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Where to Drink in Tuscany

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As one of Italy’s (and the world’s) best-known wine regions, Tuscany has no shortage of varietals and vintages to explore. But along with all the enoteche (wine bars), there are plenty of places to sip an aperitivo before dinner or to savor a post-meal digestivo while listening to some live music. The retro cocktail craze has hit Florence, too, so you’ll also find hip spots celebrating the art of the handcrafted drink.
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Piazza della Repubblica, 7, 50123 Firenze FI, Italy
Irene, a bright and colorful restaurant at the Hotel Savoy, is great for lunch on the sunny bistro terrace outside or for a nightcap sipped on a velvet banquette at the bar inside. The kitchen turns out traditional Tuscan cuisine with surprising...
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Piazza dei Rossi, 1R, 50125 Firenze FI, Italy
Tucked away in a tiny piazzetta just off the main Ponte Vecchio–Palazzo Pitti tourist drag, this bright, modern squeeze of a wine bar specializes in wines by small, lesser-known producers from all over Italy. Tempting snacks include fabulous...
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Via Porta Giustizia, 11, 53100 Siena SI, Italy
Head to this perennial favorite near Piazza Del Campo to mingle with locals over a cup of tea—or, come evening, something a bit stiffer. There are close to 100 types of teas available, as well as infusions and hot chocolates, each served in a...
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Via Provinciale Montepulciano, 9, 53045 Montepulciano SI, Italy
Best known as the home of Brunello, the classic Tuscan winemaking town of Montalcino is also a lovely place to wander around for day, taking in sites like the baroque Church of Saint Bernard and the 16th-century Palazzo Avignonesi. At its heyday,...
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Via S. Giovanni, 5, 55100 Lucca LU, Italy
After exploring Lucca’s main cathedral, head across Piazza San Giovanni to this small bar stocking over 150 wines, with a concentration on choices from the immediate region. The friendly staff are happy to provide insight and suggestions, and wine...
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Florence, Metropolitan City of Florence, Italy
Two Florentine brothers were inspired by the history of radio communication to name their cushy bar Mayday—and outfit it with vintage radios (set on the tables and hanging from the ceiling), black-and-white photographs, and tons of other vintage...
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Piazza delle Cantine, 6, 50022 Greve FI, Italy
An enomatic machine in the heart of wine country—what could be better? The largest enoteca in Chianti, this bar encourages experimentation and sampling, thanks to the card-operated, by-the-glass machines; just go slow, as there are over 140 wines...
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Borgo S. Frediano, 36-38r, 50124 Firenze FI, Italy
If you’re looking for a classic martini or Aperol spritz, move along—this bar is all about taking the cocktail to unexpected places. In a tiny, spartan space (think red brick walls and lightly adorned wooden tables), noted booze alchemists Neri...
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Via di Mezzo, 28r, 50122 Firenze FI, Italy
Italy never had Prohibition (can you imagine the country going wine-free?), but this intimate bar, opened in 2017, brings a touch of that era’s speakeasy style to central Florence. Owner and veteran bartender Cristian Guitti places equal...
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Via S. Giorgio, 43, 55100 Lucca LU, Italy
If the sound of jazz spilling out into the streets of Lucca’s historic old town doesn’t charm you, one sip of these cocktails will. A fast favorite with both locals and visitors (the latter often make this their “local” during their time in town),...