Florence

3 days food + Chianti

3 Days in Florence for Food & Wine

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.

Free — then edit dates, group, budget & pace

Who this is for

food + Chianti

At a Glance

The shape of this trip, at a glance.

Days

3

Pace

Balanced

Est. cost

$1,770

Per day

$590

Reservations

9

Neighborhoods

3

Getting around

Walk & transit

Busiest day: Day 1 · HISTORIC CENTER & SANT'AMBROGIOLightest day: Day 2 · CHIANTI CLASSICO (GREVE & PANZANO)Activity mix: Restaurant · Cafe · Market & Dining

Interactive map

13 stops
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Leaflet © OpenStreetMap

The itinerary

Day 1

HISTORIC CENTER & SANT'AMBROGIO

Florentine Food Culture & Historic Cellars

morningCafe

Breakfast & Coffee at Ditta Artigianale

Santa Croce, Via dei Neri, Florence

1 hourOpen daily 8:00am–7:00pm~$20⚠ Walk-in friendly

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.

lunchMarket

Market Grazing & Lunch at Mercato di Sant'Ambrogio

Sant'Ambrogio, Piazza Lorenzo Ghiberti

1.5 hoursOpen Mon–Sat 7:00am–2:00pm, closed Sun~$50⚠ Walk-in friendly

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.

afternoonExperience

Wine Window Stroll & Historic Center Walk

Centro Storico, Piazza del Duomo to Via delle Belle Donne

2.5 hoursVaries by window; Babae open from 12:00pm–11:00pm~$30⚠ Walk-in friendly

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.

dinnerRestaurant

Traditional Tuscan Dinner at Cibrèo Ristorante

Sant'Ambrogio, Via Andrea del Verrocchio

2 hoursOpen daily 7:00pm–11:00pm for dinner~$220⚠ Reserve ahead

Anchors dinner on Via Andrea del Verrocchio with traditional Tuscan starch and offal preparations, trading modern tasting menus for classic passed-course service.

eveningWine Bar

Nightcap at Enoteca Alessi

Duomo, Via delle Oche

1 hourOpen daily until 10:30pm~$40⚠ Walk-in friendly

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

CHIANTI CLASSICO (GREVE & PANZANO)

Vineyards, Cellars & Tuscan Countryside Feasting

morningExperience

Private Driver Departure & Greve in Chianti Piazza

Greve in Chianti, Piazza Giacomo Matteotti, Greve in Chianti

2 hoursOpen all day~$450⚠ Reserve ahead

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.

lunchRestaurant

Legendary Tuscan Butcher Lunch at Antica Macelleria Cecchini

Panzano in Chianti, Panzano in Chianti

2 hoursLunch seating at 1:00pm~$120⚠ Reserve ahead

Secures a fixed-menu, communal butcher lunch in Panzano centered exclusively on wood-grilled Tuscan cuts and house Chianti, 15 minutes south of Greve.

afternoonWinery

Boutique Wine Tasting at Badia a Coltibuono or Montefioralle Winery

Montefioralle, Montefioralle / Greve hills

2 hoursOpen by appointment 10:00am–6:00pm~$90⚠ Reserve ahead

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.

dinnerWine Bar

Light Wine & Salumi Supper at Enoteca de' Giraldi

San Pierino, Florence Center

1.5 hoursOpen daily 6:30pm–11:00pm~$60⚠ Reserve ahead

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

OLTRARNO & SAN FREDIANO

Artisans, Enoteca Cellars & Sunset Views

morningCafe

Slow Breakfast & Pastries at S.forno Panificio

Santo Spirito, Via Santa Monaca, Oltrarno

1 hourOpen daily 8:00am–4:00pm~$20⚠ Walk-in friendly

Puts you on Via Santa Monaca in the Oltrarno for wood-fired schiacciata all'olio and espresso, avoiding center-city pastry lines entirely.

lunchRestaurant

Classic Tuscan Lunch at Trattoria Cammillo

San Jacopo, Borgo San Jacopo

1.5 hoursOpen 12:00pm–2:30pm, 7:30pm–10:30pm; closed Wed & Thu~$120⚠ Reserve ahead

A Borgo San Jacopo fixture operating since the 1940s, offering dependable executions of ribollita and seasonal fried greens alongside a deep Tuscan cellar.

afternoonWine Bar

Wine Flight & Guided Tasting at Enoteca Pitti Gola e Cantina

Piazza Pitti, Piazza de' Pitti

1.5 hoursOpen daily 1:00pm–11:00pm~$110⚠ Reserve ahead

Located opposite Palazzo Pitti, this seven-table enoteca focuses entirely on library-vintage Brunello and Chianti Classico Riserva flights led by knowledgeable staff.

dinnerRestaurant

Farewell Bistecca alla Fiorentina at Osteria dell'Enoteca

Oltrarno, Via Romana, Oltrarno

2 hoursOpen daily 7:00pm–11:00pm~$140⚠ Reserve ahead

Positions your final dinner on Via Romana with dry-aged Chianina steak and cellar-temperature bottles, concluding the trip within the Oltrarno neighborhood.

Budget

UNDER BUDGET

Target

$2,000

Estimated

$1,770

Difference

$230

Trip Balance Score

How well this trip will actually work

92/100
STRONG FIT

Heavily weighted toward Traveler Fit and Logistics to ensure deep culinary authenticity and frictionless Chianti routing for a relaxed couple.

Pace94
Logistics95
Traveler Fit96
Experience Mix91
Budget Fit88
Practical Feasibility90

What works well

  • Rigorous culinary stops including Cibrèo, Cammillo, and authentic wine windows with no tourist traps
  • Dedicated Day 2 car-service tour into Greve and Panzano avoids rental car stress and parking headaches in the ZTL
  • Distinct neighborhood grouping: historic core/Sant'Ambrogio on Day 1, Chianti on Day 2, and Oltrarno on Day 3

What we would improve

  • Day 2 vineyard driver consumes a major portion of the overall budget ($450 estimated)
  • Popular wine bars like Enoteca Pitti Gola e Cantina require booking weeks ahead due to limited seats

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