Top Boston Wine, Beer & Spirits

Combine horror stories and booze on this haunted small-group pub crawl through Boston. Hear stories about spooky occasions and haunted history in Boston’s past from your guide and hop from pub to pub along the way. Take time to learn about Boston’s architecture and explore four different local bars in the city.

Save time—and money—and pair your Boston sightseeing with a frothy brew or two on this combination history tour and tavern crawl. Meet your guide and set off with just a small group for company. Wander along the city’s Freedom Trail, and see several key Boston attractions—all while your guide shares the stories and history behind the sights. As you go, stop for refreshing beers in several centuries-old taverns.

Discover the best of Boston’s hops and history on a small-group pub crawl along the Freedom Trail. Offered at three separate times, you can easily start at a time that fits with your schedule. Purchase drinks as you please as you visit some of the city’s top pubs with your guide while passing iconic historical sites and learning about Boston's colonial and revolutionary past.

There are lots of ways to follow in the footsteps of the founding fathers in Boston, but not many tours allow you to do so while drinking in historic pubs and taverns. On this small-group combination pub crawl and walking tour, visit a range of New England drinking establishments while listening to facts about the country’s formation.

Home of the famous Samuel Adams and Lamplighter breweries, Boston has a thriving culture of microbreweries, distilleries, and cider houses. A brewery tour is one of the best ways to experience Boston’s beer scene, and on this half-day excursion you can taste award-winning beer and cider, learn about the history of each brewery, and explore the brewing process.

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful one in town, on the Pizza, Beer, and Paul Revere Tour! I’m Jimbo the Tye Dyed Tour Guide, and I strive to have these tours feel like you’re just hanging out with an old friend, in a new city... grabbing a bite and a beer while checking out some history. Super casual, not overwhelming with dates and facts…just enjoying a couple slices and a beer in a pre-revolutionary Boston. See tiny back alleys ways from the 1700's as we walk down cobblestones the forefathers walked on, on our way to grab two slices of the best pizza you've ever had!! Also, i take a really neat little video of our tour, which i post to my social media pages like instagrem, feel free to find me there and see past videos of people having a wicked good time under: TyeDyedTourGuide!!

Boston is famous for its donuts and has numerous artisanal donut stores, some hidden away from its tourist areas. Instead of hunting them down independently, let a guide lead you there and introduce you to some top donut varieties, enabling you to try flavors and gain insight into the local donut scene you might otherwise miss. Between tastings, browse a market, eat a delicious bakery treat and explore historical neighborhoods such as North End before one final, scrumptious donut sampling.

Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or Lamplighter. Round-trip transportation in downtown Boston by air-conditioned van is included.

Explore Boston’s history with a spirited twist on the Freedom Trail. This lively walking tour blends sharp colonial storytelling with a pub crawl through several of Boston’s most iconic bars. Led by a costumed guide with a talent for good‑natured mischief, you’ll enjoy curated half‑pours of beer or cider at each stop, each chosen to match the landmark and the legend right outside. The tour kicks off at Democracy Brewing and wraps up at either its Beer Garden or The Black Rose, depending on the season. With a two hour run time, it’s a relaxed, rowdy way to raise a glass to Boston’s past. Visit multiple historic pubs along Boston's Freedom Trail Enjoy curated half‑pints at every stop Hear engaging stories tied to nearby landmarks Costumes aren’t required, but they’re absolutely encouraged (and frequently roasted).

Travel from Boston to Woods Hole and Martha’s Vineyard without any stress on this private one-way chauffeured transfer. Avoid the hassle of parking or driving in traffic. Meet your driver in the city of Boston and make your way to Martha’s Vineyard. Some vehicles are equipped with WiFi so you can stay connected en route.