Boston, Massachusetts
Freedom Trail Tour









Boston Bar Crawl and Freedom Trail Walking Tour

from $8 per person


Get ready for the best Boston Bar Crawl and Freedom Trail Walking Tour! You’ll discover secret history, enjoy famous landmarks, and—of course—drink at the most interesting bars in Boston. Each tour is private—its just you and your friends working together to solve puzzles, answer trivia, and compete for the top spot on the leaderboard!

On the Boston Bar Crawl and Freedom Trail Walking Tour you and your team will discover Boston’s revolutionary history as you walk the steps of Boston’s famous Freedom Trail. This 2 mile walking experience that takes 3-4 hours to complete. It starts near Boston Common, weaves on and off the Freedom Trail, and finishes in the North End neighborhood.

What are you waiting for? Put a team together and get after it!

Buy your ticket today and use it any time.

Meetup with Friends

Get your friends together

Get your friends together and create your team name on the app. From there, we’ll guide you through city and share some of its most interesting history as you learn and explore.

Explore the city

Explore the city

We’ve turned your smartphone into the city’s best tour guide! As you go, we’ll be asking you scavenger hunt questions you can answer by exploring your surroundings.

Work together

Work together

In addition to scavenger hunt questions, we’ve packed the tour with trivia questions and puzzles you’ll need to work with you team to solve—and earn points along the way.

Grab a few drinks

Grab a few drinks

No tour is complete without the bars! As you walk through the city we’ll guide you to a few of the best bars in town. Plan for 4-6 bars on each tour.

*Drinks not included

amazing race meets drunk history

Imagine the best parts of scavenger hunts, historic walking tours, and bar trivia all packed into a world-class adventure game—that’s Brews & Clues! Work together with your friends to solve trivia questions, discover hidden landmarks, and earn points while competing for the top spot on the Brews & Clues Leaderboard!

Amazing Race meets Drunk HISTORY

Imagine the best parts of scavenger hunts, historic walking tours, and bar trivia all packed into a world-class adventure game—that’s Brews & Clues! Work together with your friends to solve trivia questions, discover hidden landmarks, and earn points while competing for the top spot on the Brews & Clues Leaderboard!

There's a lot to love about Boston

Boston is more than just funny accents, Dunkins’ coffee, obnoxious sports fans, bad drivers, lobstah, and clam chowdah. This city is literally packed with history.  Boston is the birthplace of the American Revolution and higher education and is home to some of the coolest places to visit on the planet – both wicked old and very new.

You can sample delicious Italian food in the North End while strolling the cobblestone streets outside Paul Revere’s house. Or, visit America’s oldest public park – Boston Common – while sipping an ice cold Sam Adams steps away from the ice cold (body) of Sam Adams.

Best of all, Boston is city designed for walking. The world famous Freedom Trail will take you to places and spaces that served as the catalyst for the American Revolution and helped build this country.   While taking in the history and famous Boston landmarks, you can treat yourself to great food, local brews, and the culture of this classic American city.

Explore Boston's Top Attractions & Landmarks

There’s a lot to love about Boston and it’s revolutionary history. Here are a few spots you’ll explore on the tour.

The Best Times to Explore Boston's Freedom Trail

Anytime is a good time to get outside with friends, but the best time for a Brews & Clues tour is when all the bars are serving.


Always private

All of our bar crawl trivia tours are a private experience, just for you and your friends.


No time limit

Explore the city at your own pace. There's no tour guide rushing you to the next bar.


Start anytime

We're ready when you are. Buy your ticket today and start your tour anytime.



If you don't love your tour, quit by question 5 and we'll give you a full refund.

Any questions?

Meet at the starting location, create a team name, and log in with your team. The tour will guide you through the city while you explore historic landmarks, learn local history, answer trivia questions, and solve puzzles. As you go, you’ll be guided to some of the best bars in town!

Tours typically take 3-4 hours to complete, but every team goes at their own pace. There is no time limit. We encourage people to make a day of it and enjoy each location as long as they want without feeling rushed.

No drinks are included with the price of your Brews & Clues ticket. From time to time on the tour, we may recommend our local favorites, but ultimately it’s up to you to decide what (and how much) you drink along the way.

In order to answer some questions on your tour, you’ll be asked to go in and out of bars, pubs and tap rooms. Some of those places, depending on the time of day, may restrict entry to anyone under 21.

Absolutely. We designed Brews & Clues to work on any smartphone without the need to download an app. As long as you can get on the internet, you can access the tour.

We have several team sizes available for different groups of people. When you’re purchasing your tour choose the size that works for you.

No worries—drinking is not required on the tour. Whether you drink or not, the experience is designed as fun, interactive and challenging for everyone to enjoy. Even without a buzz, we’re confident that you’ll have a good time.  

We’ve built a help guide within the app if you have any questions as you go. If that doesn’t solve your problem, our team is always just an email away. Just shoot us a note at:

We only had 1 night in Boston and this was the BEST way to spend it. This is such a fun trivia scavenger hunt that gets you to some great historical spots around the city and you get to enjoy some great bars as well along the way. Highly recommend doing this if your headed to a major US city and want to learn about its history.


2-person team




TOTAL: $48

Best Value


12-person team




TOTAL: $96


6-person team




TOTAL: $72

Massachusetts State House
The Boston Common
Freedom Trail
Granary Burying Ground
Old State House
Faneuil Hall Marketplace
Monday - Friday
11:30 - 10pm
Saturday - Sunday
11:30 - 10pm