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
20 by the glassVino Nobile di Montepulciano
Wine bistrot on the historic centre's edge with a Vino Nobile-focused list across the consortium. Producer-led tastings and structured vertical flights in the vaulted cellar below.
The list: Vino Nobile di Montepulciano-led list of 150 labels with comprehensive vintage depth; producer flights weekly; food-friendly bistrot adjacent
Pours: Vino Nobile di Montepulciano Riserva, Rosso di Montepulciano, Vin Santo di Montepulciano
30 by the glassSan Niccolo, Florence
Long-running San Niccolo enoteca with a 650-label cellar leaning hard on Tuscan classics. Crostoni and pasta plates designed to anchor the by-the-glass menu; terrace below the medieval gate.
The list: 650-bottle Tuscan-anchored list with deep verticals of Brunello, Chianti Classico and Bolgheri; sommelier rotation of 30 by-the-glass selections
Pours: Brunello di Montalcino, Bolgheri Superiore, Chianti Classico Gran Selezione
18 by the glassSan Frediano, Florence
San Frediano neighbourhood wine bar with marble counter and barrel-table seating. Famed for its house carafe Chianti and a deeper bottle list curated by the Latini family.
The list: Tuscan-anchored 200-label list with rotating producer tastings; classic by-the-glass programme of Chianti Classico and Vino Nobile
Pours: Chianti Classico, Vino Nobile di Montepulciano, Vermentino di Maremma