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Tuscany & Umbria

Tuscany is the wine region of Italy. Become immersed as you stroll through rolling hills where, from some vantages, you can view vineyards as far as the eye can see. Still, on this trip you’re able to sense and see even more. You’ll visit the most romantic villages Italy has to offer and walk through some of the most cosy and inviting hills in Umbria. Savor the wine or just breathe in the beauty of nature as you get to know the history of this area.

Itinerary option

Day 1: Arrival day

Transfer from the airport to Pienza.

Day 2: Pienza and its products

Walk through the countryside around Pienza in beautiful Tuscany and enjoy a cheese tasting at a local diary.

Day 3: Siena

Visit the beautiful city of Siena known for its remarkable ensemble of medieval buildings; the brick used here comes in a hue so striking that it entered our vocabulary as a color term: “Sienna brown.”

Day 4: Monte Amiata & The Tuscan Mountains

Monte Amiata, at 1,700 meters (5,700 feet), is the highest point (and the only really genuine mountain) in southern Tuscany. The mountains are covered with thick groves of chestnut and beech trees, and are crisscrossed with brooks and streams.

Day 5: Montalcino walk

Montalcino is the home of the famous Brunello wine. After a short excursion to the hill town of Montalcino, you will walk through vineyards towards the Abbey of St. Antimo, in the heart of this charming valley.

Day 6: From Pienza to Montefalco

Traverse along the banks of Lake Trasimeno to Perugia, where we will stop for a city walk. Perugia is one of the twelve Etruscan city states and is the regional capital. It also boasts one of the oldest and largest universities in the country.

Day 7: Sagrantino wine country

Walk through the famous Sagrantino wine country. The origins of the wines produced here go back to Etruscan times and are among the most important Italian red wines today.

Day 8: On the footsteps of Assisi 

Assisi,  tucked under the ridge of Monte Subasio and looking out over picturesque plains, is visible for miles around, making it one of the most impressive hilltop towns in Umbria.

Day 9: Valnerina and its truffles

Go on a truffle hunt on Monte Patricio with the farm owner and his truffle dogs. Monte Patricio is located above the town of Spoleto on the summit of the Valnerina Mountains, which are known for their rugged beauty.

Day 10: Bevagna

Visit a city that’s even older than Rome, Bevagna!This fascinating ancient settlement showcases two of Umbria’s finest Romanesque churches.

Day 11: Departure day

Transfer to the airport.

Important Information

Best time of travel

April to June and September to October

Ideal duration of stay

8 to 10 days

Activity level

all levels possible

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