22 by the glassVernaccia di San Gimignano
San Gimignano wine bar focused on Vernaccia di San Gimignano DOCG and the surrounding red appellations. Vaulted cellar room with a structured glass and bottle programme.
The list: Vernaccia-specialist list with full DOCG producer roster plus San Gimignano Rosso and Toscana IGT; flights of Vernaccia from different sub-zones available
Pours: Vernaccia di San Gimignano DOCG, San Gimignano Rosso DOC, Vin Santo San Gimignano
12 by the glassSanto Spirito, Florence
Tiny Santo Spirito wine bar in a former cellar, sister venue to Il Santo Bevitore next door. Tuscan-favoured list with small artisan producers; standing-room counter and a handful of bar stools.
The list: 200 mostly Tuscan labels with rotating six reds and six whites by the glass, sourced from small under-the-radar producers; complimentary snack with each pour
Pours: Chianti Classico, Sangiovese Toscana IGT, Bolgheri Superiore
20 by the glassOltrarno, Florence
Wine shop and bar facing the Pitti Palace, focused on small-production handcrafted Tuscan wines. Tasting menus engineered around the bottle list; dinner service runs to 22:30.
The list: Hand-selected small-production Tuscan-led list with high-end vertical verticals available; structured tasting menus pair courses with wine across all price tiers
Pours: Brunello di Montalcino, Chianti Classico Gran Selezione, Bolgheri Superiore
25 by the glassSan Lorenzo, Florence
Behind the San Lorenzo market under a colonnade, this 19th-century enoteca is run by the Migliorini family in its fourth generation. Wine by the glass alongside crostini and made-to-order panini.
The list: Florence's oldest operating wine shop with 25 bottles open daily; Tuscan-heavy by-the-glass list rotating with seasonal selections from grower producers
Pours: Chianti Rufina, Tuscan house wine carafe, Vin Santo del Chianti
35 by the glassCentro Storico, Florence
Inside the 13th-century Palazzo Concini with multiple floors including a Renaissance courtyard. Ranked 22 on World's 50 Best Bars 2025; sommelier-led pairings alongside cocktail bar programme.
The list: Sommelier-prescribed pairing programme with deep Tuscan verticals plus international cellar; bar manager Fabio Fanni leads a parallel low-waste cocktail menu
Pours: Tuscan Cabernet Sauvignon blends, Chianti Classico Riserva, Super Tuscan IGT
25 by the glassBrunello di Montalcino
Run by Marco Capitoni since 1985 in the heart of Montalcino, with vaulted cellar tasting rooms below the shop. Pairings of Brunello with sliced pici, cinghiale and pecorino di Pienza.
The list: Brunello-specialist list with 200+ labels covering every producer in the consortium; verticals available by reservation and food-pairing platters from Tuscan producers
Pours: Brunello di Montalcino Riserva, Rosso di Montalcino, Vino Nobile di Montepulciano