• Tuscany & Umbria Bike Tours
  • Tuscany & Umbria Bike Tours
  • Tuscany & Umbria Bike Tours
  • Wine Tasting, Italy
  • Bruschetta, Italy
  • Tuscany & Umbria Bike Tours
  • Tuscany & Umbria Bike Tours
  • Tuscany & Umbria Bike Tours
  • Street Art, Tuscany & Umbria Bike Tours
  • Sunflower Field, Italy
  • Tuscany & Umbria Bike Tours
  • Farmers Market, Tuscany & Umbria Bike Tours

Tuscany & Umbria Bike Tour

Umbria to Cortona, beneath the Tuscan Sun

  • Soak up the medieval ambience and ancient traditions of charming hilltop towns
  • Taste splendid wines, like sagrantino, Montefalco Rosso and Vino Nobile di Montepulciano
  • Delight in hearty ribollita, panzanella, fresh pastas and delicious pastries
  • Enjoy gracious hotels with distinct regional flavor
  • Get to know our favorite friends and colorful locals

No doubt you'll arrive with certain expectations of Tuscany and Umbria. But somehow the sensory feast is still a wonderful surprise. The sheer beauty of olive groves and vineyards. The slow pace of life. The symphony of flavors in traditional dishes. And the rich passione of the locals. Expectations exceeded? Just another day in the heart of Italy.

Tuscany Italy Map

Itinerary

Day 1 Ancient traditions await in charming hilltop towns   Soak up Umbrian panoramas en route to medieval Todi, a World Heritage site with a commanding hilltop position  Indulge in local specialties like strangozzi al tartufo at Relais Todini's gourmet restaurant.  

Days 2-3 Imagine you're in a postcard as you pedal along tranquil bike paths flanked by bright red poppies, cypress trees and undulating hills On the way to Montefalco, explore timeless Spoleto, perhaps pausing to browse for ceramics, linens and olive wood pieces  Don't miss the impressive Roman amphitheater and the medieval hilltop fortress of Rocca Albornoziana  Experience warm Umbrian hospitality and hearty cuisine at an exclusive agriturismo dinner in the countryside  Heading toward Mount Subasio, take a moment to sample fine vintages of velvety sagrantino, Umbria's prize vino rosso  Discover the ancient villages of Spello and Bevagna en route to the World Heritage site of Assisi.

Days 4-6 Welcome to Tuscany!  Travel north to Sant'Angelo di Sorbello  After cruising past olive groves and sunflower fields, enjoy an exclusive cooking demo and lunch at La Braccesca wine estate  Pedal through the Chiana Valley, where white Chianina cows graze Bike to historic hilltop Cortona, surrounded by 3,000-year-old Etruscan walls, and the setting for Under the Tuscan Sun Taste splendid Tuscan wines, like Vino Nobile di Montepulciano, Brunello di Montalcino and Cortona's very own rendition of syrah.

Wow! One of the best trips I've ever taken! Was above and beyond expectations!
Car the Rider - Vancouver, Canada
$4,298 - $4,698
pp dbl. occ.
(+$950 to $1,060 for sgl. occ.)

Reviews

6 days, 5 nights
Route Rating

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

Start / End
Arezzo, Italy/Florence, Italy

Meals
All breakfasts, 4 lunches, 4 dinners included

Bikes


C Classic Dates

Videos

Sign up for our email newsletter

Stay up to date on the latest Backroads news. You're free to opt out at any time.

Premiere Inns

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

Relais Todini

Relais Todini

Collevalenza (1 night)

Perched above the serene Umbrian countryside, this beautifully restored 12th-century manor house boasts panoramic vistas. (pool, spa)

Hotel Villa Zuccari

San Luca (2 nights)

In the Zuccari family since the 1500s, this gorgeous villa is surrounded by expansive rose-filled gardens and the vineyards of Montefalco. (pool)

Relais La Corte dei Papi

La Corte dei Papi

Cortona (2 nights)

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)

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®

by PowerReviews
Tuscany & Umbria Bike Tour
 
5.0

(based on 10 reviews)

Ratings Distribution

  • 5 Stars

     

    (10)

  • 4 Stars

     

    (0)

  • 3 Stars

     

    (0)

  • 2 Stars

     

    (0)

  • 1 Stars

     

    (0)

100%

of respondents would recommend this to a friend.

Reviewed by 10 customers

Displaying reviews 1-10

Back to top

 
5.0

Amazing!

By 

from Vancouver, Canada

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

Wow! One of the best trips I've ever taken! Was above and beyond expectations!

 
5.0

What an amazing way to see Italy!

By 

from Shelburne, Ontario, Canada

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

There is not one thing I would change about the Tuscany/Umbria trip. From my first contact with Backroads, the professionalism of everyone involved was outstanding. Every part of the trip exceeded my expectations. What an amazing way to see Italy! I have already recommended Backroads to everyone I speak to. I can't wait to go on my next Backroads adventure!

 
5.0

Had heard great things about Backroads and they were all tru

By 

from St. Louis, Mo

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

The trip, guides, food and hotels couldn't have been better. A wonderful time!

