Bicycling Verdant Umbria

Bicycling Verdant Umbria

Located just east of Tuscany, Umbria is the birthplace of St. Francis and home to some of Italy's best preserved medieval towns. Join us as we pedal through vineyards, past chestnut and oak forests, and over rolling hills to monasteries, castles, and hilltop villages virtually unchanged since the Middle Ages. Along the way, you'll enjoy two-night stays in Bevagna, Assisi plus a visit to central Italy's best known ceramics' town, Deruta and a taste of Sagrantino di Montefalco and other Umbrian wines. While enjoying all of the sights and scenery of its better known neighbor to the west, Umbria remains unspoiled by the tourists who flock to Tuscany each year - which makes it one of our favorite destinations.

***If this sounds great but you prefer a longer tour. Join us for the Bicycling Verdant Umbria Plus! Todi and Orvieto which extends this itinerary 3 days.***

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  • Trip At-A-Glance
  • Tour Summary
  • Daily Itinerary
  • Travel Information
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Trip At-A-Glance

Trip At-A-Glance

  • Length / 8 Days
  • Total Distance / 210-248 km (130-153 miles)
  • Avg. Distance / Average per riding day 35-41 km (22-25 miles) per riding day
  • Tour Level & Tour Style / 1.0
  • Countries / Italy
  • Begin/End / Spoleto / Perugia
  • Price / From USD$3325
Tour Summary

Tour Summary

  • Highlights
    • Guided tour of Assisi
    • ,
    • 2 nights in Assisi and Bevagna
    • ,
    • Ceramics in Deruta
    • ,
    • Wine Museum
    • ,
    • Perugina chocolate
    • ,
    • Spoleto

    Keep in Mind: We work hard to maintain consistency across all of our tours, but some trips have unique differences. Here are some things to keep in mind about this tour.

    There are over 175 (km) of extra mileage available to make this a 301 level tour.
  • Includes
    8 days, 7 nights' accommodation; all breakfast, 1 lunch, 4 dinners with wine; guided visit of Assisi; wine tasting

  • Arrive / Depart
    Rome (FCO), Florence (FLR)
  • Overall Tour Level
    1.0 difficulty level 1.0

    Days 3 and 4 feature climbs in excess of 1,000 feet. Otherwise expect some climbs almost all less than 3 miles. There are over 175 (km) of extra mileage available to make this a 301 level tour.

  • Daily Ride Summary




    Day Level



Terrain Legend

Gentle Gentle

Rolling hills Rolling hills

Hilly Hilly

Very hilly Very hilly

Mountainous Mountainous

Daily Itinerary
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DAY 1: Welcome to Spoleto and Umbria

Highlights: The preserved town of Spoleto, its fortress, the Roman aqueduct

You'll begin your bike experience in the well-preserved medieval town of Spoleto, famous throughout the world for the Festival dei due Mondi, a three week dance, music and opera festival. Arrive early to discover the hidden corners of this fabulous town that dates back to Roman times. Don't miss the Cathedral and a walk to the fortress Fortezza Albornoz on top of Colle Sant' Elia. We'll fit bikes this afternoon before enjoying dinner together.

Distance: Test Ride. Meals: D

Lodging: Hotel Clitunno

  • Meals: Dinner

DAY 2: Spoleto to Bevagna

Highlights: Trevi, Bevagna

We leave Spoleto this morning bound for Bevagna and its beautiful medieval Piazza Silvestri, the core of town with Palazzo dei Consoli in the same square dating back to the XIII century. Along the way you'll pass through the town of Trevi, prized as one of the most beautiful villages in Italy so take time to explore this hill town as it captures the essence of this dazzling region. We suggest a picnic or restaurant lunch in Trevi, as it affords spectacular views across the entire Umbrian basin.

Distance: 36 km (22 miles). Additional 27 km (17 miles) available. Meals: B, D

Lodging: Hotel Palazzo Brunamonti

  • Meals: Breakfast, Dinner

DAY 3: Loop ride from Bevagna to Foligno and Montefalco

Highlights: The Roman Via Flaminia and Montefalco and its wines

Your ride today (and yesterday) parallels the historic Via Flaminia, a Roman road built in 220 BC by Consul Gaius Faminius. The road provided Roman soldiers and their families' access to the region around Rimini where they settled. Foligno and Spello were Roman towns while Trevi and Montefalco, our lunch destination, were Medieval. Have lunch in Montefalco and pick up a bottle of Sagrantino, one of Italy's most famous wines, to bring home, or to compliment dinner on your own tonight. Back in Bevagna, we'll enjoy a wine tasting later in the afternoon.

