Boston Common

Back Bay, Beacon Hill, North End, South End

The Boston Loop with Sandy

Get brunch in the South End, or go to the SoWa for food trucks. For brunch in the South End, Coppa is delicious, but super super expensive for what it is. I really like Metropolis for brunch. If you want to do a not-cheap-but-cheaper coffee and breakfast sandwich, you could go to Render on Columbus and Mass Ave.

Then just walk around! Seriously.

Before winter sets in, the Tuesday and Friday farmer's market at Copley Square offers a bounty of local produce. In the fall, expect outrageous quantities of apples, cider, and cider donuts.

Before winter sets in, the Tuesday and Friday farmer's market at Copley Square offers a bounty of local produce. In the fall, expect outrageous quantities of apples, cider, and cider donuts.

First, go to Copley Square and walk around there.

Then walk down Newbury, and you could make a stop at the Thinking Cup for coffee or a pastry or sandwich.

From Newbury, where there are a lot of shops, walk over to the Esplanade along the Charles. There's an access point on the Mass Ave. bridge.

Walk down the Esplanade to Beacon Hill.

Walk through Beacon Hill to Boston Common.

Maybe end in the North End and get dinner there.

North End, Back Bay, Fenway

Boston on foot with Emily

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

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.

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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.

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.