Bicycle Tours in Italy: Cycling Umbria's Medieval Towns - Vineyards, Rolling Hills, Castles & Historic Hilltop Villages


Bicycle Tours in Italy: Cycling Umbria's Medieval Towns - Vineyards, Rolling Hills, Castles & Historic Hilltop Villages



4 months ago


7 Days/6 Nights


May & September


USD 3,400.00 per person


Dec 31, 2019
Bicycle Tours in Italy: Cycling Umbria's Medieval Towns - Vineyards, Rolling Hills, Castles & Historic Hilltop Villages
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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 from Perugia to Spoleto through vineyards and olive groves and over gently rolling hills to monasteries, castles, and stone villages virtually unchanged since the Middle Ages. Along the way, you'll enjoy a two-night stay in Foligno and visits to important cities like Perugia, Assisi, Spello and Spoleto. These historic cities, built by Umbrians or Romans and then rebuilt or refurbished over the centuries, are a sight to see as are the small villages we pass through or stay in along the way. Add a visit to central Italy's best known ceramics' town, Deruta and a taste of Sagrantino di Montefalco and other Umbrian wines, and this tour is a classic Italian bike ride.

Highlights: Guided tour in Assisi, 2 nights in Foligno, Ceramics in Deruta, Wine Museum, Spoleto and its 5th Century BC walls, Spello and frescoes of Perugino and Pinturecchio, Olive oil tasting, 2 wine tastings.

***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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Single Supplement*: $550.00

*We are happy to match solo travelers who would like to share a room with someone of the same gender. If no match exists, due to hotel pricing, we will charge 50% of the single supplement rate. This fee will be collected at the time of the final payment. If a roommate assignment is available this fee will be refunded at the conclusion of the tour.


Day 1: Arrive In Perugia
Perugia, Umbria, Italy
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Highlights: Welcome to Perugia and Italy!

Day 2: Ride To Assisi
Assisi, Umbria, Italy
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Highlights: Assisi the city of Saint Francis

Day 3: Assisi To Torgiano
Torgiano, Umbria, Italy
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Highlights: Torgiano, Ceramics in Deruta, wine museum

Day 4: Ride From Torgiano To Foligno
Foligno, Umbria, Italy
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Highlights: Roman Spello and olive oil tasting, dinner together in Foligno

Day 5: Ride To Bevagna And Special Winery Visit And Tasting
Bevagna, Umbria, Italy
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Highlights: Guided walk in Foligno, bike ride to medieval Bevagna, wine tasting

Day 6: Ride To Montefalco And Spoleto
Spoleto, Umbria, Italy
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Highlights: Vineyards, Spoleto

Day 7: Spoleto
Spoleto, Umbria, Italy
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Highlights: Spoleto

After breakfast, we'll say goodbye. Rome is just over an hour away by train so take time to extend your exploration of Italy.


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  • Use of a quality 27-30 speed bicycle
  • 6 nights' accommodation
  • All breakfasts, 4 dinners with wine
  • 2 wine and one olive oil tastings
  • Guided visits in Assisi and Foligno


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Total Distance: 186 km (114 miles)

Daily Distance: 37 km (23 miles) average over 5 riding days.

What to Expect: Mostly flatter terrain, but there will be short (and possibly steep, more than 6%) climbs into towns.

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