Uncover Boston’s best-kept secrets on a walking tour that blends history, culture, and flavor. Wander through the iconic North End, tasting fresh bread, pastries, pizza, and a classic Italian deli sandwich. Visit a legendary church, stroll the Freedom Trail, and soak in stunning views from Boston Harbor to charming Beacon Hill. With a local guide leading the way, experience the Boston you’ve always dreamed of—authentic, delicious, and unforgettable.

This Boston food tour goes beyond the tourist trail—discover hidden gems, learn fascinating stories, and experience why the North End is the heart of Boston’s culinary scene. Perfect for food lovers, history buffs, and anyone looking for an authentic taste of Boston!

Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secret Food Tour. Over 3 delicious hours, our local guide will lead you through cobblestone streets as you explore the city’s rich 400-year history while tasting its most iconic dishes. Enjoy a comforting cup of New England Clam Chowder, a pastrami sandwich, authentic Italian Brick Oven Pizza, a sweet Mini Cannoli, a refreshing Lemon Slush, and more. In total, you’ll experience 6+ tastings, including Our Delicious Secret Dish, revealed only on the tour. Along the way, we’ll share stories of Boston’s past, from Puritan settlers to the modern-day city, making each stop both flavorful and unforgettable. Whether you’re a foodie, history lover, or simply craving the best bites in Boston, this tour blends culture, flavor, and local charm into one memorable experience.

Recently voted as one of TripAdvisor's top food tours in the US. Explore Boston’s sweetest side on the Underground Donut Tour, a delicious journey through the city’s most iconic neighborhoods and bakeries. We’ll kick things off downtown at Kane’s Donuts in the Financial District, sampling some of their classic creations before strolling along the harbor and through historic Quincy Market. From there, we’ll head to the Boston Public Market for warm, fresh cider donuts that capture the flavors of New England. Next, we’ll taste a selection of artisanal donuts made fresh daily by local bakers before making our way to the North End, Boston’s beloved Italian district. Our final stop is the legendary Bova’s Bakery, where we’ll finish with a specialty Boston donut that’s worth every bite. Come hungry, this walking tour is a perfect blend of history, culture, and irresistible flavor.

Feed BIG appetites, at small prices! A true Pizza Lover never settles for just samples. Enjoy three different FULL SIZE slices during this fun and educational pizza walk! Follow your Guide (we have the VERY BEST Tour Guides in Boston - check our reviews!) along Boston's Freedom Trail, to some of the very best pizzerias on the planet. Pizza on tour may include a slice named in the “Top 25 Best in America" by a famous food critic, a slice from Boston’s oldest Pizzeria with a brick oven from 1883, or taste Neapolitan-style from the Winner of Boston's 1st Pizza Festival! Some slices may be enjoyed "al fresco" in beautiful North End parks. Bonus stop at Modern Pastry to finish with a FREE home-made Cannoli! See and learn about top Boston historical sites including the Paul Revere House, Old North Church, the Skinny House, Bunker Hill Monument, and USS Constitution. Also look for our popular Historic Pub Tour, Boston SeaFoodie Tour, and our new Pre-Game Tours, too!.

On The Independence Pub Crawl you'll visit 4 historic pubs along Boston's legendary Freedom Trail with an expert guide who will share unknown stories of colonial Boston and the American Revolution while you enjoy local craft beer and the company of fellow travelers from around the globe. The Independence Pub Crawl lasts 2 hours and 15 minutes and begins at the Sam Adams Statue in front of Faneuil Hall. Come laugh and learn over some beer. Cheers!

As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour guide Anthony will give you an inside look into this Italian neighborhood. Born and raised in the North End he will share some great stories that only a true local can share. You will laugh while enjoying the folklore and history of this unique neighborhood. Anthony knows everyone which makes you feel like a local. On this 3-hour guided walking tour you’ll see historic sights such as the Old North Church and Paul Revere House, visit unique Mom and Pop shops including a 94 year old coffee shop, a pizza shop that only locals go to, other landmarks such as former mafia headquarters, Italian bakeries and hidden alleyways. Oh by the way as we explore we will be eating a ton of Italian specialties like pizza and/or arancini, Italian subs, ravioli, pastries and much more. COME HUNGRY!!

Explore Boston’s seafood scene on a small-group, behind-the-scenes tour of the historic Fish Pier, tasting sustainably sourced local favorites while discovering the stories behind America’s seafood capital.

Take a detour to some of Salem’s best local watering holes to enjoy brew and booze while listening to sordid stories of ghostly ghouls and witches brews. It might’ve been a dry town when the Salem Witch Trials went down, but now, you can wet your appetite with some tasty, tipsy fun and drink a glass or three as you listen to the best tales of Salem’s dark and tortured past. The Spirits of Salem Haunted Pub Crawl will quench your thirst for haunted history and ghostly drinks, so join us and have your fill of spirits and spirits on this unique and unforgettable Salem drinking experience.

We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so proudly represented in Boston’s historic North. Journey from Sicily for arancini and pizza to Naples for authentic Neapolitan pizza and Sorrento for gnocchi. Visit a neighborhood wine shop to master Italian wine pairing, then uncover secrets of the Mediterranean diet with an extra virgin olive oil tasting. Sample 12-year aged balsamic vinegar, Parma prosciutto, and Sardinian sheep’s milk cheese in a bustling market. Conclude at an artisan bakery with 160-year-old sourdough yeast, ending at a local caffe for espresso, cannoli, and gelato. The most comprehensive telling of how the North End became Italian. Built on 20 years of relationships with the neighborhood’s small businesses... personal enough that every tour is led by myself to ensure the best quality experience possible.

