Hops & Homicide: A Craft Beer Crawl Through America’s Darkest Stories - Small group wine tour in USA with Tipple Tours
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Hops & Homicide: A Craft Beer Crawl Through America’s Darkest Stories

7 Days Maximum 12 People USA

Overview

Hops & Homicide is a road trip through the Midwest’s craft beer scene…with a darker twist. From the streets of Chicago to the breweries of Milwaukee and beyond, this small-group experience blends real true crime stories with great bars, local brews and the kind of nights that rarely go exactly to plan. By day, you’ll walk through locations tied to infamous cases, hear the stories behind them and see each city from a different perspective. By night, things shift - into breweries, dive bars and the social side of travel, where strangers quickly turn into a group. This isn’t a history lecture. And it’s not just a pub crawl stretched over a week. It’s a mix of storytelling, atmosphere and shared experiences - designed for people who want something a little different from their trip. Expect bold beers, strange stories and a week that builds as it goes. Some moments are light, some are darker but all of them are memorable. It’s history…just with better drinks.

Why This Tour is Special

  • From crisp lagers to bold IPAs, every stop delivers beers worth investigating… repeatedly.
  • Explore infamous stories from Capone to Dahmer, ideally with a cold beer in hand to steady the nerves.
  • Where friendships are formed, playlists get questionable and “just one more stop” becomes a lifestyle.
  • Crime scenes, eerie museums and places that make you say, “this is brilliant… and a bit weird.”
  • It usually starts with one quiet drink and ends with stories you’ll be telling for years.

Upcoming Departures

11–17 September 2027

9 spots left

100% Guaranteed Departure · Book it. Pack it. We're going!

✓ Your own room included — no single supplement

Tour Itinerary

Day One

Welcome To Chicago

Arrive, check in, and meet your fellow partners-in-crime.

We kick things off on a rooftop with a couple of craft beers before heading out for a proper introduction to Chicago’s dive bar scene.

First night. Strong start.

Day Two

Chicago, IL: Gangsters & Great Beer

Chicago doesn’t do subtle… and neither do we.

By day, dive into the city’s Prohibition-era past with stops linked to Capone, Dillinger and the infamous St. Valentine’s Day Massacre.

By night, it’s all about the beer: Revolution Brewing, Half Acre Beer Company, Maplewood Brewery and many more!

Expect bold flavours, better stories and a few “that escalated quickly” moments.

Day Three

Milwaukee, WI: Dahmer & Drafts

We head to Milwaukee, a city known for beer…and darker chapters.

Explore locations tied to Jeffrey Dahmer’s story before shifting gears into brewery mode: Milwaukee Brewing Company, Eagle Park Brewing and Good City Brewing to name just a few.

Throw in bratwurst, dive bars and a late night that may blur slightly.

Day Four

Madison, WI: Ed Gein Territory

Today gets a little… strange.

We visit Plainfield, home of Ed Gein (the inspiration behind Psycho and The Texas Chains Saw Massacre), before balancing things out with one of America’s weirdest attractions: House on the Rock.

Beer stops include: Karben4 Brewing, Working Draft Beer Company, Great Dane Pub and a few special surprises!

It’s unsettling…but in a good way.

Day Five

Rockford, IN: Unsolved Mysteries

A day of cold cases and cold beers.

Explore the mystery of Mary Jane Reed, visiting key locations tied to the case before diving back into the local beer scene: Prairie Street Brewing, Carlyle Brewing and Rockford Brewing Company.

Expect theories, debate…and more drinks than planned.

Day Six

Gary IN: Dark Stories & Big Pours

Gary brings industrial history, lesser-known crime stories, and a surprisingly strong beer scene.

We explore the story of Darren Deon Vann before making our way through: Shoreline Brewery, 18th Street Brewery and many more local hidden gems.

It’s our final full day…so naturally, we go out properly.

Day Seven

Farewell (for now)

We head back to Chicago, squeezing in a final stop or two along the way.

Goodbyes, last drinks and the realisation you’ve got stories you probably shouldn’t tell everyone.

Cheers to a chilling, thrilling, and unforgettable journey!

What's Included

Accommodation on a twin sharing basis (roommate may become your new best friend)
Transport in our legendary Boozy Bus with A/C — we’re fun, not reckless
Local guides + your Tipple Tours host (equal parts knowledge and great influence)
All tours and museum entries (yes, even the slightly unsettling ones)

What's Not Included

Flights
Meals and drinks
Insurance
Single supplement (for those who’ve learned their lesson about sharing)

Practical Info

Getting There

Fly into Chicago and prepare for a road trip involving craft beer, true crime history and the occasional sentence that makes you pause halfway through a cheeseburger. Domestic US flights are easy. Emotional recovery afterwards may take slightly longer.

What to Pack

Comfortable shoes, an open mind and clothing capable of surviving breweries, dive bars and the occasional dramatic true crime story told over tacos. Recommended: layers phone charger, hangover optimism and “I enjoy documentaries about serial killers” energy. Not required: forensic experience, detective skills or the ability to explain why you booked this tour to your friends.

Best Time to Visit

Spring through autumn is perfect for brewery hopping, road trips and sitting outside American bars wondering whether you should move here permanently. Winter works too if you enjoy: dark atmosphere, snowy streets and looking like a detective in a Netflix crime series.

Good to Know

This is not a glorified pub crawl with someone yelling Wikipedia facts through a megaphone. Think: craft breweries, great bars, fascinating stories, weird roadside America and a group of people who all ticked the same slightly concerning holiday preference box. Also: there will be beer, crime stories, late-night conversations that begin with: “Technically speaking…how haunted is this hotel?”

This Tour is Perfect For

  • Adults only
  • Couples
  • Solo Travellers

Coming on Your Own? Brilliant!

Travelling solo? You'll fit right in. Join a small group of fellow adventurers, make new friends and enjoy your own room with no single supplement on eligible departures. No need to bring a spare human.

Discover Our Solo Traveller Adventures

Perfect for Friends & Couples

Tipple Tours are even better when shared. Our tours are designed for relaxed conversations, long dinners and plenty of shared travel stories.

Tour Gallery

Hops & Homicide: A Craft Beer Crawl Through America’s Darkest Stories USA - wine tour experience photo 1
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From

£950

per person

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Questions About the USA Tour

Everything you need to know before booking

Private & Custom USA Experiences

Want to explore America's craft beverage scene with your own group? Our USA tours are available as private experiences — perfect for bachelor/bachelorette parties, corporate retreats, or groups who want the full experience without sharing.

Private Craft Beer Tours

Our True Crime Brewery Crawl and LA Beer tours are available as private bookings. Your group explores craft breweries, taprooms, and the stories behind them with a dedicated guide.

Custom Wine Country

Interested in Oregon Pinot, Washington Cabernet, or Texas Hill Country? We can build custom wine-focused USA trips tailored to your palate preferences.

American craft breweries often offer better experiences for private groups — ask about exclusive barrel tastings and brewmaster meet-ups.

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