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Boston, Massachusetts

Solo, Family With Kids, Family without kids, Active/Adventure, City, Cultural / Historical, Girls / Guys Trip, Weekend Getaway
Spring, Summer, Fall

As someone who was born and raised in Chicago, I kind of always thought of Boston as an east coast cousin. Gritty, artsy, and not for the faint-hearted.

Fortunately for me, the gritty, artsy, rough and tough cinematic version of Boston that we all see in our favorite films is buried deep within the true Boston - the one that boasts a communal pride of coastal unity. Boston is brought together by its history, sports and food culture in a way that can put a Harvard Ph.D. candidate at a bar stool next to - well, me!

I discovered a whole new side of architecture, fashion, food, and... food. Everyone and everything Boston is celebrated here, and I'm really excited for you to experience that. From Italian pastries to foam fingers; Victorian row houses to donksicles (if this word alone doesn't tap at your nosy door, I don't know what would) Boston is an eclectic bouquet of tradition and innovation (and food, if I haven't mentioned it yet) and it isn't slowing down any time soon. So, get ready to stop and smell cannolis!

Guide Highlights

In my typical fashion, I walk you through some of my favorites and give you the neighborhood low-down!

Oysters, cannolis, Briyani, cocktails, and - wait for it - donksicles. Grab a beer at a bah or dive into some serious seafood culture.

Guide Features

Local Food
Healthy Food
Foodie Favorites
Photo spots
Hidden Gems
Public Transportation


This guide serves as a foundation for any kind of traveler. Adventurous, paced, museum motivated, or outdoor rover. Adults and kids can enjoy most of these activities and tips are provided throughout the guide that will help any traveler on any trip. Budgets are considered, but experience is not spared. 

Guide Includes:

  • How to get around
  • Where to go
  • Where to stay
  • What to eat
  • What to see


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