Wine Tasting & Winery Tours in Massachusetts

If you're not from the Boston area, it can be difficult to know where to go to taste some of the city's best wine. This North End wine tour is led by a guide who takes you to the historic neighborhood's elite local restaurants and well-curated wine shops for Italian wine pairings. Learn about the vintages and varietals of Italy in Boston's Little Italy with a small-group limited to 12 for personalized attention the whole way.

The South End is one of Boston's most vibrant neighborhoods, filled with Victorian brownstones, bustling restaurants, and a thriving bar scene. On this wine-centric walking tour you can experience some of the area's best dining and drinking spots, dig into small plates, and learn how to taste, pair, and buy wine. The tour also offers a smooth dining experience, with a reserved table at each location and wait staff standing by to serve pre-selected wines.

Experience the best of Boston's burgeoning wine scene on this 2-hour wine-tasting tour at some of the Bay Bay's finest restaurants. Learn about the historic area while sipping delicious wine varietals and enjoying tasteful food pairings. An expert guide will advise on what wine to select and what foods to pair each with. Tour numbers are limited to ensure an intimate experience.