Distance: 50 km (31 miles). Additional 35 km (22 miles) available. Meals: B

Lodging: Hotel Palazzo Brunamonti

  • Meals: Breakfast

DAY 4: Bevagna to Spello and Assisi

Highlights: Bicycle to Assisi and the Roman town of Spello

Today you'll ride through the beautiful Umbrian countryside, dotted with vineyards and olive groves. On your way to Assisi, you'll go through the medieval walled town of Spello, known for its Roman ruins and its two dozen small churches which are home to important works from the likes of Pinturicchio, a Renaissance super star. Stop for a cappuccino before climbing to Assisi along the pilgrimage route "Via degli Ulivi." This afternoon we'll discover some of Assisi's secrets and highlights with an expert guide.

Distance: 38 km (24 miles). Additional 28 km (17 miles) available. Meals: B, D

Lodging: Via Fontebella.

  • Meals: Breakfast, Dinner

DAY 5: Loop ride from Assisi

Highlights: Rest day or optional ride

No need to pack today as you'll enjoy a second night in the famous pilgrimage town of Assisi, home to Italy's patron saint, St. Francis. Assisi is a picturesque medieval town built on a hill overlooking the Umbrian valley. We suggest a loop ride to visit the Hermitage of St. Francis, Eremo delle Carceri with great views of Assisi and Mount Subasio.

Distance: Two options 18 km or 70 km (43 miles). Meals: B

Lodging: Via Fontebella.

  • Meals: Breakfast

DAY 6: Assisi to Torgiano

Highlights: Ceramics in Deruta, wine museum

Your ride today takes you to Deruta where you can enjoy scores of ceramic studios. Deruta is famous throughout Italy for classic Italian ceramics (these patterns will be familiar to you from any number of Italian restaurants in the U.S.). After a tour in a local artisan's shop, you'll pedal to a local "agriturismo" for lunch before heading to Torgiano. The famous Lungarotti winery has a museum in the center of Torgiano where you'll have a wine tasting tonight.

Distance: 35 km (22 miles). Meals: B, L

Lodging: Hotel Il Grappolo D'Oro

  • Meals: Breakfast, Lunch

DAY 7: Torgiano to Perugia

Highlights: Perugia

We turn west and then pedal through the heart of Umbria today towards Perugia, the ancient and modern capital of Umbria. Perugia is famous for Perugina chocolate and its vibrant old town! We'll have a special farewell dinner together for those doing the 8-day itinerary and leaving tomorrow morning.

Distance: 24 km (15 miles) or 43 km (27 miles). Meals: B, D

Lodging: Hotel La Rosetta

  • Meals: Breakfast, Dinner

DAY 8: Perugia

Highlights: Tour ends in Perugia

Our tour ends after breakfast this morning. Enjoy more of Orvieto - head to Rome, Florence, or join us for the Bicycling Verdant Umbria Plus! Todi and Orvieto which extends this itinerary 3 days.

Meals: B

  • Meals: Breakfast
Travel Information

Travel Information

Keep in Mind

We work hard to maintain consistency across all of our tours, but some trips have unique differences. Here are some things to keep in mind about this tour.

There are over 175 (km) of extra mileage available to make this a 301 level tour.

Pre-Trip Planning Checklist

To Do Today!

3–6 Months Prior to Departure

  • Reserve your flights after you know you have a confirmed tour departure. Please check with our office if you do not know if your trip is confirmed. As you make your plans refer to the Getting To and Away sent to you in your booking confirmation email it provides meeting times and the starting and ending hotels and shuttle information when applicable.
  • Book your pre and post-tour hotel nights. Please refer to the Getting To and Away sheet you received in your Reservation Confirmation Email.
  • 12 weeks before your tour begin your training program
  • Final payment is due 90 days prior to the tour start. Please refer to your Deposit Payment Invoice and the Final Payment Reminder e-mail you have received for detailed instructions.

6 Weeks–2 Weeks Prior to Departure

Day of Your Flight

Get as much sleep on the plane as you can. Pack your Getting To and Away information and one day of cycling gear in your carry-on. See you soon!

What to Expect on Tour





  • Sailing the boat, every afternoon relaxing on the boat after biking and swimming, lovely dinners, hearty breakfasts, bee keepers, traditional dinner out, rides through the islands (up and down!), guides, fellow passengers, crew on the boat-- really it was ALL great.

    Cheryl A., Colchester, VT - June 2021
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