3 days food + Chianti
A 3-day food and wine itinerary through Florence and the Chianti Classico hills, built for a couple prioritizing regional cellar tastings, traditional trattorie, and unhurried mornings starting after 9:30 AM.
Who this is for
food + Chianti
The shape of this trip, at a glance.
3
Balanced
$1,770
$590
9
3
Walk & transit





















Day 1
Florentine Food Culture & Historic Cellars
Santa Croce, Via dei Neri, Florence
Opens with specialty filter and espresso options on Via dei Neri, three minutes on foot from Piazza Santa Croce, allowing a relaxed 10:00 AM breakfast before midday walking.
Sant'Ambrogio, Piazza Lorenzo Ghiberti
Sant'Ambrogio keeps lunch inside a functioning neighborhood market hall 10 minutes east of the central core, bypassing the midday tour-group density of Mercato Centrale.
Centro Storico, Piazza del Duomo to Via delle Belle Donne
Roots your afternoon walk between Piazza del Duomo and Via delle Belle Donne around Babae's operational wine window, letting you drink Sangiovese curbside on an open schedule.
Sant'Ambrogio, Via Andrea del Verrocchio
Anchors dinner on Via Andrea del Verrocchio with traditional Tuscan starch and offal preparations, trading modern tasting menus for classic passed-course service.
Duomo, Via delle Oche
Situated on Via delle Oche behind the Duomo, this underground cellar allows you to sample older Tuscan vintages by the glass without standing at a noisy cocktail bar.
Day 2
Vineyards, Cellars & Tuscan Countryside Feasting
Greve in Chianti, Piazza Giacomo Matteotti, Greve in Chianti
A 9:30 AM private driver pickup eliminates the hassle of navigating Florence's restricted ZTL driving zones and winding country roads, delivering you to Greve's piazza by 10:20 AM.
Panzano in Chianti, Panzano in Chianti
Secures a fixed-menu, communal butcher lunch in Panzano centered exclusively on wood-grilled Tuscan cuts and house Chianti, 15 minutes south of Greve.
Montefioralle, Montefioralle / Greve hills
A small-scale estate in the hills above Greve focused on small-batch Chianti Classico DOCG, providing a direct cellar walk rather than a high-volume tour bus stop.
San Pierino, Florence Center
Selects a quiet wine bar on Via de' Giraldi for pecorino boards and pici cacio e pepe, providing a lighter counterpoint after an all-meat lunch in Panzano.
Day 3
Artisans, Enoteca Cellars & Sunset Views
Santo Spirito, Via Santa Monaca, Oltrarno
Puts you on Via Santa Monaca in the Oltrarno for wood-fired schiacciata all'olio and espresso, avoiding center-city pastry lines entirely.
San Jacopo, Borgo San Jacopo
A Borgo San Jacopo fixture operating since the 1940s, offering dependable executions of ribollita and seasonal fried greens alongside a deep Tuscan cellar.
Piazza Pitti, Piazza de' Pitti
Located opposite Palazzo Pitti, this seven-table enoteca focuses entirely on library-vintage Brunello and Chianti Classico Riserva flights led by knowledgeable staff.
Oltrarno, Via Romana, Oltrarno
Positions your final dinner on Via Romana with dry-aged Chianina steak and cellar-temperature bottles, concluding the trip within the Oltrarno neighborhood.
Target
$2,000
Estimated
$1,770
Difference
$230
Trip Balance Score
How well this trip will actually work
Heavily weighted toward Traveler Fit and Logistics to ensure deep culinary authenticity and frictionless Chianti routing for a relaxed couple.
What works well
What we would improve
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