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Overview

Boston’s history tastes better when paired with its most iconic bites. This food and drink tour leads you through the city’s oldest neighborhoods. From hearty clam chowder in a centuries-old tavern to buttery lobster rolls, you’ll taste the city’s favorites in its most historic neighborhoods.

Want to level up your flavor journey? Add the drink upgrade and toast Boston like a local. Enjoy a colonial-style draft ale, a refreshing blend from Downeast Cider, and a silky espresso martini perfectly paired with your tastings. These sips don’t just complement the food—they bring the city’s culture and character to life.

Whether you’re gifting the experience, planning a foodie outing, or just hungry for something new, this tour delivers bold flavors with a side of fascinating stories.

Roughly 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 Historic Heart
  Kick things off in the Blackstone Block Historic District, where Boston’s colonial past still lingers in every cobblestone. Settle in at a centuries-old tavern and warm up with a rich, creamy bowl of New England clam chowder—comfort food with a revolutionary legacy.
- Stop 2 – Lobster Roll Shortcut at Boston Public Market
  Next, step into the lively Boston Public Market, a hub of local flavors and fresh fare. Your guide will share a savvy trick for skipping the lines and getting straight to a buttery lobster roll, piled with sweet, succulent meat fresh from nearby waters.
- Stop 3 – Fresh Bread in the North End
  Stroll into Boston’s North End—Little Italy—alive with the aroma of baking bread and bubbling red sauce. Pass family-run bakeries lining the streets, each one offering crusty loaves, old-world charm, and a taste of tradition.
- Stop 4 – Pizza with a Proven Past
  Sink your teeth into a time-tested slice of North End pizza, made from a beloved recipe passed down through generations. It’s hot, crispy, cheesy, and everything a classic pizza should be.
- Stop 5 – Cannoli Wars & Creamy Conflicts
  Get the inside scoop on Boston’s legendary Cannoli Wars, a decades-long rivalry between top bakeries. Taste one of the city’s top contenders and decide for yourself who deserves the crown.
- Stop 6 – The Final Bite: A Secret Dish
  Your tour wraps up with a surprise finale: a Secret Dish chosen by your guide. Bold, local, and utterly memorable—it’s the perfect last note to this flavorful journey.
- Signature Drinks Along the Way:
  - Colonial-style Draft Ale
  - Downeast “Original Blend” Cider
  - Espresso Martini

Full Description

Total Duration: The tour lasts for approximately 3 hours, including fun tastings, guided walks, and storytelling at each stop.

Tour Format:

Start with a warm welcome from your guide, then head out on a tasty walk through Boston’s historic streets.
Stop at six curated locations—from old taverns to markets and Italian bakeries—each serving a signature food and drink pairing.
Enjoy local stories, meet fellow food lovers, and sip perfectly matched drinks like colonial beer, cider, and espresso martinis.

Group Size: Recommended for 2 to 12 guests for a more intimate experience.

Photos Encouraged: Bring your camera! From towering lobster rolls to frothy cocktails and charming historic corners, there’s plenty worth capturing.

Curious foodies chasing Boston’s hidden gems and neighborhood classics
Couples who are ready for bold bites and buzz-worthy drinks.
Friends & families who bond over bites, not just conversation
Travelers who follow their nose, not the guidebook
Locals who know there’s always one more secret spot to discover
Solo explorers craving connection through food and drinks
Celebration crews marking birthdays, get-togethers, or just the weekend
Drink lovers who appreciate a well-paired cider or espresso martini
Experience seekers who'd pick stories and flavors over souvenirs

This is Boston—served bold.

Availability

Important Information

In partnership with Cozymeal, ThrillGifts presents a Boston food tour that takes you beyond the tourist trail and straight into the heart of the city’s culinary heritage. Guided by a local expert, you’ll uncover the historic bites, beloved neighborhood favorites, and rich stories that have shaped Boston’s food scene—an ideal adventure for curious eaters, cultural explorers, and anyone hungry for a true local taste.

Dietary Information: Menu changes seasonally. Most tours can’t accommodate special dietary requests.
Pets: Not allowed.
Private Groups: Great for birthdays, work events, or celebrations. Book early to secure a spot.

Arrival: Please arrive 10–15 minutes early to ensure a smooth check-in.
Location/Parking: The tour kicks off in Boston. Parking details will be provided in your confirmation email.
What to Wear: Dress for the weather and wear comfy shoes.
What to Bring:
- A refillable water bottle
- Your appetite
- Phone or camera for photos
- Weather gear: umbrella, hat, or sunglasses
- A valid photo ID for alcoholic drinks
Gratuity: Tipping isn’t required but always appreciated.,

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.

Classic Boston Libations and Bites, Boston

A Walking Feast of Boston’s Boldest Bites and Spirited Sips

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159

159

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How It Works

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Overview

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