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7 Days of Adventure in Tuscany

7 Days of Adventure in Tuscany Itinerary

Last updated: 2024 Jun 14

Exploring Historic Siena

Morning
Start your day with a visit to the Siena Cathedral (Duomo). This magnificent Gothic structure is one of Italy's greatest cathedrals, known for its stunning façade and intricate interior. Spend about 1.5 hours here to fully appreciate its beauty.
Afternoon
After exploring the cathedral, head to the Siena Civic Museum (Museo Civico di Siena). Located in the Palazzo Pubblico, this museum offers a deep dive into Siena's rich history and art. Allocate around 2 hours for this visit. For lunch, enjoy a meal at Restaurant Name. This highly-rated restaurant offers traditional Tuscan cuisine in a charming setting.
Evening
In the evening, immerse yourself in local culture by attending the Palio of Siena (Palio di Siena). This historic horse race takes place twice a year and is a thrilling experience that showcases the city's vibrant traditions. End your day with dinner at another local favorite, Restaurant Name.
Bedtime
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Siena Cathedral (Duomo)

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Visit Siena Civic Museum (Museo Civico di Siena) in Siena
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Siena Civic Museum (Museo Civico di Siena)

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Charming Towns and Castles

Morning
Begin your day with a visit to the Castle of Meleto (Castello di Meleto). This medieval castle offers guided tours that take you through its historic halls and beautiful gardens. Spend about 2 hours here.
Afternoon
Next, head to the picturesque town of Monteriggioni. Explore Monteriggioni, a well-preserved medieval walled town that feels like stepping back in time. Enjoy lunch at one of the quaint local eateries such as Restaurant Name, known for its delicious Tuscan dishes.
Evening
Conclude your day with a visit to another historic site, the Brolio Castle (Castello di Brolio). This castle not only offers fascinating history but also stunning views of the surrounding vineyards. Enjoy dinner at a nearby restaurant like Restaurant Name, which offers excellent local wine pairings.
Bedtime
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Castle of Meleto (Castello di Meleto)

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Monteriggioni

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Natural Wonders and Relaxation

Morning
Start your morning with an adventure at the famous Devil's Bridge (Ponte del Diavolo or Ponte della Maddalena). This ancient bridge is steeped in legend and offers beautiful views of the surrounding landscape. Spend about an hour here.
Afternoon
Afterwards, head to Lucca and explore its charming streets including Via Fillungo, known for its shops and cafes. Have lunch at one of Lucca's popular spots like Restaurant Name, offering delightful Italian fare.
Evening
In Pisa, visit the iconic Leaning Tower and then enjoy some gelato as you stroll along the Arno River (Arno River). For dinner, choose from one of Pisa’s top-rated restaurants such as Restaurant Name.
Bedtime
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Devil's Bridge (Ponte del Diavolo or Ponte della Maddalena)

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Via Fillungo

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Vespa Tour & Wine Tasting

Morning
Kick off your day with an exciting Vespa tour through Florence’s countryside. These tours typically last around 3-4 hours and offer an exhilarating way to see Tuscany’s beautiful landscapes.
Afternoon
After your Vespa tour, head back into Florence for lunch at a renowned eatery like Restaurant Name, where you can savor authentic Florentine dishes.
Evening
Spend your evening enjoying a wine tasting experience in Chianti. Visit one of Chianti’s esteemed wineries where you can sample some of Italy’s finest wines while learning about their production process. Conclude your day with dinner at another highly-rated restaurant such as Restaurant Name.
Bedtime
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Discovering Pisa and Beyond

Morning
Begin your day with a visit to the Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina). This small Gothic church is known for its intricate design and beautiful location along the Arno River. Spend about an hour here appreciating its architecture.
Afternoon
After visiting the church, head to the Leonardo da Vinci Museum (Museo Leonardiano di Vinci). This museum offers fascinating insights into the life and works of Leonardo da Vinci. Allocate around 2 hours for this visit. For lunch, enjoy a meal at Restaurant Name, which is known for its delicious Tuscan cuisine.
Evening
In the evening, take a stroll through Pisa's historic center and enjoy some gelato from one of the city's top gelaterias. End your day with dinner at another local favorite, Restaurant Name.
Bedtime
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Visit Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina) in Pisa
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Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina)

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Leonardo da Vinci Museum (Museo Leonardiano di Vinci)

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Exploring Cinque Terre

Morning
Cinque Terre National Park (Parco Nazionale delle Cinque Terre) is a must-visit destination. Start your day early to explore this stunning coastal area, known for its colorful villages and breathtaking views. Spend about 3-4 hours hiking between the villages or simply enjoying the scenery.
Afternoon
La Spezia Cruise Port (La Spezia Terminal Crociere) is nearby and offers a great spot for lunch with beautiful sea views. Choose from one of the many seafood restaurants in La Spezia such as Restaurant Name, which is highly rated for its fresh catch.
Evening
Church of San Sisto (Chiesa di San Sisto) in La Spezia is worth a visit in the evening. This historic church offers a peaceful retreat after a day of exploration. Conclude your day with dinner at another popular restaurant like Restaurant Name, offering delightful Italian dishes.
Bedtime
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Cinque Terre National Park (Parco Nazionale delle Cinque Terre)

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La Spezia Cruise Port (La Spezia Terminal Crociere)

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Relaxation in Val d'Orcia

Morning
Val d'Orcia is renowned for its picturesque landscapes and charming towns. Start your morning with a leisurely drive through this beautiful region, stopping to take photos and enjoy the scenery.
Afternoon
Pienza is one of Val d'Orcia's gems. Explore this charming town, known for its Renaissance architecture and delicious pecorino cheese. Have lunch at one of Pienza's well-regarded restaurants such as Restaurant Name, where you can sample local specialties.
Evening
Montalcino Fortress (Fortezza di Montalcino) offers stunning views over Val d'Orcia and is an excellent spot to end your trip on a high note. Spend some time exploring this historic fortress before heading to dinner at another highly-rated restaurant like Restaurant Name.
Bedtime
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Val d'Orcia

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Pienza

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