15 Best Boston Beer, Wine and Food Tours

Boston is a city known for its rich history, culture, and of course, food and drink. Whether you’re a connoisseur looking to explore the local flavors or just an enthusiast hoping to experience some unique tastes, there are plenty of opportunities to do so. To make it easier for you to plan your perfect tasting tour, we have compiled a list of the 15 best Boston beer, wine, and food tours.

1. The Original Boston Brews Tour

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The Original Boston Brews Tour is a unique way to explore the city of Boston, Massachusetts. With this tour, you can enjoy some of the best craft beer in the United States while discovering some of Boston’s most famous sites! On The Original Boston Brews Tour, you’ll get to experience a variety of breweries and pubs located throughout the city. You’ll learn about the history and culture behind each brew and sample some delicious beer! Along with tasting great beer, you’ll also get a chance to explore historic neighborhoods like Beacon Hill and Faneuil Hall Marketplace. At each stop on the tour, you’ll be guided by knowledgeable locals who will share stories about their beloved city and its rich history. From classic lagers to bold IPAs, The Original Boston Brews Tour offers an unforgettable way to experience all that Massachusetts has to offer!

2. Fenway Park History Pub Crawl

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Fenway Park, the iconic home of the Boston Red Sox, is a famous part of American baseball history. Located in Massachusetts (MA), Fenway Park has been open since 1912 and has seen some of the greatest moments in United States sports history. For any fan visiting or living in MA, a Fenway Park History Pub Crawl is an exciting way to experience this legendary stadium.

The tour begins at Game On! near Fenway Park before heading out on foot to visit various historical sites within walking distance. Along the way, participants will have access to insider facts and tidbits about the park’s past as well as exclusive access to pubs and bars that were frequented by players both past and present. The pub crawl ends with dinner at Bleacher Bar which overlooks center field for an unforgettable meal.

3. Historic Taverns and Pizza Tour

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The Historic Taverns and Pizza Tour of Massachusetts (MA) is a unique way to experience the history and culture of this great state. From Portsmouth to Boston, guests can sample some of the best taverns and pizzerias in the United States, while learning about the stories behind each location. Each stop on this tour offers its own flavor with handcrafted recipes that have been passed down through generations of families. Guests will also get to see historical sites such as Revolutionary War battlefields, old fortifications, or even walk along Colonial-era cobblestone streets.

At each stop on this exciting journey through history, guests will be treated to delicious food and drinks made from time-honored recipes that have been perfected over centuries.

4. Guided Brewery Tour with Drinks and either Lunch or Dinner

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Exploring the diverse craft beer scene in Massachusetts just got a whole lot easier. Join us on a guided brewery tour throughout the United States’ 6th smallest state and discover all that it has to offer. Our excursion will begin at the Hopster’s Brewery, located in Boston, Massachusetts. From there, we will travel to a variety of breweries while enjoying cold drinks along the way.

At each stop, visitors can learn about the history of brewing in MA and sample some of their favorite styles of beer. There is no better way to appreciate this burgeoning industry than by enjoying an exclusive behind-the-scenes look at some of these unique facilities and learning about their processes from knowledgeable guides.

5. Historic Pub Crawl Tour along the Freedom Trail

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A historic pub crawl tour along the Freedom Trail in Massachusetts (MA) is a must-do for any United States traveler. This 2-3 hour walking tour takes you through some of the most iconic landmarks and pubs in MA, including the famous Paul Revere House and Faneuil Hall Marketplace. Travelers will learn about the history of this area from knowledgeable guides as well as taste local delicacies from some of Boston’s oldest and most historic pubs.

The Freedom Trail begins at Boston Common, America’s oldest public park, before stopping at key sites such as Old North Church, John Hancock Building, King’s Chapel Burying Ground, and Granary Burying Ground. The pub crawl includes stops at cozy Irish pubs like Durgin Park that have been around since 1827 and modern gastropubs like Cheers Beacon Hill with its extensive selection of craft beers.

6. Food and History Tour from the North End to the Freedom Trail

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Take a journey through the history of Massachusetts and its cuisine with a food and history tour from the North End to the Freedom Trail. This guided tour will show you some of the most iconic sites in Boston, MA and provide you with unique culinary experiences along the way. Starting in Boston’s North End, guests will have an opportunity to taste delicious Italian specialties as they learn about how this immigrant-rich neighborhood shaped United States culture. Then, take a stroll down Hanover Street which is home to restaurants boasting generations-old recipes. Afterward, explore historical landmarks such as Old North Church and Paul Revere’s House while learning about their importance to American History. As you make your way down cobblestone streets lined with local eateries, enjoy delightful dishes that reflect each city’s distinctive flavors – all while discovering its past.

7. South End Wine and Walking Tour

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Take a break from the hustle and bustle of city life and explore the vibrant urban landscape of Massachusetts on a South End Wine and Walking Tour. Perfect for wine connoisseurs or those looking for some entertainment, this tour gives visitors a unique look at one of America’s oldest cities.

The walk begins in the historic neighborhood of South End, located near downtown Boston. With its cobblestone streets and brick-front buildings, this area has retained much of its original charm while still thriving as a modern day hot spot. During your tour you’ll visit some of Massachusetts’ best wine bars to sample local favorites or international labels. You’ll also learn about the history and culture that make up this richly diverse part of the United States.

8. Independence Pub Crawl

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Looking for a unique way to celebrate Independence Day? Look no further! The 8th Massachusetts Pub Crawl is the perfect way to get into the spirit of America’s freedom. Spanning across the United States, this pub crawl includes some of the most popular bars in MA. Not only will you taste some of the finest drinks around, but also learn about America’s history by visiting historic sites along the way. To make it even better, each site offers special discounts on food and beverages for participants.

