Tuscany & Umbria Bike Tour

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Bike tour Tuscany + Umbria, Tuscan hot spring thermal bath

This itinerary combines the charmed land of Southern Tuscany + the Umbrian corner around Orvieto.

You will start with immersion in Val d’Orcia a Renaissance jewel and the first example of an urban planning project, realized by Rossellino. Wander the evocatively-named streets, like Via dell’Amore and Via del Bacio, filled with characteristic shops offering the typical products of the Val d’Orcia; the standout is the famous pecorino cheese. Then your days and rides will be off the beaten path: San Casciano hot springs and lovely town around. Enter in Umbria thorough lush chestnut groves and elm forests. This landlocked region’s overwhelmingly medieval character harkens one back to the mysticism and mysteries of the Dark Ages, a land whose rolling hills are dotted with castles, fortresses and watchtowers, whose well-preserved hill towns produce world-renowned handmade ceramics.


  • Magnificent Orvieto Cycle from an ancient spa to the “Golden Lilly of Cathedrals”
  • Be awed by the recently renovated “dying city” of Civita

Day by Day 

DAY 1 Pienza, the perfect town. Meet & Greet. Distance 22km/13,7mi
Meet & Greet at your hotel in Pienza the “perfect town” a remarkable example of Renaissance-era town planning. If you have even the least appreciation for beautiful architecture, it is a treat to stroll about its cobblestone streets. Gift hunters will also be enthralled, and Pienza is a veritable gastronomic paradise. First loop to San Quirico to test the bicycle and the equipment! Stop in the village at Horti e leonini Garden, the top attraction of town.

DAY 2 Vino Nobile di Montepulciano.Distance 55km/ 34mi
Cycling: Loop to Castelmuzio, Montichiello and Montepulciano the jewel of Southern Tuscany. Be sure to stop along the way to visit the remote convent where parts of The English Patient were filmed, and in the enchanting little hamlet of Castelmuzio. By lunchtime you’ll come to Montepulciano, full of Renaissance palaces. After relaxing a while, return to Pienza with a stop in the village of Monticchiello, the quintessential Tuscan hill town.

DAY 3 San Casciano dei Bagni. Distance 53 km/33 mi
Cycling: downhill and gentle rolling hills passing through Radicofani medieval and enchanting village with a 1200 dating Rocca and Celle Sul Rigo to arrive to your goal San Casciano dei Bagni hot springs, immersed in a lush and uncontaminated nature. The spa is very old and in town there is impressive town hall of renaissance time.

DAY 4 Cetona & Sarteano. Distance 45km/28 mi
Cycling: loop to Cetona situated in the homonymous mount that you will climb today.This is a must see town and worth the effort!Later you will also visit Sarteano and can take in the unique castle found there!

DAY 5 Orvieto. Distance 48 km/ 30 mi
Cycling: downhill to cross the border Tuscany/Umbria, get to Alleronaimmersed in the wood-covered hills of beech, ilex, and juniper. Enjoy the last downhill before the climb to Castel Viscardo and your goal Orvieto.crowned by the cathedral of Santa Maria, considered by one and all to be among the very finest churches in all of Europe.

DAY 6 Civita di Bagnoregio. Distance 44km/ 27,5 mi
Cycling: Loop to discover this small city overlooking the Tiber river valley. Town known for its stricking position and the population that varies from 12 to 100 people in summer owes much of its unaltered condition to its relative isolation: the town was able to withstand most intrusions of modernity as well as the destruction brought by two world wars.

DAY 7 Sightsee Orvieto and Arrivederci
after your breakfast end of the bike tour

All tours offered are customizable


Cost Euro 1390 p/person

Tour name: Tuscan & Umbria Bike Tour
Tour type: Self Guided Cycling Tour
Price based on a double accomodations. Single supplement Euro 350


  • Six nights in three-star superior hotels
  • Six breakfasts
  • Route notes, maps, elevation gain and city map
  • Sightseeing, restaurant and shopping suggestions
  • All Baggage transfers
  • Pick-up of bikes and gear in Orvieto
  • Keepsake  water bottle
  • Sales taxes

Not included:

  • Bike Rental: Hybrid/Touring bike euro 140 Race bike euro 180 -all equipment is included-. E-bike available on request.
  • City tax: each village charge a tax per each day between euro 0,70 to 2,50 this can be paid only in cash to hotel for local administration

Daily Mileage: 30-35 miles on gently rolling terrain with some climbs. Additional mileage available.
Tour Departures: Any date between 15th March to end of October





Day 1 & 2 Relais Il Chiostro di Pienza

Il Chiostro di Pienza is housed in a 15th C convent and sits protected and quiet right in the center of this tiny town. It has been renovated but all the beamed ceilings frescoed walls and ancient tile floors have been preserved, nice garden overlooking val d’Orcia with pool. View hotel website>>


Day 3 & 4 Sette Querce, San Casciano

The hotel Sette Querce is a recently renovated thirty year old inn constructed of traditional building materials: brick, wood and internal walls painted with different colors. The decor, curated by owner with the invaluable support of the English designer, is a happy union of traditional Tuscan furniture and the bright colors of the designer. . View hotel website>>


Day 5 & 6 Hotel Palazzo Piccolomini, Orvieto

The Hotel Palazzo Piccolomini is remarkable for its beautiful palace created for the pontifical family Piccolomini. The accurate restoration has given new splendour to the different age-long structures; from the refined facade overlooking Piazza Ranieri down to the underground rooms cut into the tuff mass, on which the Etruscan Orvieto rises. View hotel website>>


Upgrade in Pienza: La Bandita Townhouse

La Bandita Townhouse is a luxury boutique hotel tucked inside the historic center of Pienza. The building is a rambling Renaissance-era palazzo where nuns have lived for over 500 years. the property itself blends in completely with the Renaissance character, is a comfortable, and stylish place.  View hotel website>>


Upgrade in San Casciano: Resort Fonteverde

The exclusive resort Fonteverde was built in the 17th century by the Duke Ferdinando I de’ Medici amid precious hot springs whose therapeutic properties were known since ancient times. Extensive spa centre with various treatments and natural thermal hot waters, 7 swimming pools, a holistic centre and beauty centre. View hotel website>>

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