City Wine Tours

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    North End Wine Tour

    (7)
    The historic North End—Boston’s oldest neighborhood—is also home to the city’s Little Italy, making it the perfect place for a wine tour focused on Italian vintages and varietals. Sip and dine your way along the waterfront with a small group of like-minded oenophiles and a friendly expert as your guide. Battery Wharf Grille is located on the Boston’s picturesque Long Wharf. Featuring multiple stylish seating areas for sipping, savoring and celebrating indoors and out, this elegant waterfront eatery reinvents local New England favorites with a flash of Mediterranean culinary brilliance. Enjoy handmade pasta, New England-sourced seafood and local organic ingredients against the breathtaking backdrop of Boston Harbor. Sip a glass of bubbly prosecco, nibble on artisanal cheeses and charcuterie, and pick up tips from your guide on deciphering the regions, varietals, and vineyards on an Italian wine label. From there, pass the historic Old North Church and make your way past the lively restaurants of Hanover Street on your way to one of 2 different Italian gems—Artu or Rigoletto. Both offer the perfect ambiance for savoring Italian wines paired with delectable northern Italian delicacies. Swirl and sniff whites and reds from Sicily and the golden hills of Tuscany, and delve further into the characteristics of the different wine-growing regions of Italy between bites of bruschetta with broccoli rabe or calamari frittata with mushroom torte.
    North End Wine Tour

    3 Battery Wharf, Boston

    • Taste a collection of the North End's best wines
    • Discuss wine varieties, how it's manufactured, and even why it turns your teeth purple
    • Enjoy a relaxing afternoon sipping and learning about vino
    • Experience some of the best vintages available in Boston
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    7 positive reviews
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    South End Wine Tour

    (12)
    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.
    South End Wine Tour

    560 Harrison Ave, Boston

    • Taste a collection of the South End's best wines from Gaslight du Coin, Cinquento, and Masa
    • Discuss wine varieties, the manufacturing process, and even why it turns your teeth purple
    • Enjoy a relaxing afternoon sipping and learning about vino
    • Experience some of the best French, Italian, and South American wines available in Boston
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    12 positive reviews
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    Back Bay Wine Tour

    (1)
    With its historic town-homes and fashionable eateries, Boston’s Back Bay is a lure for visitors and locals alike. Learn why as you follow a charismatic guide—a certified viticultural expert—to 2 of the neighborhood’s finest restaurants, sampling their best bottles and bites on this wine-lovers’ walking tour for a total of 6 different wines. Meet up with your guide and small group of no more than 12 at Post 390, which puts a contemporary twist on seasonally inspired dishes. A massive wrought iron staircase connects the energy of the first floor with the Dining Room on the second floor. Learn how restaurants select the wines for their lists, and discuss ordering etiquette over mushroom flatbread and glasses from California wine country and the sun-baked vineyards of Sicily. Then, head to your second stop—the well-established, romantic dining room at Legal Sea Foods. With its 10,000 bottle wine cellar, see the owner’s private wine collection; sample two wines made exclusively for Legal Sea Foods, and munch the exquisite lump crab cake with mustard sauce and see which wine pairs best with seafood.
    Back Bay Wine Tour

    406 Stuart St., Boston

    • Taste a collection of Back Bay's best wines from Legal Seafood, Maggiano's, and L'Espalier Restaurant
    • Discuss wine varieties, the manufacturing process, and even why it turns your teeth purple
    • Enjoy a relaxing afternoon sipping and learning about vino
    • Experience some of the best vintages available in Boston
    BOOK NOW ← Back
    1 positive reviews
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    Harvard Square Wine Tour

    Learning about wine should be as much fun as drinking it! This tour is your gateway to enjoying Boston's vibrant wine culture and best restaurants. Sip, savor, and explore on a journey through Harvard Square. On this tour, you'll visit the chic restaurant Nubar and taste a collection of trendy French, Californian, and South American wines. From there, you will head to First Printer to sip organic, New World wines. Your last stop, Broadway Marketplace, highlights wines from around the world. Make new friends as you learn why some wines turn your teeth purple and why a growing number of vineyards are turning to sustainable farming methods, all while enjoying handpicked wine selections. Whether you're looking to discover a new favorite restaurant, learn about wine varietals, or simply enjoy a relaxing afternoon, this tour is your ticket for an unforgettable day.
    Harvard Square Wine Tour

    16 Garden St, Cambridge

    • Taste a collection of Harvard Square's best wines from Nubar, First Printer, and Broadway Marketplace
    • Discuss wine varieties, the manufacturing process, and even why it turns your teeth purple
    • Enjoy a relaxing afternoon sipping and learning about vino
    BOOK NOW ← Back

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