By the glass20
NeighbourhoodBolgheri

The list: Bolgheri-specialist list with the full classified producer roster including Sassicaia, Ornellaia, Masseto, Le Macchiole and Grattamacco; vertical flights by reservation

Location

Address: Via Lauretta 5, 57020 Bolgheri, Italy, Tuscany

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Il Toscanaccio Wine Bar ★ 4.2

18 by the glassChianti Classico

Tasting bar on Greve's central piazza specialising in producers from the Greve and Panzano sub-zones. Sommelier-curated flights match Chianti Classico tiers with classic Tuscan pairing plates.

The list: Chianti Classico-led list of 250 producers with by-the-glass selections across Greve and Panzano area estates; tasting flights of 3 to 6 wines

Pours: Chianti Classico Gran Selezione, Sangiovese di Greve, Vin Santo del Chianti Classico

Piazza Matteotti 50, 50022 Greve in Chianti, Italy

DiVinorum Wine Bar ★ 4.2

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

Via degli Innocenti 5, 53037 San Gimignano, Italy

Il Santino ★ 4.5

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

Via di Santo Spirito 60R, 50125 Firenze, Italy

Enoteca Pitti Gola e Cantina ★ 4.6

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

Piazza Pitti 16, 50125 Firenze, Italy

Casa del Vino ★ 4.4

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

Via dell'Ariento 16R, 50123 Firenze, Italy

Locale Firenze ★ 4.7

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

Via delle Seggiole 12, 50122 Firenze, Italy

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