genuine way to see Detroit’s lively streets, savor local drinks, and hear stories that bring the city’s history to life. Its small size, knowledgeable guides, and scenic stops make for a relaxed, engaging experience that’s well worth the $35 price tag. Whether you’re a history enthusiast, a casual bar hopper, or simply curious about Detroit’s vibrant scene, this tour is a worthwhile addition to any visit.

Perfect for those who enjoy walking, storytelling, and authentic local flavor, it’s an excellent way to start an evening or gain a new appreciation for Detroit’s enduring spirit. Just remember to budget for drinks and wear comfortable shoes, and you’ll have a memorable night exploring Detroit’s story through its bars and landmarks.