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from $ 64 USD

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South End Wine Tasting and Walking Tour

  • Overview

    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

  • Tour Highlights

    Wine-themed walking and tasting tour in Boston’s South End
    Visit two local spots and enjoy six wine varietals, plus food pairings
    Reserved table allows you to avoid waiting in line
    Enjoy the ambiance of a historic Boston neighborhood
    Small-group tour limited to 12 participants

  • Schedule

    Saturday Only

  • Duration


  • Pickup Time

    3:00 PM

  • Departure & Return points:

    Gaslight Brasserie (560 Harrison Ave, Boston, MA 02118)

  • What's included

    Wine tasting
    Food tasting
    Professional guide

  • Not Included


  • Itinerary

    A friendly, charismatic wine ambassador leads you to hot spots in Boston’s South End, where you’ll 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 d’oeuvres. 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 Boston’s most sophisticated diners and serving up libations to the hip bar crowds from the South End, Back Bay, and Theater District. Masa’s 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 Stephanie’s on Newbury, Stephi’s on Tremont is located in the heart of Boston’s South End across from historic Union Park on Tremont Street.

  • Cancellation Policy

    All sales are final and incur 100% cancellation penalties.

  • Know before you go

    Confirmation will be received at time of booking
    Wheelchair accessible
    Most travelers can participate
    Minimum age is 21 years
    Dress code is smart casual

  • David - Reviewed yesterday

    truly delicious wine from one of the oldest wine regions in the world, plus tours of the fertile wine-making regions of Boston , Wonderful Tour
  • Nelly - Reviewed 2 days ago

    This is some really good information about wine tasting. It is good to know that it would be smart to pace yourself. That is a good thing to know if you want to go on a wine tasting tour
  • Emmy - Reviewed 3 days ago

    really Nice tour , wine tasting tours can be fun-filled experiences. It’s important to gather as much information and enjoy your time with oldest Wine tasting ......... Nice
  • Nancy G - Reviewed today

    My wife and I were on a quick weekend trip to Boston and decided to book this tour . Would definitely recommend.