Tuscany Itinerary: 7 Days of La Dolce Vita

Day 1: Arrival and Florence Exploration

• Arrive in Florence, the birthplace of the Renaissance
• Check-in to your hotel and freshen up
• Visit the iconic Duomo, Santa Maria del Fiore Cathedral
• Explore the nearby Ponte Vecchio, a medieval stone bridge lined with shops and boutiques
• Wander through the charming streets of Oltrarno neighborhood and discover local artisans and eateries
• Enjoy dinner at Trattoria Cammillo, a cozy restaurant serving traditional Tuscan cuisine

Day 2: Florence to Siena (approx. 3-hour drive)

• Depart Florence and head to Siena, a city famous for its medieval architecture and the Palio horse race
• Visit the stunning Piazza del Campo, the heart of Siena’s historic center
• Explore the Siena Cathedral, also known as Il Duomo di Siena, with its impressive frescoes and mosaics
• Wander through the narrow streets and alleys of the city, discovering charming piazzas and hidden gems
• Enjoy dinner at La Taverna del Leone, a local favorite serving hearty pasta dishes

Day 3: Siena to San Gimignano (approx. 1-hour drive)

• Depart Siena and head to San Gimignano, a medieval walled city famous for its numerous towers
• Visit the Torre Grossa, the tallest tower in San Gimagnano, with breathtaking views of the surrounding countryside
• Explore the charming streets and alleys of the town, discovering local shops and artisans
• Enjoy lunch at La Casaccia, a cozy restaurant serving traditional Tuscan dishes
• Visit the Museo Civico, a museum showcasing the history and art of San Gimignano

Day 4: San Gimignano to Volterra (approx. 1-hour drive)

• Depart San Gimignano and head to Volterra, an ancient Etruscan city with stunning views of the surrounding hills
• Visit the Etruscan Museum, a museum showcasing the history and artifacts of the Etruscan civilization
• Explore the winding streets and alleys of the town, discovering local shops and artisans
• Enjoy lunch at La Taverna dei Poeti, a cozy restaurant serving traditional Tuscan cuisine

Day 5: Volterra to Pienza (approx. 2-hour drive)

• Depart Volterra and head to Pienza, a charming hilltop town famous for its stunning views and wine production
• Visit the Palazzo Piccolomini, a beautiful Renaissance palace with stunning views of the valley
• Explore the winding streets and alleys of the town, discovering local shops and artisans
• Enjoy lunch at La Cantina del Leopardo, a cozy restaurant serving traditional Tuscan cuisine

Day 6: Pienza to Montepulciano (approx. 1-hour drive)

• Depart Pienza and head to Montepulciano, a charming hilltop town famous for its stunning views and wine production
• Visit the Palazzo Comunale, a beautiful Renaissance palace with stunning views of the valley
• Explore the winding streets and alleys of the town, discovering local shops and artisans
• Enjoy dinner at La Taverna del Grappolo, a cozy restaurant serving traditional Tuscan cuisine

Day 7: Return to Florence (approx. 2-hour drive)

• Depart Montepulciano and head back to Florence
• Visit any last-minute sights or attractions in the city
• Enjoy a farewell dinner at Trattoria Il Moro, a cozy restaurant serving traditional Tuscan cuisine
• Depart Florence and head home