Independence Day has always been a day to remember our independence as a nation and what better way to do that than by experiencing it? Join us for this extraordinary pub crawl that takes place on July 4th every year and share your stories with friends as you visit some of Massachusetts’ most interesting bars.

9. Back Bay Walking and Wine Tasting Tour

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Explore the historic streets and boulevards of Boston’s Back Bay, one of the city’s most culturally rich neighborhoods, on a walking and wine tasting tour. Led by an experienced guide, this tour provides visitors with an in-depth look at the area while they sample some of Massachusetts’ finest wines.

Located in downtown Boston, Massachusetts (MA), the Back Bay is known for its distinctive architecture and vibrant cultural life. Throughout the tour, guests will be able to explore 19th century townhouses along Commonwealth Avenue Mall as well as visit some of the district’s most iconic landmarks such as Trinity Church and Copley Square. In addition to learning about the history of Back Bay, participants also have a chance to sip on locally made wines from nearby vineyards.

10. Sip of Boston Brewery Tour

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The bustling city of Boston, Massachusetts is home to a thriving craft beer scene, and the ultimate way to experience it is with a Sip of Boston Brewery Tour. This tour operator has been taking visitors around town for over 10 years to sample the delicious craft beers from some of the top breweries in the United States. Each two-hour tour stops at three local taprooms, giving participants an opportunity to learn about each brewery’s process and history while enjoying samples of their finest creations.

Sip of Boston tours are perfect for beer enthusiasts or those simply looking for something new and exciting to do in Beantown. Participants will get an introduction on how beer is brewed, as well as information on each brewery’s unique take on traditional styles. With knowledgeable guides leading the way, guests will have time at each location to chat with staff and ask questions before they move onto the next destination.

11. North End Wine and Walking Tour

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Exploring the North End of Massachusetts has never been easier. On an 11-mile walking tour, visitors can explore some of the most iconic streets in the United States while sipping on wines from local wineries.

The North End Wine and Walking Tour offers a unique opportunity to learn about historic Massachusetts while discovering its vast wine culture. Guests will explore picturesque cobblestone streets and enjoy delicious food tastings along with complimentary samples from nearby wineries. The tour also includes stops at several historical sites, such as Paul Revere’s home and Old North Church, where visitors can learn about colonial history. Additionally, guests can take part in interactive activities such as making their own cheese or olive oil tasting throughout their journey.

12. Cocktails and Cannoli

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The combination of Italian-American culture and delicious cocktails has been celebrated for decades in the great state of Massachusetts. The popular pairing of classic cannoli desserts with bold drinks is a staple in restaurants, bars and homes across the United States. This combination is particularly enjoyed in Massachusetts, where many family-run establishments have perfected their recipes over time to create the perfect balance between sweet and savory flavors.

From tiki cocktails to craft beer, these pairings offer something for every palate. Whether you’re looking for a unique dessert or an interesting twist on traditional drinks, there’s something to be found at many local eateries throughout Massachusetts. You can even find creative takes on this classic combo with vegan cannolis and specialty cocktails like limoncello spritzes or ginger mojitos.

13. South End Food and Drink Tour

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The South End of Massachusetts is a great place to experience a unique array of food and drinks. From brewpubs and craft cocktail bars to vegan restaurants and Latin-American eateries, the area has something for everyone. Take a tour through the South End’s cultural culinary landscape with this guide to 13 must-try restaurants and bars.

Whether you’re looking for traditional Italian cuisine or an upscale bar serving innovative cocktails, the South End has it all. B&G Oysters serves up New England seafood favorites with its signature rustic style while Barcelona Wine Bar offers an elevated dining experience with Spanish tapas and an extensive menu of wines from around the world. For those who love craft beer, check out Dorchester Brewing Company or Tremont Brewing Company to sample some of Massachusetts’ best local brews.

14. New England’s Beaches, Beers and Bluffs

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New England is known for its stunning coastlines, historical sites, and unique charm. Its beaches, beers, and bluffs make it a top destination for vacationers from all over the United States. From the sandy shores of Cape Cod in Massachusetts (MA) to the rocky cliffs of Maine, New England’s beaches offer something for everyone. Whether you’re looking to spend a relaxing day sun-bathing or an adventurous afternoon kayaking down the coastline, there is no shortage of activities available on New England’s beaches.

If you’re looking to explore further inland, be sure to check out some of New England’s famous breweries! With dozens of craft brews on tap throughout MA and the rest of New England, visitors can enjoy sampling their favorite beer styles while walking through historic towns or exploring local landscapes.

15. North End Secret Food Tour

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The North End of Massachusetts is an area bursting with culture and history, but it’s not just the sites that make this part of the United States so unique. For those looking to explore the local flavors, a North End Secret Food Tour is the perfect way to experience what this corner of MA has to offer.

Starting in Little Italy, visitors will be taken on a journey through some of Boston’s most beloved restaurants. From traditional Italian pizza and pasta spots to modern gastropubs and seafood shacks, guests will get to sample the freshest dishes while learning about their history from expert guides.

In conclusion,Boston’s beer, wine, and food tours offer a unique chance to explore the vibrant city. With so many tours available, it can be hard to choose which one is best for you. The fifteen tours highlighted in this article are some of the top options for an enjoyable experience for those looking to sample some of the best local craft beer, wine, and food that Boston has to offer.