• Hiking in Tuscany Italy
  • Dining on Backroads Tuscany & Umbria Walking & Hiking Tour
  • Backroads Tuscany & Umbria Walking & Hiking Tour
  • Norcia, Italy - Backroads Tuscany & Umbria Hiking Tour
  • Hiking on Backroads Tuscany & Umbria Walking & Hiking Tour

Tuscany & Umbria Walking & Hiking Tour

Tuscany & Umbria's Ancient Footpaths

  • Enjoy unforgettable rambles through central Italy's inspiring scenery, savoring its culinary riches along the way
  • Taste incredible cuisine in Norcia, an ancient-walled town famous for regional flavors 
  • Toast la dolce vita with rival Umbrian and Tuscan wines like sagrantino, Vino Nobile di Montepulciano and Brunello
  • Explore the extraordinary World Heritage sites of Assisi, Cortona, Pienza and Montalcino
  • Booking 2017? Please note that the itineraries differ. For 9/3 departure, view the Detailed Itinerary. For 9/17 departure, view the Detailed Itinerary. For 10/15 departure, view the Detailed Itinerary. Or call us at 800-462-2848.

Tuscany must be experienced up close. Taste the Brunello. 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.

Tuscany and Umbria walking tour map

Itinerary

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 the famed Altopiano di Castelluccio, a spectacular high alpine plateau in the Monti Sibillini National Park | Savor unforgettable Umbrian wines and haute cuisine at the Bianconi family's Michelin-starred Vespasia restaurant.

Days 3-4 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 | Deep in Tuscany, discover the picture-perfect landscape of the Val d'Orcia | Have a look around Renaissance-style Pienza, perhaps stopping to try the superb local pecorino cheese.

Days 5-6 On foot to Montalcino, rows of vineyards and wildflower fields greet you at every turn | Visit the abbey of Sant'Antimo and be welcomed at charming agriturismos and enoteche | Linger over cappuccinos and some of the world's finest wines in memorable Montalcino.

I loved the trip and the trip leaders, Dean, Giovanni and Casey were the most important driver of my great trip experience. We had 12 people on our trip--a perfect number to sit it at one table and to get acquainted. Every person added something very special to the trip. It was the best planned guided trip I have ever been on thanks to our amazing leaders. That said, Umbia and Tuscany are absolutely beautiful places to hike, walk, explore and find the most delicious food and wines. I could do it again tomorrow. I miss everyone and hope to go on another trip with Backroads led by Dean, Giovanni and Casey.
Marisa, fulfillment coach - New York City
$4,598 - $5,048
pp dbl. occ.
(+$1,060 to $1,320 for sgl. occ.)

Reviews

6 days, 5 nights
Activity Level

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Open 7 Days a Week
6 am - 6 pm Pacific time

Start / End
Orte, Italy/Florence, Italy

Meals
All breakfasts, 5 dinners, 4 lunches included


C Classic Dates

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Premiere Hotels

Accommodations may vary based on departure date. Any difference from what is listed below can be found by clicking on your desired date on the Dates & Prices tab.

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Palazzo Seneca

Palazzo Seneca

Norcia (2 nights)

Housed in an artfully restored 16th-century palace, this elegant hotel is the perfect place to unwind and discover Umbria. A Relais & Châteaux member. (spa)

Relais La Corte dei Papi

La Corte dei Papi

Cortona (1 night)

Feel welcomed like family by owner David Papi at this refined and superbly appointed 18th-century country home, rated one of the top hotels in Italy and a Backroads-exclusive property. (pool)

Castello di Velona

Castello di Velona

Castelnuovo dell'Abate (2 nights)

Soak up superb hilltop views at this elegant 11th-century fortress featuring a magnificent vantage point above the Val d'Orcia. A Small Luxury Hotels of the World member. (pool, spa)

Guest Reviews

There's no better way to find out about Backroads than by hearing it from the people who have traveled with us. For more about the Backroads Experience, read our Guest Testimonials.

800-462-2848 Open daily, 6 am - 6 pm Pacific time

REVIEW SNAPSHOT®

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Tuscany & Umbria Walking & Hiking Tour
 
5.0

(based on 1 review)

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5.0

This was one of the best trips ever in my life.

By 

from New York City

Comments about Tuscany & Umbria Walking & Hiking Tour:

I loved the trip and the trip leaders, Dean, Giovanni and Casey were the most important driver of my great trip experience. We had 12 people on our trip--a perfect number to sit it at one table and to get acquainted. Every person added something very special to the trip. It was the best planned guided trip I have ever been on thanks to our amazing leaders. That said, Umbia and Tuscany are absolutely beautiful places to hike, walk, explore and find the most delicious food and wines. I could do it again tomorrow. I miss everyone and hope to go on another trip with Backroads led by Dean, Giovanni and Casey.

