10+ FREE Wine Tastings In and Around Boston

If you’ve ever wanted to learn more about wine, this is the list for you! Sip on vino, discover its origins, and enjoy the company of others as you enjoy these free wine tastings around Boston. By Yelena Nicolle Salvador WEDNESDAYS 1) <a href="https://www.joyraft.com/event/the-wine-and-cheese-cask-free-wine-tasting-somerville-459510">The Wine and Cheese Cask</a> When: Wednesdays, 5-7PM Where: Somerville Info: A favorite in Somerville for not only their wide selection, but also their made-to-order sandwiches, Wine and Cheese Cask will keep you busy with their informative tastings and noms! 2) <a href="https://www.thebostoncalendar.com/user/61942">Georgie’s Wine Shop and Bar</a> When: Wednesdays &amp; Fridays, 4-7PM Where: Financial District Info: An intimate wine bar with tastings, Midweek Magnum and Fine &amp; Rare Fridays, Georgie’s never disappoints. Plus, if you stop by, you might see their resident mascot, Georgie, the cutest bulldog ever, and you’ll be supporting a family-owned business too. This favorite combined with the Common Vines wine store to give you an even better experience! THURSDAYS 3) <a href="https://www.baccoswineandcheese.com/upcoming-tastings">Bacco’s Wine and Cheese</a> When: Thursdays, 4:30-6:30PM Where: Back Bay  Info: Bacco’s always has tastings with different themes: southern Italian wines, wines for a picnic, and more. Enjoy food pop-ups and other spirit tastings too. 4) <a href="https://www.formaggiokitchen.com/boston/tastings-events/">Formaggio Kitchen</a> When: Thursdays, 5-7PM Where: South End Info: While Formaggio Kitchen has a few locations around the Boston area, the South End store has weekly tastings where you can stop by their shop, look at their artisanal products from across North America and Europe, and learn about wine. 5) <a href="https://www.brixwineshop.com/in-store-tastings/">BRIX Wine Shop</a> When: Thursdays, 5-7PM Where: South End &amp; Financial District Info: This wine shop was started by a pair of best friends. Now, this women-owned business has expanded and holds regular tastings for wine, sake, and spirits. Their mission is to learn the stories behind every bottle they sell, so you can trust their curated selection! 6) <a href="https://www.winepressbrookline.com/">Wine Press</a> When: Thursdays &amp; Fridays, 5:30-7:30PM (Fenway); Fridays, 5:30-7:30PM (Brookline) Where: Fenway &amp; Brookline Info: This family-run business is also a staple in the city. Support a POC-owned wine shop and learn about the perfect pairings of food and vino by stopping by their weekly tastings that also feature other spirits! 7) <a href="https://www.thebostoncalendar.com/user/76096">The Wine Emporium</a> When: Thursdays &amp; Fridays, 5-7PM Where: South End Info: Enjoy this 40-year-old establishment in the South End as you discover wine from all over the world. With their diverse wine selection, The Wine Emporium is a place you’ll get lost in as you sip and peruse. Sometimes, they also have popup tastings on Saturdays, so keep an eye on their <a href="https://bostonwe.com/events">calendar</a>. 8) <a href="https://www.thebostoncalendar.com/user/76789">Urban Grape</a> (pictured) When: Thursdays, 5-8PM; Saturdays, 2-5PM Where: South End Info: Stop by this Black and woman-owned business for their packed calendar of free tastings throughout the week. Their mission is to make learning about wine fun in a small community setting! 9) <a href="https://www.joyraft.com/event/free-wine-tasting-boston-454442">Vinodivino</a> When: Thursdays, Fridays, &amp; Saturdays, 4-7PM Where: Back Bay &amp; Brookline Info: No matter where you stop, you’ll be able to relish in the different wines from emerging vineyards and learn about all their varieties in a fun atmosphere with friendly staff. FRIDAYS &amp; SATURDAYS 10) <a href="https://socialwinesbos.com/">Social Wines</a> When: Fridays, 5-7:30PM Where: Southie Info: Bring your dog to this wine shop, since they love meeting your furry friends. This family-owned store focuses on selling small, independent and family-owned brands, too. They recently opened a location in Cambridge! Check their <a href="https://www.instagram.com/socialwines">socials</a> for more details, what they’re serving, and extra popup days. 11) <a href="https://ballsquarefinewines.com/events">Ball Square Fine Wines</a> When: Fridays, 5-7:30PM Where: Somerville  Info: There are usually lots of tastings on the weekends, so stop by and meet the experts at Ball Square where you can “explore the wine less traveled.” Fridays are for wine and Saturdays are usually beer and other spirits. 12) <a href="https://www.joyraft.com/event/wine-tasting-boston-451469">Boston Bottle</a> When: Fridays, 5-8PM Where: North End Info: Check out this shop in the North End after work or to start your weekend. Once you’ve sipped, you can grab a bottle or stroll to the wharf that is nearby! 13) <a href="https://www.thewinebottega.com/about">The Wine Bottega</a> When: Fridays, 5-8PM Where: North End Info: In the heart of Boston’s own mini Italy lies The Wine Bottega that is run by a wine expert couple. Say hi to the shop cat Mins, as you sip in their intimate wine-tasting room or as you roam their wide selection of organic, old-world vino. 14) <a href="https://www.joyraft.com/event/free-wine-tastings-at-love-child-south-boston-459543">Love Child</a> When: Fridays, 5-7PM; Saturdays, 12-3PM Where: Southie Info: A bottle shop that doubles as a flower shop? Oh yes, this is one of my favorite stores for the happy vibes, the great gift curation, and killer drinks. Sip away with music on Fridays and enjoy other boozy tastings on Saturdays.

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S22: conversations

Wondering what to do in Boston? Places to eat? Free activities? Good for a group? Date night spot? Girls night out? The best things to do? Ask Joyraft!

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S4: top picks

The most fun, cool and unique things to do in Boston. Can’t miss events, shows and experiences. Concerts, restaurants, bars, free things in Boston and beyond.

The most fun and cool events happening around Boston

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S11: happening this weekend

What to do in Boston this weekend? From festivals, concerts, performances, free events, screenings and more, Joyraft has the best things to do in Boston.

25+ things to do in Boston/Cambridge/Somerville this weekend

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Our top picks: outdoor dining, free events, spring festivals, best bars, upcoming concerts, museum parties - the latest in and around Boston.  Slug: joyraft-top-picks-best-things-to-do-boston-ma

Top picks of the best things to do in and around Boston

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S28: calendar experiences

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Discover new, unique events and experiences happening in and around Boston. Perfect for date night, good for a group or with a friend. Be the first to know.

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S16: editor picks

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Unique and Can’t Miss Things to Do in Boston

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S2 (A): top experiences

The most popular things to do on Joyraft. Concerts, restaurants, bars, events, parties, openings, kid friendly, date ideas, free things in Boston and beyond.

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S17: interest based

Your guide to everything free in and around Boston. From events, to fairs, to festivals, to outdoors. Joyraft has all the free events happening near you.

100+ free things to do in Boston and beyond

Free things to do in Boston

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Discover kid-friendly fun in Boston, Massachusetts, and surrounding areas! Enjoy hands-on exhibits at the Boston Children’s Museum, explore the New England Aquarium, and visit the Franklin Park Zoo. Find parks, playgrounds, and seasonal events perfect for families across Massachusetts.

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Where to eat and drink in Boston? Joyraft has Boston’s newest bars, restaurants and specials. Drinks and pre fixe dinner menus. Cambridge & Somerville too.

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10+ FREE Wine Tastings In and Around Boston

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