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Overview

Spend your weekend tracing the bold flavors and storied pasts of Boston’s most historic neighborhoods. This weekend food tour is your ticket to iconic New England eats, deep-rooted traditions, and bites that bring Boston’s history to life.

Begin in the cobblestoned Blackstone Block with a steamy bowl of creamy clam chowder inside one of the city’s oldest taverns, then head to the bustling Boston Public Market to skip the lines for a buttery, freshly made lobster roll. In the North End, follow the aroma of fresh bread to a hot slice of Old World pizza and tales from the neighborhood’s immigrant roots. Sample a crisp, sweet contender in Boston’s legendary Cannoli Wars, then wrap up with a surprise secret dish—something locals love, but few visitors ever get to taste.

Whether you're a history lover chasing local flavor or a weekend foodie ready to explore, this Boston tour delivers—one unforgettable stop at a time.

Approximately 3 hours of food tour led by an expert guide
Step back in time and taste your way through Boston’s most storied streets.
Curated tastings across six iconic food stops:
- Stop 1 – Chowder in the Cradle of Boston
  Begin in the cobblestoned charm of the Blackstone Block Historic District, where centuries-old taverns echo with the rich history of colonial times. Your first bite: a steaming bowl of creamy New England clam chowder, served in a landmark eatery that’s been dishing up comfort since before the Revolution.
- Stop 2 – Lobster Roll Hack at Boston Public Market
  Wander into the buzzing Boston Public Market, where fresh seafood and local specialties reign. Learn the insider trick to bypass the crowds and land a buttery lobster roll piled high with sweet, just-caught meat—a modern classic in a sea of tradition.
- Stop 3 – Bread, Bricks, and Little Italy
  Head into the North End, Boston’s own Little Italy, where Old World flavors meet brick-lined alleys. The scent of freshly baked bread leads you to a corner bakery that’s been feeding generations of locals. Expect stories, history, and the irresistible warmth of the oven.
- Stop 4 – A Slice of the Old World
  Next, tuck into a North End pizza slice that’s stood the test of time—crispy, gooey, and straight from a recipe passed down for decades. It's simple, classic, and utterly satisfying.
- Stop 5 – Cannoli Wars & Sweet Rivalries
  Hear the tale of Boston’s infamous Cannoli Wars — a delicious decades-long rivalry between iconic North End bakeries. Then sink your teeth into one of the top contenders and decide for yourself who’s winning.
- Stop 6 – A Sweet Secret to End
  End your culinary journey with a surprise secret dish—something bold, local, and unforgettable, handpicked by your guide for the perfect finale.

Full Description

Total Duration: Roughly 3 hours of food, fun, and local flavor in the heart of Boston.

Tour Format:

Start with a warm welcome from your local guide, followed by a flavorful walk through some of Boston’s most historic neighborhoods.
Visit six carefully selected stops—from centuries-old taverns to bustling markets and Italian bakeries—each serving a taste of Boston’s rich culinary heritage.
Along the way, stroll through cobblestone streets, soak up local stories, and connect with fellow food lovers over unforgettable bites. It’s relaxed, delicious, and full of character.

Group Size: Intimate groups of 2 to 12 guests for a friendly, personalized experience.

Photos Encouraged: Snap away—there’s plenty to capture, from overflowing lobster rolls to old-world bakeries and charming alleyways.

Curious eaters craving Boston’s under-the-radar classics and neighborhood staples
Couples bored with prix fixe menus and craving something with actual flavor (and fun)
Friends and families who bond best over shared bites and photo-worthy moments
Travelers who'd rather follow the smell of garlic and baked bread than a selfie stick
Lifelong locals who know there’s always one more hole-in-the-wall they haven’t found (yet)
People who believe that good food and a great story beat any boxed-up gifts

Forget the usual. Taste Boston on your terms.

Availability

Important Information

Offered by ThrillGifts in partnership with Cozymeal, this Boston food tour invites you to eat your way through the city like a true local. Guided by an expert guide, you’ll uncover historic flavors, neighborhood favorites, and the stories behind Boston’s most iconic bites—ideal for curious foodies, casual explorers, visitors, or anyone hungry for an authentic taste of the city.

Dietary Information: The menu is seasonal and may vary. Please note that most tours are unable to accommodate individual dietary needs.
Pets: Not allowed.
Private Groups: Perfect for birthdays, team outings, or other group celebrations. Advance booking is recommended for private tours.

Arrival: Please arrive 10 to 15 minutes early for a smooth check-in.
Location/Parking: The tour kicks off in Boston. Full parking details will be in your confirmation email, so you’re not circling the block last minute.
What to Wear: Dress for the weather, wear comfortable shoes, and come hungry.
What to Bring:
- A refillable water bottle to stay refreshed between bites
- Your appetite (trust us, you’ll need it)
- A phone or camera for those must-capture moments
- Weather essentials: umbrella, hat, or sunglasses, depending on the skies
- A valid photo ID if you plan to enjoy alcoholic beverages along the way
Gratuity: Tips aren't required, but if your guide makes the experience memorable, a gratuity is always a kind gesture.

Location

This experience does not have a physical location and can be attended online.

This experience will be held at a location of your choice within the service area.

Culinary Journey of Historic Boston, Boston

Where every bite tells a Boston tale.

$

109

109

$

Payment Methods

How It Works

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03

Overview

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