As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with. As someone who grew up in Boston’s North End, I’ll take you through the neighborhood the way locals experience it. You’ll visit a mix of historic institutions and under-the-radar spots, meeting the people and traditions behind the food. Along the way, you’ll hear personal stories of growing up Italian in Boston—stories that bring the neighborhood to life in a way no guidebook can. Expect a variety of tastings such as pizza, pasta, arancini, meats, cheeses, and pastries from some of the North End’s most beloved spots.

Come dine, dance, and celebrate aboard Boston's Signature Dinner Cruise. Enjoy freshly prepared entrees, salads and desserts, creative cocktails, wine, and beer from our well-stocked cash bar, DJ entertainment, and the best views of the Boston skyline and waterfront landmarks, including Zakim Bunker Hill Memorial Bridge, Boston’s Seaport District, and the USS Constitution warship. Our decks are climate-controlled to cruise year-round in all weather conditions. Join us for a unique dinner cruise experience!

BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End. Skip the infamous lines to taste delicious drinks and classic cannoli, and sample the best sweets the North End has to offer. Not to mention the Paul Revere House and Old North Church along the way! To top it all off, our local tour guides will sprinkle in fascinating historic knowledge, fun cultural facts, and culinary tidbits.

As we pick you up in downtown Boston in our comfortable brew van, get prepared for the the ultimate all-inclusive Boston craft beer experience! For 3.5 hours you will explore historic Boston's best breweries while also discovering the wonders of the new, most innovative craft breweries to join the Boston beer scene. Revel in beer knowledge, a beer-inspired snack, comfortable transportation, and lots of delicious beer! You drink, we drive!

A true "SeaFoodie" never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique culinary adventure! Follow your Guide (we have the VERY BEST Tour Guides in Boston - check our reviews!) along Boston's Freedom Trail, to the best Local eateries. Savor award-winning Clam "Chowdah", Raw Bar items like Shrimp & Oysters, plus that FULL-SIZE Lobster Roll! Finish this delicious experience with home-made Cannoli from a famous North End pastry shop. See three Freedom Trail sites along the way, plus a scenic stroll along Boston's Harbor Walk. Learn the history behind the Paul Revere house, Long Wharf, Old State House, and Faneuil Hall & Quincy Market. Look for our popular North End Pizza Lovers Tour, Historic Pub Lovers Tour, and our new Pre-Game Tours, too!

When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to see 10 sites on the Freedom Trail-including the site of the Boston Massacre and the Old State House-and grab a drink at 3 historic taverns. Beer and/or hard cider is included in the ticket price, so all you need to do is show up ready for fun. Our guests want a unique and memorable way to learn about Boston's revolutionary (and drunken) history and for the past ten years, we have delivered. Our guides are expertly-trained historians who are also incredibly personable. Our founder, owner, and frequent tour guide has a PhD in American history and is a two-time author. We know our stuff and are passionate about sharing the most interesting stories. We cap each tour at 12 people to provide an intimate experience. Ye Olde Tavern Tours is the most fun and social way to experience Boston! We are a small, local business and appreciate your support!

Cruising year-round from Rowes Wharf, the sleek and modern Premier Dinner Cruise on Odyssey is the perfect setting for celebrating with friends, connecting with colleagues, or a romantic evening for two. Enjoy upscale dining and entertainment, creative cocktails, wine, and beer from our well-stocked cash bar and scenic views of Boston Harbor, and watch as the city lights glisten from our climate-controlled decks on this memorable dinner cruise experience.

The Signature Boston Brew Tour is the perfect introduction to Boston's impressive and world-renowned craft beverage scene. On this compact, three and a half hour adventure, you will go behind-the-scenes, drink with the locals, and taste a variety of up to 12 delicious beers at three of Boston's best craft alcohol producers. All while enjoying a tasty snack to soak up all those delicious suds. Itineraries vary as we tour several local brewery affiliates but tours may include: Samuel Adams Aeronaut Cannery BearMoose Brewing Bone Up Brewing Cambridge Brewing Chelsea Station Democracy Brewing Distraction Brewing Dorchester Brewing Mighty Squirrel Brewing Night Shift Brewing Short Path Distillery Winter Hill Brewing

Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part 1: Tour begins in the North End, Boston's Little Italy, with an iconic cannoli, and a James Beard Classics Restaurant Award winner, where guests will enjoy Sicilian pizza. Next up: Old school Italian slush in the warmer months, 3x Best of Boston Bread Bakery, and freshly-made mozzarella. And then your hardest decision of the day: Mamma Connie's famous meatball or house-made Limoncello. You choose! Part 2: Fridays & Saturdays, guests will experience the historic Haymarket Market, the country's oldest outdoor market. Next, the indoor Boston Public Market. Tastings: apple cider doughnut and flavored roasted nuts. Part 3 (Union Oyster House): Iconic chowder at the oldest continuously-running restaurant in the country!

Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secret Food Tour. Over 3 delicious hours, our local guide will lead you through cobblestone streets as you explore the city’s rich 400-year history while tasting its most iconic dishes. Enjoy a comforting cup of New England Clam Chowder, a buttery Lobster Roll, authentic Italian Brick Oven Pizza, a sweet Mini Cannoli, a refreshing Lemon Slush, and more. In total, you’ll experience 6+ tastings, including Our Delicious Secret Dish, revealed only on the tour. Along the way, we’ll share stories of Boston’s past, from Puritan settlers to the modern-day city, making each stop both flavorful and unforgettable. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!