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Italy

Walking & Hiking in Idyllic Tuscany and Mystical Umbria

Program No. 3573RJ
Embark on a fun and informative walking exploration of Italy’s rolling hills as you discover timeless villages, famed vineyards, friendly locals and world-class cuisine.

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LODGING & MEALS
Lodgings may differ by date. Select a date to see the lodgings specific to that date.
Showing Lodging & Meals For:
Oct 18, 2025 - Oct 29, 2025 (Pienza to Montefalco)
Sep 06, 2025 - Sep 17, 2025 (Pienza to Montefalco)
Sep 20, 2025 - Oct 01, 2025 (Pienza to Montefalco)
Oct 04, 2025 - Oct 15, 2025 (Pienza to Montefalco)
Oct 18, 2025 - Oct 29, 2025 (Pienza to Montefalco)
Apr 18, 2026 - Apr 29, 2026 (Pienza to Montefalco)
May 09, 2026 - May 20, 2026 (Pienza to Montefalco)
Sep 12, 2026 - Sep 23, 2026 (Pienza to Montefalco)
Sep 26, 2026 - Oct 07, 2026 (Pienza to Montefalco)
Oct 10, 2026 - Oct 21, 2026 (Pienza to Montefalco)
Lodging and meal options may differ by date. Select a date to see the information specific to that date.
What You'll Eat
10 Breakfasts
7 Lunches
8 Dinners
Total: 25 Meals
The following choices may be available when requested in advance: Low Fat, Vegetarian, Low Salt, Gluten Free
Where You'll Stay
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.
5 NIGHTS
Location: Pienza
The Hotel Residence San Gregorio is located in the heart of Tuscany, only a few meters away from the historical center of Pienza. Originally an opera house in the 1930s, it was partly destroyed by a bomb during World War II. After the war ended, the building was restored and turned into a cinema by the local veterans, and remained as such until the end of the 1950s. Recently renovated after several years of being abandoned, the building is now an elegant hotel in the midst of this renaissance town.
5 NIGHTS
Location: Montefalco
The Camiano Piccolo Agriturismo is situated in a historic hamlet in Montefalco. This charming family-owned property dates back to the 16th century. The renovated manor house, alongside independent apartments and rooms with private bathrooms, offers a warm and welcoming atmosphere. Surrounded by olive trees and vineyards, and sitting 450 meters above sea level, it offers a stunning panoramic view of the valley stretching from Spoleto to Perugia.





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