Boston's South End Wine Tasting Guided Walking Tour

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Duration: 2 Hrs
  • Language:
  • Departure Time :
    3:00 PM
  • Departure Details :
    560 Harrison Ave, Boston, MA 02118, USA
  • Return Details :
    Cinquecento Roman Trattoria, 500 Harrison Ave, Boston, MA 02118, USA
  • Cancellation Policy :
    This activity is non-refundable Tours booked using discount coupon codes will be non refundable.


In recent years, the South end has developed into one of Bostons most vibrant, charming neighborhoodsthink streets lined with Victorian brownstones and a thriving restaurant scene. Get a firsthand taste of this lively area as you explore 2 of its best bars and restaurants on this wine-centric walking tour. Meet your guide, a friendly and charismatic wine expert, along with your intimate group of no more than 12 fellow wine enthusiasts at 2 bustling restaurants!

Know More about this tour

A friendly, charismatic wine ambassador leads you to hot spots in Bostons South end, where youll be welcomed to a reserved table, with wait staff standing by, ready to serve pre-selected wines. Learn how to taste, pair and buy with an intimate group. Enjoy six wines over the course of two hours. Enjoy premium wine education from your dedicated wine ambassador on this semi-private event. Tours will go to 2 of the following restaurants. Make sure to check your confirmation ticket for the starting location.

Gaslight Brasserie du Coin. Pull up a seat at the Parisian-style zinc bar for a tasting plate of classic French dishes, sipping perfectly paired French bottles alongside your hors doeuvres. Bites here might include steak tartare with croutons and aioli or heirloom tomatoes with herbes de Provence, an ideal match for a sparkling wine from the Loire Valley and a fruity Burgundy red.

Masa. Here, Southwest meets the South end. For over a decade Masa has been been spicing up the palates of Bostons most sophisticated diners and serving up libations to the hip bar crowds from the South end, Back bay, and Theater District. Masas menu pairs a carefully selected wine list with the flavors and cooking styles of a Southwestern kitchen.

Cinquecento Roman Trattoria. At this rustic italian restaurant, sip and swirl 2 Italian varietals from regions like Umbria and Sicily as you nibble artisanal cheese and salumi, listening as your guide shares tips on identifying different flavors and aromas in each glass.

Stephi's on Tremont. The younger, hipper sister of Stephanies on Newbury, Stephis on Tremont is located in the heart of Bostons South end across from historic Union Park on Tremont Street.


Wine tasting

Food tasting

Professional guide



Additional Info

Confirmation will be received at time of booking

Wheelchair accessible

Most travelers can participate

Minimum age is 21 years

Dress code is smart casual