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undefined Itinerary

Last updated: 2024 Jun 14

Exploring the Historic Center of Siena

Morning
Start your day with a delicious breakfast at Osteria Le Logge. Afterward, explore the historic center of Siena and visit the iconic Siena Cathedral (Duomo) . Marvel at its stunning architecture and climb to the top for panoramic views of the city. Take a stroll through Piazza del Campo , the main square of Siena, and admire its unique shell shape. Don't miss the Mangia Tower (Torre del Mangia) , where you can enjoy breathtaking views of the city.
Afternoon
For lunch, head to Antica Trattoria Papei and savor traditional Tuscan dishes. In the afternoon, take a short trip to Montalcino , a charming hilltop town famous for its Brunello wine. Explore the town's narrow streets and visit Montalcino Fortress (Fortezza di Montalcino) for panoramic views of the surrounding countryside.
Evening
Enjoy dinner at La Taverna di San Giuseppe, known for its authentic Tuscan cuisine. End your day by exploring the lively streets of Siena's historic center and soaking in the vibrant atmosphere.
Bedtime
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Discovering San Gimignano and Monteriggioni

Morning
Start your day with a hearty breakfast at your hotel or one of the local cafes. Then, embark on a day trip to San Gimignano , a UNESCO World Heritage Site known for its medieval towers. Explore the town's historic center and visit attractions such as the Basilica of San Domenico (Basilica di San Domenico) and Fonte Gaia (Gaia Fountain) .
Afternoon
For lunch, enjoy a winery experience at a local vineyard near San Gimignano. Indulge in a delicious meal paired with Tuscan wines while enjoying panoramic views of the countryside. Afterward, continue your day trip to Monteriggioni , a small fortified village with well-preserved medieval walls. Take a leisurely walk along the walls and admire the picturesque views.
Evening
Return to Siena and have dinner at one of the city's charming restaurants. Afterward, explore the Siena Civic Museum (Museo Civico di Siena) or attend a performance of Palio of Siena , a traditional horse race held twice a year.
Bedtime
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Wine Tasting in Chianti Region

Morning
Start your day with breakfast at your hotel or try a local cafe for some Italian pastries and coffee. Then, embark on a wine tour in the Chianti region. Visit renowned wineries such as Castello di Brolio and enjoy guided tastings of their famous Chianti wines.
Afternoon
For lunch, indulge in a Tuscan feast at one of the wineries you visit during the tour. Afterward, continue exploring the beautiful Chianti countryside and visit charming towns like Greve in Chianti and Radda in Chianti.
Evening
Return to Siena and have dinner at one of the city's top-rated restaurants. End your day by enjoying live music or drinks at a local bar or lounge.
Bedtime
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Abbey of Sant'Antimo and Pienza

Morning
Start your day with a leisurely breakfast at your hotel or try a local cafe for some Italian coffee. Then, take a scenic drive to the Abbey of Sant'Antimo , a beautiful Romanesque abbey surrounded by picturesque countryside. Attend a Gregorian chant performance if available.
Afternoon
For lunch, enjoy a picnic in the countryside near the abbey or visit a local trattoria for traditional Tuscan dishes. Afterward, continue your day trip to Pienza , a charming town known for its Renaissance architecture and delicious pecorino cheese. Explore the town's historic center and visit attractions such as the Pubblico Palace (Palazzo Pubblico) and Baptistery of San Giovanni (Battistero di San Giovanni) .
Evening
Return to Siena and have dinner at one of the city's cozy restaurants. End your day by visiting Santa Maria della Scala , a former hospital turned museum complex, where you can learn about Siena's history and art.
Bedtime
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Exploring More of Siena

Morning
Start your day with breakfast at your hotel or try a local cafe for some Italian pastries and coffee. Then, take a guided walking tour of Siena's historic center. Visit attractions such as the Siena Cathedral Complex Pass with Audio Guide (OPA SI PASS) and learn about the city's rich history and culture.
Afternoon
For lunch, try a traditional Tuscan trattoria or explore local street food options in Siena. Afterward, visit the Contrade Museum or take a leisurely walk through the city's charming neighborhoods.
Evening
Enjoy a farewell dinner at one of Siena's finest restaurants, savoring the flavors of Tuscan cuisine. End your trip with a relaxing evening stroll through the streets of Siena, taking in the beauty of the city at night.
Bedtime
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