The Perfect 10-Day Tuscany Itinerary: Florence, Val d'Orcia, Chianti & More
Introduction: Embark on a Tuscan Adventure
Tuscany, with its rolling hills, historic cities, and world-renowned cuisine, is a dream destination. This 10-day itinerary, crafted from our years of experience exploring Italy, provides a perfect blend of iconic landmarks, cultural immersion, and off-the-beaten-path discoveries. Get ready for a seamless and unforgettable Tuscan journey!
Days 1-3: Florence - Art, Food, and Renaissance Charm
Florence, the heart of Tuscany, is a city brimming with history, art, and delectable food. Fly into Pisa for better prices and take a train or taxi to Florence. Consider staying in the Oltrarno neighborhood for a more local experience. Indulge in a delicious meal at Babae and witness the historic Ponte Vecchio.
Explore the vintage shops in Oltrarno and admire Palazzo Pitti. Enjoy aperitivo at Bulli & Balene before a romantic dinner at Enoteca Pitti Gola e Cantina. Start your second day with a mouthwatering sandwich from All'Antico Vinaio. Explore the Uffizi Galleries, Piazza della Signoria, and Michelangelo's David. Enjoy a traditional Florentine meal at Da' Vinattieri and stunning rooftop views at View on Art.
On your final day in Florence, explore Mercato Centrale for delicious food and local specialties. Grab a gelato at Gelateria dei Neri and visit Piazza Santa Croce. Hike up to Piazzale Michelangelo for panoramic city views.
Days 4-6: Val d'Orcia - Picturesque Landscapes and World-Class Wine
Pick up your rental car and head south to Val d'Orcia, a breathtaking region of rolling hills and cypress-lined roads. Base yourself near Montepulciano and enjoy lunch amidst its charming medieval streets. Indulge in the local Vino Nobile di Montepulciano at Cantina De Ricci and savor delicious pasta at La Bottega del Vino.
Explore Montalcino, home to Brunello di Montalcino, and enjoy lunch at Grotta del Brunello. Experience a wine tasting with stunning views at Capanna of Ciencioni. Visit the iconic Gladiator filming location and the charming town of Pienza. Catch a magical sunset near Montepulciano at Tempo di San Biaggio.
Consider a visit to the Bagni San Filippo hot springs or the town of Cortona, the setting for "Under the Tuscan Sun." Enjoy dinner at La Pentolaccia in Montepulciano.
Days 7-8: Rural Charm, Siena, and San Gimignano
Relocate to an agriturismo near Chianti for a peaceful experience. Enjoy a relaxed lunch in a nearby town like Certaldo. Stock up on local produce at an Italian supermarket. Visit the medieval towns of Siena and San Gimignano. Grab a pizza slice in Siena and explore Piazza del Campo. Admire the Duomo di Siena and enjoy a coffee at Du Cose da' Berna.
In San Gimignano, enjoy dinner with a view at Le Vecchie Mura. Stroll through the charming streets and savor world-class gelato at Gelateria Dondoli.
Days 9-10: Pisa, Lucca, and the Chianti Wine Region
Start your day early in Pisa. Enjoy breakfast with a view of the Leaning Tower at the Museo dell'Opera del Duomo. Explore Piazza dei Miracoli and grab a sandwich at L'Ostellino. Discover the charming town of Lucca, known for its intact Renaissance walls. Enjoy aperitivo at Magellano and climb Torre Guinigi for panoramic views.
Have dinner at Sotto Sotto in Piazza dell'Anfiteatro. On your final day, explore the Chianti region. Enjoy lunch at Trattoria della Fonte and experience wine tastings at Castello di Verrazzano and Podere Buccine. Visit the charming village of Montefioralle and enjoy your final wine tasting at Fattoria Le Fonte.
End your trip with dinner in Castellina in Chianti at Taverna Squarcialupi, savoring delicious food and panoramic views.
Conclusion: Arrivederci, Tuscany!
This 10-day itinerary offers a taste of the best that Tuscany has to offer. From the Renaissance splendor of Florence to the rolling hills of Val d'Orcia and the charming medieval towns, this journey is sure to leave you with unforgettable memories. We hope this guide inspires your own Tuscan adventure!
