Tuscany: 7 Days Among Vineyards and Medieval Villages
Florence, Siena, San Gimignano and the Chianti hills. The perfect trip for those seeking Renaissance art, divine gastronomy, and postcard landscapes.
Introduction
Tuscany is the region everyone imagined when they dreamed of Italy. It's impossible not to fall in love with its rolling hills painted in green and gold, its sculpted cypress trees against the sky, its medieval villages that resist the passage of time. Our one-week route combines the intense culture of Florence with the serenity of Chianti, the towers of San Gimignano, and the Gothic beauty of Siena. It's a trip to eat and drink well: Chianti Classico, pecorino, bistecca fiorentina, and fresh truffles. But above all, it's a trip to get lost on back roads and discover that beauty lies around every curve.
Day-by-day itinerary
Arrival in Florence and historic center
Flight to Florence (or Pisa + train). Check-in at historic center. Afternoon: Duomo (Santa Maria del Fiore), Baptistery, Giotto's Campanile. Walk through Piazza della Signoria and Loggia dei Lanzi. Dinner at downtown trattoria with bistecca fiorentina.
Renaissance art in Florence
Morning: Uffizi Gallery (book months in advance). Afternoon: Ponte Vecchio, Oltrarno (artisan district), Palazzo Pitti and Boboli Gardens. Sunset from Piazzale Michelangelo with panoramic views of the city.
Chianti: Vineyards and wineries
Pick up rental car. Route through the Strada del Chianti Classico. Visit to winery in Gaiole in Chianti with tasting. Lunch at roadside restaurant with views. Afternoon: Greve in Chianti and its triangular square. Night at agriturismo with pool.
San Gimignano and Monteriggioni
Morning: San Gimignano, the 'Medieval Manhattan' with its stone towers. Walk through Piazza della Cisterna, Torre Grossa, award-winning gelato tasting. Afternoon: Monteriggioni (circular walled village). Dinner of truffles and Vernaccia wine.
Siena: The city of the Palio
Full day in Siena. Morning: Piazza del Campo (the fan-shaped square), Torre del Mangia climb, Palazzo Pubblico. Afternoon: Siena Cathedral (Duomo), Piccolomini Library, Baptistery. Sunset through medieval contradas. Dinner with pici cacio e pepe.
Val d'Orcia: Pienza and Montepulciano
Scenic route through Val d'Orcia (UNESCO heritage). Morning: Pienza (Renaissance ideal city, pecorino cheese). Afternoon: Montepulciano (fortified village, Nobile wine). Underground cellar with fine wine tasting. Return to Chianti.
Final shopping and farewell
Morning: final stop at Mercato Centrale in Florence to buy wine, olive oil, and local products. Final walk along the Arno. Car return. Transfer to Florence or Pisa airport.
Budget breakdown
Flights
€100-250 from Europe (direct flights to Florence or Pisa)
Accommodation
€600-900 (6 nights: 2 Florence hotel €120/night + 4 Chianti agriturismo €100/night)
Local transport
€300-400 (6-day car rental, gas, tolls)
Food
€400-500 (meals €40-60/day including steak and wines)
Activities
€150-200 (museum entries, wineries, tours)
Extras
€100-150 (shopping, gelatos, coffees)
Total: €1,200-1,600€/person
Practical tips
- Book the Uffizi Gallery 2-3 months in advance online: it always sells out.
- Rent a small car: Tuscan roads are narrow and winding.
- Chianti Classico is identified by the black rooster label (Gallo Nero).
- Best wines: Chianti Riserva (3 years aging) and Brunello di Montalcino.
- Buy pecorino cheese in Pienza: the aged sheep cheese is the best edible souvenir.
- There are mosquitoes in summer: bring repellent, especially at agriturismo with pool.
- Bistecca fiorentina is served very rare (bloody). Don't ask for 'well done'.
- Many shops and museums close on Sundays in small towns: plan accordingly.
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