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7 Days
Starting From
$6,245.00
10 Days
Starting From
$7,295.00
per person, double occupancy
Want more from your experience?
Add an ExtensionExperience a cornucopia of hidden gems on this true insider’s walking tour of Tuscany and Umbria. With their deep knowledge of art history, our Italian guides show you the Basilica of Assisi’s extraordinary frescoes. In Siena, discover the Palio horse race from a local expert—and get exclusive insider access to its famous Duomo. Indulge in local farm-to-table fare at an agriturismo that produces its own cheese and olive oil—exploring the exquisite vintages of Montalcino at a neighboring estate. Keep an eye out for wild horses on the slopes of Mount Subasio and soak your tootsies in the medieval baths at Bagno Vignoni. Along the way, your guides will lead you off the beaten path to discover spectacular scenery, rich cultural traditions, and a host of congenial Italian friends.
Country Walkers is proud to support Wine to Water with a donation on behalf of each guest on this tour. Wine to Water is an international organization providing access to clean drinking water and emergency supplies in water-challenged regions. We believe in giving back to the places that have enriched the lives of our guests. We’re committed to identifying and supporting sustainable initiatives in a variety of areas including education, world health, economic equality, safe drinking water, the environment, and the preservation of cultural traditions.
2025 Pre-Trip Extension - Florence
2 Nights From $495
per person, double occupancy
Single Supplement: From $345
Your vacation is about to begin! Spend your first night aloft and arrive ready for an unforgettable trip.
Start off your first day in Florence right by having a Country Walkers representative greet you at the airport. A complimentary car service will whisk you to your centrally located hotel. From here, you are perfectly positioned to explore this charming city at your leisure.
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
Hotel De La Ville
2024 Pre-Trip Extension - Florence
2 Nights From $445
per person, double occupancy
Single Supplement: From $295
Your vacation is about to begin! Spend your first night aloft and arrive ready for an unforgettable trip.
Start off your first day in Florence right by having a Country Walkers representative greet you at the airport. A complimentary car service will whisk you to your centrally located hotel. From here, you are perfectly positioned to explore this charming city at your leisure.
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
Hotel De La Ville
2025 Post-Trip Extension - Rome
2 Nights From $395
per person, double occupancy
Single Supplement: From $295
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
After an included breakfast this morning, complimentary transportation is provided to Rome’s Leonardo da Vinci Airport based on your departure time.
Included Meals: Breakfast
Hotel dei Mellini
2024 Post-Trip Extension - Rome
2 Nights From $345
per person, double occupancy
Single Supplement: From $245
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information to guide your discoveries.
Included Meals: Breakfast
After an included breakfast this morning, complimentary transportation is provided to Rome’s Leonardo da Vinci Airport based on your departure time.
Included Meals: Breakfast
Hotel dei Mellini
Beautiful countryside great food-expensive for 6 days
Italy: Tuscany & Umbria
The hikes were lovely and the food was great. I loved that our guides, Alessandro and Martin, were so knowledgable about the area and Italy in general. They were very easy to chat with. They took great care of us.
Italy: Tuscany & Umbria
Experience your destination like an insider with people who call it home.
Alessandro Gullo
Alessandro Gullo has Sicilian ancestry and was educated in the US as well as Italy. He is a certified guide of historic monuments who effortlessly combines his charming personality with a vast knowledge of the culture, art, history, food, and wine of Italy.
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