Adventure Collective
Boston North Ends Tours: Politically Incorrect Food Tour - Boston

Boston North Ends Tours: Politically Incorrect Food Tour

Bostoneasy

Difficulty

easy

Duration

2 hours

Fitness Level

Suitable for all fitness levels—just bring your appetite and curiosity.

Overview

Dive into Boston's North End with a candid, food-filled tour led by a local guide. Sample authentic Italian dishes, hear colorful stories, and get a fresh perspective on this historic neighborhood in just two hours.

Food Tour
Wine
Boston, Massachusetts

Boston's Politically Incorrect "Let's See! Let's Eat!" North End Food Tour

3 hours

Select participants and date

Adventure Photos

Boston's Politically Incorrect  "Let's See! Let's Eat!" North End Food Tour photo 1

About This Adventure

Experience Boston's North End like never before on the Politically Incorrect Food Tour. Led by a local Italian-speaking guide, you'll savor authentic Italian cuisine, uncover hidden gems, and hear captivating neighborhood stories. This fun, no-nonsense tour promises laughter, delicious food, and a true taste of Italian culture—come hungry and ready to enjoy!

!Description of image

"The Most Fun Food Tour Ever"

Boston’s Politically Incorrect North End Food Tour is a one of a kind food tour of the North End " Boston's Little Italy " I'll help you avoid the tourist traps - "If a place sucks, I'll tell you just like that. :)" My groups are always fun because the guest that sign up get the Politically Incorrect part and are all guest that don't seem to give a crap for all the fake formalities! Minimum age mature 13 year olds. No whinny types .It's time for the adults to have some fun.

I can promise you this: On this tour you will enjoy great neighborhood stories, laugh a lot , eat a lot of delicious Italian foods, visit historic sites, hidden gems, unique neighborhood shops, and local hangouts. You will enjoy all of this from a true local born and raised . Only Italian speaking local tour guide in the neighborhood. Speaking the language gives me a inside advantage. That's why I laugh when all the other tours say that they will show you the Italian culture and most aren't Italian and the ones that are don't speak Italian. I don't know about you but if you want authentic don't you think the guy that speaks Italian has the advantage to show you the Italian culture better than all the impostors . Oh they are the typical tours that will serve a cannoli at the end of a tour. How original. That's why I don't do a typical cannoli for dessert . Cannolis are for tourist not for who wants a true Italian experience. Don’t eat breakfast!!. Come Hungry!!! We are going to MANGIA ,MANGIA

Duration

3 Hours

Tour Includes:

Of course, we'll visit famous Hanover Street where we'll discover the best pasticcerias that offer the best cannoli, biscotti, and other Italian favorites.

You'll also learn about the best of the best restaurants and coffee shops. With my culinary background and years of living here (and of course eating here) you will learn what's worth going to, and where the tourist traps are. We will visit an authentic Salumeria (Italian Deli) where we will sample some great italian cold cuts.

Take a walk through the open market where Italian immigrants shopped for their ingredients. (Friday & Saturday only)

Visit a very unique 80 year old coffee and spice shop.

We’ll stop by some historical sites - Paul Revere’s house, Old North Church, and the Prado where Paul Revere’s statue stands.

Visit old “Headquarters of the so alleged Boston mob”, and enjoy some inside stories of the old mob days. Don’t forget I grew up here! I didn’t read this stuff in a book

Visit the oldest family business in the neighborhood. “A wonderful wine shop” where you can learn a little about picking out a great wine.

I won't list every stop because I want some surprises and keep competition guessing a little. Lol

We will not only see this great neighborhood ,we will eat our way through the neighborhood.

Adventure Tips

Come hungry

Expect generous tastings at multiple stops—wear your appetite.

Dress comfortably

Wear shoes suitable for walking cobblestone streets and weather conditions.

Bring cash

Some small vendors and eateries may prefer cash payments, so come prepared.

Ask questions

The guide’s stories are part of the experience—engage and learn more about the neighborhood’s history.

Local Insights

Wildlife

  • Pigeons
  • Squirrels in the courtyards

History

The North End has been Boston’s Italian heart since the late 19th century, welcoming generations of immigrants who shaped its culinary and cultural identity.

Conservation

The tour promotes local businesses and sustainable practices by encouraging visitors to support authentic and established eateries.

Select participants and date

Adventure Hotspots in Boston

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Essential for navigating Boston’s cobblestone streets comfortably.

Light rain jacket

Helpful in case of unexpected weather changes during your walk.

spring|summer|fall|winter specific

Reusablereusable water bottle

Stay hydrated as you walk through the historic streets and enjoy tastings.

Camera or smartphone

Capture the lively street scenes and hidden gems of the neighborhood.