 
5.0

A trip that will always be remembered with a smile

By 

from Charlottesville, Va

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

Exceeded our expectations. Incredible biking through different terrains, exceptional foods and wine, but most importantly the wonderful experiences created with fellow travelers, guides, and the native people that we met along our journeys.

 
5.0

Exceeded every expectation.

By 

from Chicago

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

I'm sorry but I can't contain my enthusiasm from this trip. It exceeded every expectation that I had. There were a couple of points where I almost wished it would end because I couldn't believe it could get any better and I didn't want to be disappointed. It got better each and every day. You must plan these trips with the idea of building enjoyment and enthusiasm. The most important ingredient in this trip was the tireless work of our trip leaders. They took individuals and helped make us a team.

 
5.0

Great way to see Tuscany

By 

from Pittsburgh PA

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

There is no way this trip could have been any better. The guides are what made this such a great adventure. The location was perfect and so was the weather. We made such good friends as well. It was a great value. I have recommended Backroads to several people since our return. We are already planning our trip for next year. See you then.

 
5.0

Trip of a lifetime - can't wait to take another one!

By 

from Michigan

Comments about Tuscany & Umbria Bike Tour:

Backroads was great to work with - the trip guides were absolutely the best - rock stars!

 
5.0

Our trip was outstanding and wold class.

By 

from Ottawa, Canada

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

Everything was perfect and the guides were exceptional knowledge.

 
5.0

Awesome!

By 

from Sioux Falls SD

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

Everything about this trip was fabulous. It was my first Backroads trip but hopefully not my last!! The leaders were amazing.

 
5.0

Ten years later I still consider this the best trip ever

By 

from New York, NY

Verified Buyer

Comments about Tuscany & Umbria Bike Tour:

Of course the scenery was fabulous. The accommodations were great. I loved the food. The fellow travelers were fun. What was not to love? NOTHING!

Displaying reviews 1-10

Back to top

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 LIMITED AVAILABILITYi PRIVATE TRIP - RESERVEDi WAITLIST ONLYi

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 1-3

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 10* 500 18 1500
2 18* 700 24* 2200 39 2300 46 3100
3 21* 1000 33* 1400 45 1600
4 21* 1500 34* 2200 46* 3100
25* 1100
5 20* 1700 42* 2300 52 3500
Cortona Guided Walking Tour (1.5 Hours)
6 9* 700 16 1100
 

Note:

* Includes shuttle.

Learn more about how we determine our route ratings 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

Everyone at Their Own Pace

We design and support our Tuscany and Umbria trips to suit mixed abilities and varied interests—so you can set your own pace, then change things up as the day unfolds. And all guests are free to do the same, traveling together or apart, with no one cramping anyone else's style. Which sounds easy in theory, but it's hard to pull off. Here's more on how we do it.

More Leaders to Support You

On our Tuscany and Umbria trips we have an extra leader supporting you along the road—for a total of three, compared to the industry standard two. So we can be in more places at once, giving personal attention to guests traveling at their own pace. Here's more on our Trip Leaders.

A Second Van When You Need It

Backroads is the only active travel company providing two support vans in Tuscany and Umbria—because we know it's essential to ensure a truly great travel experience. It doubles our ability to be there when you need us to offer hydration, lighten your load or give you a lift if it's time to take a break. Read more on why two vans make all the difference.

Great Bikes Included (or Upgrade)

Choose a Backroads Custom Titanium or Custom Electric Assist bike—both are included in your trip price. Maybe a Specialized carbon-fiber pro model is more your speed or go for double fun on a tandem. Our fleet is the best in active travel, so you don't have to roll the dice on this vital trip component. Learn why our titanium bikes are ideal for most riders. See the bike options for this trip.

Navigate Your Way in Tuscany and Umbria

Your ride comes equipped with a Garmin Edge Explore 1000, the best bike-touring GPS device on the market. This is a Backroads exclusive, and it's included with your bike in Tuscany and Umbria. If you prefer to bring your own device, we also have downloadable GPS files and of course, our good old paper directions are always available. Read more on why our navigation options are the best.

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.

Your Trip Will Run. Period.

Under our Book with Confidence policy, your Backroads trip will run even for one or two people (or a family of three or four), subject to a nominal extra fee. Or transfer to another trip, and we'll give you a credit. It's all part of our trademark commitment to treating guests with integrity, transparency and total accountability. Read all the details.

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.

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 $4,298 pp dbl occ
  • 8 - 9 guests: from $4,698 pp dbl occ
  • 6 - 7 guests: from $5,498 pp dbl occ
  • 4 - 5 guests: from $5,898 pp dbl occ
  • 2 - 3 guests: from $6,698 pp dbl occ

2018

  • 10 or more guests: from $4,298 pp dbl occ
  • 8 - 9 guests: from $4,798 pp dbl occ
  • 6 - 7 guests: from $6,498 pp dbl occ
  • 4 - 5 guests: from $7,198 pp dbl occ
  • 2 - 3 guests: from $8,398 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

Other Trips in Italy

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