Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour)
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Description
Summary
Description
Embark on an unforgettable multi-day tour through the heart of Tuscany, Italy. This self-guided adventure will take you through charming hill towns, peaceful villages, and stunning landscapes. You'll explore the Renaissance gem of Montepulciano, the UNESCO World Heritage site of Pienza, and the famous hilltop town of Montalcino, known for its exquisite wines. The tour also includes a visit to the thermal complex of Bagno Vignoni, a walk through the outstanding Brunello wine region, and a day dedicated to the wonderful city of Siena. Each day is filled with unique experiences, from exploring historical sites to indulging in local cuisine and wines. This tour is perfect for those who love to explore at their own pace, with plenty of time to soak in the beauty of Tuscany.
Included
Accommodation in 3* hotels and agriturismo incl. breakfast; Luggage transportation; People transfer (on Day 4 (to Montalcino), on Day 6 (Buonconvento-Monte Oliveto Maggiore Abbey) and on Day 7 (Buonconvento-Monteroni d'Arbia); Detailed roadbook and map in English; Emergency hotline;
Accommodation in 3* hotels and agriturismo;
all breakfasts
Luggage transportation; People transfer (on Day 4 (to Montalcino), on Day 6 (Buonconvento-Monte Oliveto Maggiore Abbey) and on Day 7 (Buonconvento-Monteroni d'Arbia);
Destinations
Florence
SienaMap
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Attractions
Piazza del Campo
Tower of Mangia
Santuario Casa di Santa Caterina
Porta Pispini
Duomo di Siena
FacciatoneDaily Itinerary
Day 1 – Day 1: Arrival in Montepulciano
Day 1: Arrival in Montepulciano
Begin your Tuscan adventure in the picturesque hill town of Montepulciano. Easily accessible from Rome, Florence, or Pisa, this charming town is a treasure trove of Renaissance architecture. Spend the day exploring its quaint streets at your leisure.
Day 2 – Day 2: Montepulciano to Pienza via Montichiello
Day 2: Montepulciano to Pienza via Montichiello
Start your day with a walk from the San Biagio church in Montepulciano to the tranquil village of Montichiello. After a break, continue on the trail to the extraordinary Renaissance town of Pienza, a UNESCO World Heritage site. Don't miss the chance to sample the local pecorino cheese and truffles.
Day 3 – Day 3: Pienza to Bagno Vignoni
Day 3: Pienza to Bagno Vignoni
- Facciatone
- More
After breakfast, set off on a self-guided hike through verdant forests and rolling hills to the charming village of Bagno Vignoni. Spend the afternoon relaxing in the thermal complex, a perfect way to unwind and soak in the Tuscan atmosphere.
Day 4 – Day 4: Bagno Vignoni to Montalcino via Castelnuovo dell'Abate
Day 4: Bagno Vignoni to Montalcino via Castelnuovo dell'Abate
- Santuario Casa di Santa Caterina
- Porta Pispini
- More
Start your day with a transfer to the medieval village of Castelnuovo dell'Abate. Visit the enchanting Sant'Antimo Abbey before embarking on a panoramic walk towards Montalcino, a renowned hilltop town famous for its wines. The last stretch of the trail takes you through a shaded woodland, offering a refreshing end to the day's journey.
Day 5 – Day 5: Montalcino to Buonconvento
Day 5: Montalcino to Buonconvento
Today, you'll explore the renowned Brunello wine region on foot. Walk past orderly vineyards and olive groves, immersing yourself in the stunning Tuscan landscape. The day ends in the charming town of Buonconvento.
Day 6 – Day 6: Buonconvento to Monte Oliveto Maggiore and back
Day 6: Buonconvento to Monte Oliveto Maggiore and back
- Tower of Mangia
- More
Begin your day with a transfer to the Monte Oliveto Maggiore monastery. Take the time to explore the impressive red brick abbey and its surroundings before walking back to Buonconvento through the enchanting Tuscan landscape.
Day 7 – Day 7: Buonconvento to Siena via Monteroni d'Arbia
- Siena
- More
- Piazza del Campo
- Duomo di Siena
- More
After breakfast, a short transfer will take you to Monteroni d'Arbia, where your trail begins. Hike through the iconic Tuscan landscape until the stunning city of Siena comes into view. Explore the city's impressive Duomo and the famous Piazza del Campo. End the day with a train ride from Arbia to Siena.
Day 8 – Day 8: Departure from Siena
- Siena
- Florence - Departure day
- More
The tour concludes after breakfast. You may choose to extend your stay in Siena or continue your journey. A local bus can take you to the beautiful city of Florence, marking the end of your unforgettable Tuscan adventure.
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