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This Tuscany travel guide offers a complete one-week itinerary featuring the best towns, vineyards, and scenic spots. From Florenceu2019s historical landmarks to Val du2019Orciau2019s rolling hills, each day is thoughtfully planned with local experiences and sightseeing suggestions. Whether youu2019re traveling solo, as a couple, or with family, this itinerary helps optimize your time, explore hidden gems, and immerse yourself in authentic Tuscan culture.
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7-DAY TRIP TO TUSCANY ITINERARY VILLAGES, VINEYARDS & VIEWS Introduction Dreaming of golden sunsets, Renaissance art, and rolling vineyards? Tuscany offers a blend of culture, cuisine, and countryside that’s perfect for a 7-day escape. But how do you see it all in a week? This day-by-day Tuscany itinerary takes you through Florence, Siena, Chianti, and beyond—designed for travelers who crave art, wine, and authentic local life. Whether it’s your first trip or a return visit, these stops cover the best of Tuscany. Day 1–2: Florence – Renaissance Masterpieces and City Life Start your Tuscan journey in Florence, the region's cultural heart. Spend your first day exploring the Uffizi Gallery and Accademia (home of Michelangelo's David), stroll the Arno River, and climb the Duomo for panoramic city views. On Day 2, explore the San Lorenzo Market and the artisan-filled Oltrarno district. Florence is walkable and vibrant, making it the perfect city to launch your Tuscan itinerary. Official Florence Tourism Day 3: Siena and the Chianti Wine Region Head south to Siena, known for its shell-shaped Piazza del Campo and stunning Gothic cathedral. After lunch, spend the afternoon in Chianti—famous for its ruby-red wines and scenic vineyards. Book a wine tour in Castellina or Radda in Chianti. Try pairing Chianti Classico with pecorino cheese and local olive oil. Travel tip: Rent a car to explore the countryside more freely. Chianti Wine Tours Day 4: San Gimignano – Medieval Towers and World-Class Gelato San Gimignano, the "Medieval Manhattan," is famous for its skyline of stone towers. Wander cobbled streets, visit the Collegiata Church, and enjoy a scoop from Gelateria Dondoli, a world champion in gelato making. The town also offers artisan shops and vineyard views. It’s compact but packed with charm. Day 5: Val d’Orcia – Pienza and Montepulciano Val d’Orcia is Tuscany at its most postcard-perfect. Start in Pienza, known for its Renaissance architecture and pecorino cheese. Then head to Montepulciano for wine tastings—specifically Vino Nobile di Montepulciano. The region’s rolling hills, cypress-lined roads, and picturesque farmhouses are a photographer’s dream. This area is a UNESCO World Heritage Site.
Day 6: Pisa and Lucca – History and Hidden Gems Begin your day in Pisa for the iconic Leaning Tower and Cathedral. Arrive early to avoid the crowds. In the afternoon, visit Lucca, a walled town filled with charm. Rent a bike and cycle the city walls, then enjoy a cappuccino in Piazza dell’Anfiteatro. Lucca offers a quieter, more local experience than its tourist-heavy neighbor. Day 7: Tuscan Cooking Class and Local Market Wrap up your trip with a hands-on Tuscan cooking class. Start your morning by shopping at a local market with a chef, then head to a countryside kitchen to prepare classic dishes like handmade pasta, bruschetta, and tiramisu. It’s a flavorful way to connect with Tuscany’s culinary roots and bring home skills that last longer than souvenirs. Conclusion: One Week, A Thousand Memories From Florence’s iconic art to Chianti’s vineyards and the peaceful charm of Val d’Orcia, this trip to Tuscany provides a well-rounded taste of Italy’s most beloved region. Whether you’re planning a romantic getaway or a cultural exploration, following this itinerary ensures a rewarding experience packed with memories, flavor, and scenic beauty.
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