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Your cycling holiday in Cycling Holidays Italy

Treasures of Tuscany & Umbria E-Bike Safari | Guided Group

With an expert guide to lead you, you'll be shown Tuscany and Umbria ’s best bits - all made blissfully easy with a power assisted electric bike. Starting on the Tuscany borders, this magical, seven night, eight day e-bike tour is a ‘gourmet adventure’ in to the hills and valleys of classic Umbria.

Pedal your way gently along quiet side roads and tracks; travel the ancient 'via Flaminia' highway of the Roman empire; and feast on wondrous Italian fayre and delicious Italian wines.

Our Tuscany and Umbria e-bike tours are the perfect way to discover the rolling hills of the region. Gone are the days of huffing and puffing your way to the top, e-bikes make light work of the undulating terrain leaving you free to take in the spectacular scenery with the wind in your hair.

What not to miss

  • Tuscany's rolling hills and spectacular views
  • A historic tour of the beautiful city of Assisi
  • 360 degree view of Tuscany, Umbria and Marche
  • Cycling through the vineyards of the Knights of Malta
  • A private tour of a genuine Tuscan castle
  • Morning coffee breaks to recharge and indulge in one of Italian's great exports
  • A dinner prepared for you by celebrity chef, Giancarlo Polito

What's included

  • Six delicious lunches with wine and six dinners
  • Private tours, events, entrance fees, gratuities & tips
  • Delightful premium hotel accommodation
  • Expert local group leader
  • Luggage carried between your hotels
  • Fully serviced electric bikes
  • Support vehicle for the group
  • 100% financial security through ABTA and ATOL

Group size: Maximum 8 people plus local leader.

This tour is operated by our preferred local partner

Your cycling holiday in Cycling Holidays Italy

Treasures of Tuscany & Umbria E-Bike Safari | Guided Group

Day 1

Arrive at Perugia, Florence or Rome and transfer to Cortona 

Set up in the hills of southern Tuscany with spectacular views of the surrounding valley and Lake Trasimeno, the Tuscan jewel of Cortona is where you’ll begin and end your safari. At your villa you’ll be fitted out with your e-bike and briefed on how to use it before enjoying a first drinks and dinner with your group.

Day 2

Cortona to Montone | Cycle time 2 hours 20 minutes

After breakfast, begin your journey towards the Tuscany and Umbria border to visit ancient castles of the Niccone Valley, then stop mid morning for a delicious coffee. You'll enjoy a fantastic private tour of a genuine, traditional Tuscan castle. Enjoy lunch in the Upper Tiber Valley before taking the riverside path and country roads to medieval Montone where you’ll feast on a fabulous dinner, prepared by none other than celebrity chef, Giancarlo Polito. 

Day 3

Montone to Gubbio | Cycle time 2 hours 50 minutes

Take a typical workers’ lunch in the piazza-side trattoria. Here, we pick up the trail of St. Francis of Assisi to continue our journey, on which spectacular vistas are abundant. Stopping off to explore the second-largest theatre of the Roman Empire, we’ll then arrive in Gubbio, a pretty town set on the slopes of Monte Ingino, known for its medieval palaces and cathedrals.

Day 4

Gubbio to Assisi | Cycle time 3 hours 

After breakfast on the terrace, ride through the city gate towards the rolling foothills of the Apennine and the Via Flaminia, Rome’s ancient highway to the north. Stop for a coffee break at a lovely cafe, before you savour an unforgettable lunch of typical Umbrian dishes before cycling to Assisi, the birthplace of St.Francis.

Day 5

Rest day in Assisi

Although your e-bike has helped you effortlessly glide up every hill, it’s still nice to rest your legs today, and explore this beautiful town. There is an optional private tour, or you can simply wander the cobblestone streets, drinking in Assisi’s medieval architecture and artistry.

Day 6

Assisi to Tavernelle di Panicale | Cycle time 2 hours 40 minutes

Descend into the broad Assisi valley, heading west, and recharge mid morning at a local cafe. Then head to Cantina Goretti, where you can taste L’Arringatore, the wine of the Pope and a light lunch. The afternoon gentle ride continues towards the rolling hills of Panicale.

Day 7

Tavernelle di Panicale to Cortona | Cycle time 2 hours 40 minutes
A short ride soon reveals the shores and expanse of Lake Trasimeno. Enjoy a delightful mid morning coffee, then lunch in the vineyard with local wine tasting. Then meander back to Cortona via the battlefield where Hannibal routed the Romans in 217 BC.

Day 8

We say “Arrivederci” before transferring you direct from Cortona to Perugia, Florence or Rome by train or minibus.

Your cycling holiday in Cycling Holidays Italy

Treasures of Tuscany & Umbria E-Bike Safari | Guided Group

Your cycling holiday in Cycling Holidays Italy

Treasures of Tuscany & Umbria E-Bike Safari | Guided Group

Note: The accommodation listed below is indicative, it is not guaranteed and is subject to availability. Alternative accommodation of an equal standard may be used.

Hotel Castello Di Petrata


This ancient fortress of the XIV century has been carefully restored into a lovely chateau hotel. 
It boasts 20 rooms, a refined restaurant, spa and 50 hectares of beautiful grounds with unique views of Assisi and Perugia. 

La Locanda Del Capitano


Nestled away in the wall village of Montone, La Locanda del Capitano is a small but perfectly formed hotel and restaurant. The restaurant is run by celebrity chef Giancarlo Polito, serving traditional dishes with a contemporary twist of the highest standard.

Relais Ducale


Symbol of the town history for being the house of the Duke Federico da Montefeltro, the Relais Ducale, is located in the heart of Gubbio, on the square Piazza della Signoria, considered one of the most beautiful suspended squares of Italy.

Villa di Piazzano

Villa di Piazzano is an elegant historical villa. Its landscaped gardens include a terrace for al fresco dining, a pool and panoramic countryside views.

Villa Monte Solare


Once home to 18th century aristocrats, the Villa Monte Solare sits in the Umbrian countryside, surrounded by olive trees and rolling hills and valleys. Its 25 rooms have period, antique decor and it boasts a wellness centre and deluxe spa, outdoor swimming pool, tennis court and a gourmet restaurant.

Your cycling holiday in Cycling Holidays Italy

Treasures of Tuscany & Umbria E-Bike Safari | Guided Group

Guided Group Dates and Prices 2020

Prices are based on two people sharing a twin or double room.

Guided Group Dates and Prices 2020

2020 Tour Only Dates Nights Adult Price  
25 May – 1 June 7 £2225 Enquire Now
8 June – 15 June 7 £2225 Enquire Now
31 August - 7 September 7 £2225 Enquire Now
28 September - 5 October 7 £2225 Enquire Now

Group size maximum : 8 per group plus local leader.

These are guide prices, please call one of our experts for a detailed quote.

Single Occupancy : £40 per night

5 Day Guided Group Itinerary
We  can also offer a shorter 5 day Guided Group itinerary. Please ask ones of our Cycling Experts for more information.

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