Displaying review 1

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Dates & Prices

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.

Please click on a date below for specific pricing and possible itinerary variations.

800-462-2848 Open daily, 6 am - 6 pm Pacific time

AVAILABLE TO BOOKi GOING FASTi CONTACT USi PRIVATE TRIP - RESERVEDi

Interested in a Private Trip? Check out the Make It Private tab for private dates available, or call us at 800-462-2848.

This Trip Is Rated Levels 1-4

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do.

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Daily Route Options
Day EASYGOING ACTIVE AVID
Level 1 Level 2 Level 3 Level 4 Level 5
miles feet gain miles feet gain miles feet gain miles feet gain miles feet gain
1 3* 500 5 900
2 2 200 4 300 6 700 7 2000
3 3* 500 7 2000
Walking Tour of Cortona
4 4* 200 7 1300
5 3* 300 5* 400 6* 1100 8 1300
6 3* 200 4 500
 

Note: The terrain on this trip includes vineyard footpaths and wooded trails.

* Includes shuttle.

Learn more about how we determine our activity levels and fully support a range of abilities and interests.

Please note that our distance and elevation figures come from Ride with GPS. Other sources (such as Map My Ride and Garmin devices) may give differing elevation figures due to different GPS and mapping technologies. Readings from a Garmin or a smart phone are influenced by other factors such as air pressure.

Why Travel with Backroads in Tuscany and Umbria

Our Cultural Roots Run Deep

Thanks to our extensive connections in Tuscany and Umbria, Backroads takes you off the beaten track and deep into the region's culture in ways that traditional travel can never hope to do. We know the people and their customs, the legacy of art and architecture, the complex history and politic—and if we're not sure, our amazing local experts can fill in the blanks.

Only the Best Hotels

On this trip featuring Premiere Hotels, you can count on the best lodgings Tuscany and Umbria has to offer. In fact, the hotels we've chosen in this region have higher retail room rates than those offered by any other active travel company—even when their trips cost more.

We Speak the Language

If we told you many companies' leaders can't actually speak the language where they lead trips, you'd say incroyable... ridicolo... không the tha thú. At Backroads, fluency in the local language is a given. Find out more on the best leader recruitment, training and development in the business. (And by the way, that was "unforgivable" in Vietnamese.)

A Variety of Routes Each Day

In Tuscany and Umbria you head off each morning after choosing among several expertly designed routes—all with detailed directions, mileage and shuttle options. Unlike trips with one fixed daily route (or worse, one guide that everyone's obliged to follow), you're free to enjoy the best of the region at your pace, stopping wherever you want to explore further.

We Live in the Neighborhood

Our Trip Leaders in Tuscany and Umbria live in the area and are deeply engaged in their communities, giving them unique inside knowledge they're happy to share in making your experience that much richer. They'll introduce you to people, customs and parts of town you'd likely never encounter on your own—and teach you a few local phrases to help break the ice.

The Best Leaders in Tuscany and Umbria

Backroads has the best-qualified people to lead your trip in Tuscany and Umbria, and our guests back that up, rating our Trip Leaders an average of 9.75 out of 10 for all-around quality of performance. Get the facts (and no fluff) on how we recruit and develop the very best people for your trip.

In Europe Since 1988

Backroads has been welcoming active travelers to Europe since before the Berlin Wall came down. Today it's virtually our second home. We know the perfect roads and trails, the most scenic valleys and hilltop towns, the hidden churches and gem-like museums, the up-and-coming vintners and celebrated chefs—and, of course, all the best places to stay.

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Private Trips Options & Pricing

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.

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Pricing for Private Trips

2017

  • 10 or more guests: from $4,598 pp dbl occ
  • 8 - 9 guests: from $4,998 pp dbl occ
  • 6 - 7 guests: from $5,998 pp dbl occ
  • 4 - 5 guests: from $6,598 pp dbl occ
  • 2 - 3 guests: from $7,598 pp dbl occ

2018

  • 10 or more guests: from $4,498 pp dbl occ
  • 8 - 9 guests: from $4,998 pp dbl occ
  • 6 - 7 guests: from $6,398 pp dbl occ
  • 4 - 5 guests: from $6,898 pp dbl occ
  • 2 - 3 guests: from $7,998 pp dbl occ

Click on a date below for specific pricing and possible itinerary variations.

8 AVAILABLE TO BOOK FOR 8 OR MORE GUESTS 16 AVAILABLE TO BOOK FOR 16 OR MORE GUESTS RESERVED

Don't see your ideal travel date? Make a Date! i

C 2017 Classic Trips
2017 October
C 2018 Classic Trips
2018 October

Other Trips in Tuscany

Easy to Book Private Trips

Invite your family and friends on an adventure that's entirely your own - for your group of 8 or more. Find out more