About Chatham Food Tours

Behind every bite, there’s a story.

A little about who we are, why we do this, and what makes a walking food tour in Chatham worth your afternoon.

Book Now
Mike Calogero, founder and guide of Chatham Food Tours
Your founder and guide

Meet Mike.

Hi, I’m Mike — a Cape Cod native and longtime food lover. After years of sharing hidden restaurant gems and storytelling with visiting friends, I realized something: people don’t just want to eat well on vacation — they want to connect with the culture behind every bite. That’s how Chatham Food Tours was born.

This tour is my way of welcoming you into the town I love, through the flavors, faces, and stories that make it special.

Mike Calogero Founder and Guide
What we believe

A few promises.

Scenic views from one of the tour stops in Chatham
I.

“No chains. No tourist traps.”

Every stop is a local kitchen, a family-run place, a Chatham institution — chosen because the food is genuinely worth your time.

A moment from the Chatham Food Tour
II.

“Stories over scripts.”

The history, the gossip, the recipes that didn’t make the menu. Mike doesn’t recite — he talks. Every tour goes where the conversation takes it.

Wild Goose Tavern, one of the tour stops in Chatham
III.

“Built for a Saturday.”

Three hours, a mile of relaxed walking. No clipboards, no rushing — just enough time to actually enjoy yourself.

At a glance

The tour, in a nutshell.

Three hours, hand-picked stops, one very full stomach.

5+ Tastings

From fresh local seafood to handmade ice cream, every stop is hand-picked to highlight the best of Chatham’s food scene.

Scenic 1-Mile Walk

A relaxed stroll through historic Chatham village. Plenty of stops, no time pressure.

Local Expert Guide

Mike is a Cape Cod native. You’ll hear the stories behind the food, the town, and the people who make it run.

The town’s waiting.

Come hungry. Leave with stories.

Book your tour