Tuscany & Umbria Walking & Hiking Tour
Ancient Footpaths: Assisi & Cortona to Florence
From $5,049 pp dbl. occ. | 6 days / 5 nights
Call for single supplement pricing
Tuscany and Umbria must be experienced up close. Taste the traditional recipes and fine wines. Breathe in the aroma of bread toasting in a stone fireplace, glistening with freshly pressed olive oil. Stroll through vineyards and hilltop towns. Let your eyes linger on ancient villas. Imagine the possibilities. There is no better—or closer—way to experience the heart of Italy.
- Hike central Italy's unforgettable and inspiring Apennines, Val d'Orcia and Chianti, savoring legendary culinary riches along the way
- Relish incredible local cuisine in picturesque Norcia, an ancient-walled town famous for delicious regional flavors
- Taste world-class Umbrian and Tuscan wines like Sagrantino, Vino Nobile di Montepulciano and Chianti Classico
- Ramble through a magnificent landscape to the extraordinary World Heritage sites of Assisi, Val d'Orcia, and Pienza
Days 1-2 You're in Italy's green heart, so called for its agricultural riches—savor black truffles, salamis and rare mountain formaggi (cheeses) | Stroll through Norcia's picturesque medieval center, the birthplace of St. Benedict and a significant center of modern monasticism | Hike a ridge trail up to the top of Monte Abuzzago where spectacular views of the high alpine landscape await | Savor unforgettable Umbrian wines and haute cuisine at the Bianconi family's Michelin-starred Vespasia restaurant | Unwind at our enchanting Relais & Château hideaway.
Day 3 Follow an ancient pilgrimage route to the World Heritage city of Assisi, nestled on the flanks of Monte Subasio | Take time to explore the Gothic and Romanesque architecture in what was once the home of St. Francis | Visit historic hilltop Cortona, surrounded by 3,000-year-old Etruscan walls, and the setting for Under the Tuscan Sun.
Days 4-6 Deep in Tuscany, discover the picture-perfect landscape of the Val d'Orcia | Have a look around Renaissance-style Pienza, a World Heritage site, perhaps stopping to try the superb local pecorino cheese | Discover the rustic beauty of Chianti, hiking through the vineyards where the famed wine is produced | Learn everything about the antique Black Rooster League and the centuries-long war between Florence and Siena | Linger over cappuccinos listening to locals swap stories in sleepy cobblestone villages | Extend your Italian vacation in incomparable Florence.
The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.
Please click on a date below for specific pricing and possible itinerary variations.
C Classic Dates
Gather your favorite people to share a Backroads adventure on a ready-to-book Private Trip - featuring all the legendary Backroads hallmarks from expert leaders to unforgettable activities. You can pick from the selection of dates below for your group; some dates are only available for 16 or more guests while other dates are available for 8 or more guests. If your party has fewer than 8 guests, or your preferred date is not available, we'll create a departure just for you. Call or email us to reserve your date.
Private Trip Pricing
- 10 or more Guests: from $4,799 pp dbl occ
- 9 Guests: from $5,299 pp dbl occ
- 8 Guests: from $5,499 pp dbl occ
- 2-7 Guests: Give us a call or reach out here!
Don't see your ideal travel date? Make a Date
Tell us what your dream trip would be and we'll make it happen! Whether you're looking for a honeymoon trip for 2, a 30-person family reunion or a 100-person corporate trip, we can do it all. A dedicated Custom Trip Consultant will work closely with you to bring your dreams to reality. Call us at 800-462-2848 to speak with your Custom Trip Consultant or click on the button below.REQUEST YOUR CUSTOM TRIP NOW