One of the coolest things about Boston is that everything is walkable. Not to shit on the T, but you could do the entire day on foot. And there aren’t that many cities like that.
Do the first half of the Freedom Trail, but not the second, because like, the density of interesting spots decreases. In the beginning, you can see the Common and the Public Garden and you should definitely do that.
Then halfway, just end in the North End, where you should get a cannoli. Try both Mike’s and Modern Pastry—it’s the scientific way.
A view toward Arlington St. from the Public Garden offers layers of architecture from different eras
Walk along the Charles. You have to see the Charles. You have to. It’s beautiful. I think it’s beautiful in the winter, beautiful in the summer. It’s what sets Boston apart from other cities. I mean, I’m biased, because I like to run. My favorite part of the Esplanade is, between the Dartmouth St. and Fairfield St. bridges, there’s that area where it splits, and there’s a little section surrounded by water.
Yeah, exactly, Gisele used to Instagram it all the time!
And if you can see a game, go see a game at Fenway. I was raised a Yankees fan, but I still think it’s the most beautiful, just incredible, baseball park in America.
Boston's neon sunsets are best viewed from the dock on the Charles River Esplanade. They're even better if it's been a cloudy day.