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  • Boston
  • March 28, 2021

Best Walking Tours in Boston

It’s almost Spring! The weather is warming up, the grass is starting to green, and the flowers are blooming. It’s time to emerge from our winter hibernation and COVID quarantine bubbles and GET OUTSIDE! There is no better way to see Boston (and burn some calories) than taking a walk with your peeps.  Whether your a tourist or a native, here are the best walking tours of Boston. We are all wired differently, so we have broken the walking tours into three categories or types; tour guide; self-guide, and interactive / hybrid.  Pick your favorite, lace up those new sneakers, and explore Boston your way!

 

 

freedom trail tour guide

Real Walking Tour Guides:

This is the OG of walking tours. Just let someone else be in charge and take you for a walk. Walking tours with an experienced guide were suspended for a while in Boston, but they are making a comeback as the weather and the public health situation improves. If you are interesting in having an “expert” walk you around and show you the sights, then this is your jam.

Check-out Boston CityWalks, Free Tours By Foot, or Boston By Foot for some excellent and informative options. If you know that your dogs will be barking, you can also try a Trolley Tour or Duck Tour of Boston. You will do some walking, but the majority of work is done for you!

For all of these tours, we suggest booking in advance as space is limited, and tours sell out fast.

PROS: Let the experts plan your day; great information; structured; you won’t get lost; you may meet new people.

CONS: You may meet new people; tour groups can be awkward; prices can be expensive, per person, and tipping is encouraged; you can’t deviate from the tour; quality is based on the tour guide; booking in advance means you are stuck to a day and time regardless of weather.

 

 

young man on a walking audio tour outside in a city

Self-Guided Audio Walking Tours:

The last year hasn’t been easy and some folks aren’t ready to break that bubble just yet. That’s okay. You can tour Boston by foot using an app, map, or just your own internal compass to help guide you. You can always just hop on Boston’s Freedom Trail and follow the “Red Brick Trail” or download the GPS My City app from the Google Play or Apple App Store. “Free Tours By Foot” offers an audio option that allows you to walk and listen to a scripted tour of a few different Boston spots – they even have a Spanish language version.

PROS: It’s just you and your select group – no annoying tour guide or tourists; self-guided = self-paced; low cost or FREE.

CONS: You have to be in charge; getting lost; priced by the person; quality is variable; audio tours don’t allow you to communicate with your friends/family.

 

young women outside in a park looking at a phone

Hybrid / Interactive Walking Tours:

What if you could grab your friends and turn your walking tour of Boston into something interactive, fun, and educational? Go Trivia and Brews & Clues have developed unique Boston experiences that allow your exclusive group of friends to form a team and do just that!

Both options are web-based, interactive “games” that guide you through the city (or section of the city) using your Smartphone as your guide. They have built the tour and you follow along answering trivia questions, learning about the city, and finding clues to move to your next location.  Go Trivia offers a Freedom Trail tour and is just about to launch a new tour of Harvard and Cambridge.  Brews & Clues uses famous bars and pubs to help you navigate through the busy while quenching your thirst. It’s like bar trivia on foot!  They have a Boston tour that weaves on and off the Freedom Trail and visits some of the best sites and bars in the city.

PROS: One price for your whole group; self-paced; easy to use; flexible – start whenever you want; no reservations required.

CONS: Need a Smartphone and recommend a charger just in case.

Boston has some amazing places to visit and some incredible walking tours. So go breathe some fresh air and see Boston by foot today!

DON'T JUST READ IT. LIVE IT!

Want to explore a bit of everything? Try Go Trivia. We turn your phone into the city’s best tour guide. It’s a one of a kind experience that’s part scavenger hunt, trivia game, and history tour.  

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Frequently Asked Questions

WHEN ARE TOURS AVAILABLE?

Anytime. But, in order to get the full experience, you’ll want to plan your tour while the landmarks are open. Most of the time, you’re good to go from sun up, to sun down. 

If there’s any other restriction, we’ll let you know on our product page, and we’ll remind you on your tour activation email.

How many people can be on my team?

We recommend aiming for a team of 6, but the size of your team is totally up to you. We offer tours of all sizes—just choose the right option for you when you checkout.

There’s no limit to how many people you can bring on your Go Trivia tour.

HOW LONG WILL IT TAKE?

That depends on you and your team. It’s a self-guided tour so you control the pace. Race to the finish line or take your time.

Either way, plan for about 90 minutes and be ready to walk about 2 miles.

WILL IT WORK ON MY PHONE?

Yup. All our tours are created on a state of the art mobile application that works on any device. You don’t even have to download anything to your phone.

Seriously, as long as you can get on the internet, you can access our tours.

Will we have to pay to enter any landmarks?

Think of Go Trivia like the city’s best tour guide. We’ll guide you to the most interesting destinations and landmarks while you play an interactive trivia game.

We don’t want you to have to wait in line, or be restricted in any on your tour. For that reason, we don’t require you to enter any paid destinations while on the tour. 

WHAT IF I GET LOGGED OUT?

Don’t sweat it. We thought of that.

Re-open your tour activation email and click the “Get Started” link again. You’ll pick up right where you left off.

NEED HELP?

Email us anytime at:
info@gotrivia.com

OUR MISSION

We believe the key to a good time is getting outside and exploring with your friends.