Obsequium ★ 4.6
Ponte Vecchio (Florence)
Borgo San Jacopo wine shop and tasting room steps from Ponte Vecchio, 1,000-plus-bottle Italian list with one of Florence's deepest Vin Santo and grappa cellars.
The list: Around 1,000 Italian and Tuscan labels with strong Vin Santo and grappa selections; tastings paired with cured meats and pecorino
Tip: Ask the Capecchi family to taste a Vin Santo flight including the Avignonesi Occhio di Pernice, one of Tuscany's longest-aged Vin Santo bottlings.
Enoteca Alessi (Wine Bar e Spirits) ★ 4.5
Duomo (Florence)
Alessi family wine shop on Via delle Oche since 1952. The 33R room hosts the wine-and-spirits tasting bar with a Tuscan-focused room from a 2,500-label cellar.
The list: Over 2,500 Italian labels with a dedicated Tuscan room; tasting bar serving wines by the glass with charcuterie and pecorino plates
Tip: The two Alessi addresses on Via delle Oche split shop and tasting bar; the 33r spirits-and-wine bar room runs latest.
Enoteca Italiana ★ 4.5
Siena
Italy's national wine library since 1960, inside the Fortezza Medicea in Siena. National-scope cellar with Tuscan focus and a panoramic walking-rampart bar.
The list: National wine library covering every Italian region; rotating tasting selections and themed evenings
Tip: Tour the underground brick vaults below the bar where the wine library is stored; tasting flights are pre-bookable through the Enoteca team.
SaporDivino at Grand Hotel Continental Siena ★ 4.5
Siena
Tasting cellar of the Grand Hotel Continental Siena on Via Banchi di Sopra. Reserved Tuscan flights, hosted Sienese cheese pairings inside a 15th-century palazzo vault.
The list: Curated Tuscan flight programme paired with cured meats and Sienese cheeses, with thematic Brunello and Chianti Classico nights
Tip: Stay for the late session and book the in-cellar dinner; the wine cellar is dug into the 15th-century palazzo basement.
Gastronomia Morbidi ★ 4.4
Siena
Sienese institution since 1925 with a basement wine cellar pouring Brunello, Chianti Classico and Vernaccia by the glass alongside truffle and pecorino plates.
The list: Tuscan-leaning by-the-glass programme, with Brunello, Chianti Classico Gran Selezione and Vernaccia di San Gimignano on rotation
Tip: The basement is an underground wine-cellar tasting room; ask for a Brunello flight after dinner.
Procacci 1885 Bollicine Bar ★ 4.5
Tornabuoni (Florence)
Procacci's bar program leans heavily on Antinori sparkling flights paired with truffled small bites. The shortest, oldest Champagne-style program in Florence.
The list: Antinori-house sparkling flights including Cuvee Royale (Conte della Vipera) and Antinori metodo classico from the Tuscany and Umbria estates
Tip: Order a flute of metodo classico with the truffle tramezzino combo; the Antinori sparkling list is the bar's anchor offering.