5 Unusual Things to Do in Boston by Foot
5 unusual things to do in boston

Boston–one of America’s best walking cities–has such history and such fun on the Freedom Trail, yet I found 5 unusual things to do in Boston on my recent weekend adventure not normally discussed in tour books.

5 unusual things to do in boston1. Give thanks to the fallen fire and police service personnel. While walking along Commonwealth Avenue Mall, I couldn’t help but gasp when I approached the fallen service personnel memorial. Stark in its rise from the ground, and welcoming in its shape, you can’t pass it without giving a kiss to the fireman’s helmet.

5 unusual things to do in boston2. Take a segway tour. The Freedom Trail is long–and if it’s a humid Boston day, it’s hot. Instead, jump on a segway from Boston Segway Tours. If possible, get Chevy as your guide. We have done many segway tours around the US, and this company had the best of them all. Chevy lead the tour and also commented throughout into a walkie talkie that echoed onto each Segway. It was a great way to get the history and see the sites without the aching feet while getting a nice breeze.

5 unusual things to do in boston3. I’m going to add this on here, but I will admit that it will be hard to recreate. Get in a music video! On our Segway tour, we glided past New Edition‘s new group filming a music video. It was strictly luck–but the Massachusetts Film Office is big in Boston. Check out their website before hand and see if you can be an extra in something they are shooting in Boston. Perhaps you can get in the scene!

5 unusual things to do in boston4. I admit, it’s not in Boston, rather it’s in Cambridge. None the less, visit the original building of Harvard University, which is actually the chapel. You’ll need to adventure onto Harvard Square and onto the campus and then find it tucked into a nook of the campus.

5 unusual things to do in boston5. Catch a concert for free at Fenway. Billy Joel played one of the nights that we were in Boston. We didn’t have tickets. What we did have is an assumption you’d be able to hear him outside of the park, and we were right. All along the perimeter of the park are bars with outside seating. Order yourself some Sam Adams, get yourself some clam chowder, and sit yourself down to hear, in perfect clarity, the artists from within Fenway. Granted, you won’t see the artist. But since sitting in the bar drinking a few brews is cheaper than a concert ticket, you probably shouldn’t complain, either.

There you have it–5 unusual things to do in Boston, and I didn’t even mention walking the Freedom Trail, taking a Swan boat, or eating lobster. What’s on your list?


  1. Dyson

    From a convenience store that turns into a high-end clothing boutique to racing around the Boston Harbor at 40 mph, we’re amassing the greatest list of unconventional, lesser known, things to do in Boston. We’re tired of 10 Things to Do in Boston lists that all say “go to the Museum of Science” and “see a Red Sox game”.

    • EatWalkLearn

      Yes, totally. Who needs a list of common things to do, right? Glad to see there are others out there looking for the unique!

  2. Tina

    Best blog ever!!

    • EatWalkLearn

      Thanks so much. I hope you’ll join me on my next walk!


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handsome hiking couple

Chris and Steve, the empty-nesting nomads, travel the world, one month at a time, housesitting and Airbnbing along the way. We uncover urban walks, great hikes, and vegan/vegetarian eats that other guide books miss. And we throw in a bit about Forex trading along the way.

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