Group 6 Boston, Massachusetts
Spring, Summer, Fall
$, $$$

About the location

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 Summary

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

Featured in this guide

Local food
Healthy food
Photo spots
Group 31 Museums
Foodie favorites
Group 39 Art
Group 14 Hidden Gems
Group 38 Bike-friendly
Group 32 Historical
Group 36 Shopping
Group 33 Walkable
Group 13 Public transportation

Great for these trips

Cultural / Historical
Family with kids
Girls / Guys Trip
Family without kids
Active / Adventure
Weekend Getaway


This guide has not been reviewed yet.

  • Guide Architect

    Caitlin Ridgeway

    Caitlin Ridgeway

    As a faithful patron of New York Times crosswords and 9 PM bedtimes, I make welcome exceptions to let my travel be my wild side!

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