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Cycling in The Heart of Umbria

8 Days & 7 Nights 4.8 Read 10 reviews
  • Pedal through the impossibly beautiful landscapes of Umbria
  • Experience true Italian hospitality in a typical Umbrian farmhouse
  • Marvel at Giotto’s frescos in the Basilica Di San Francesco
  • Make sure to sample the delicious regional cuisine along the route
  • Explore the UNESCO site of Assisi, the birthplace of St Francis Italy's patron saint
Take time to explore the most famous hill towns of Cortona, Perugia, Assisi and the charming Spello. Stop en route to visit one of many wine cantinas and sample their delicious local wine. On this relaxed cycling tour pedal through the mesmerising and beautiful Umbrian countryside. Your journey begins at the medieval and bustling town of Cortona and takes you south to the enchanting Lake Trasimeno with its pretty lakeside towns. Unwind as you cycle in the beautiful silvery green landscape of olive groves, west of Perugia. Cycle among vineyards and medieval hamlets before heading to the marvels of Perugia and Assisi. The tour ends with an unforgettable ride to reach the flower-filled cobbles streets of Spello - one of the best preserved medieval towns in Umbria. The combination of warm Umbrian hospitality, unforgettable local food and wine and medieval hilltop towns, together with the relaxed pace of the tour, makes this an unforgettable biking trip in the heart of Umbria.
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What To Expect

Umbria, is a quieter and equally beautiful alternative to bustling Tuscany for those looking for an authentic Italian cycling holiday this trip is the answer. Easy-going cycling combined with easy to follow routes and daily distances from 25 - 50 km mean the trip is suitable for most. Relax and take in your surroundings, stopping en route in wine cantinas or for picnics of the delicious local produce. Head to Umbria for authentic Italian hospitality!

Trip Type:

Slower Adventures | Where walking and cycling meet easy-going exploring, our Slower Adventures are the perfect combination. Most days are filled with picturesque journeys with some free time to dive into the destination and experience the people, local food and culture as you go.


Leisure Cycling | Leisure Cycling

This trip is suitable for:

Solo Travellers

As a guide, we would suggest that the minimum age of traveller this holiday would be suitable for is: 5 Years

Ideal if you have an interest in:

  • Foodie
  • Wine

Grade & Terrain

This cycling tour is graded easy to moderate. The routes follow surfaced country roads and secondary roads for the most part. Near larger towns and cities there are some sections on busier roads.


This route is easy to follow with the assistance of the Macs Adventure Smartphone App, which we highly recommend using as you cannot get lost if you just follow the blue dot. We also provide detailed routes notes and maps in the app. More information on how to download the app to your smartphone is in your information pack.

Accommodation Information

One of the highlights of this tour is the high standard of the accommodation. We specifically choose the hotels and agriturismo (country hotels) to ensure that you enjoy every minute of your stay. All offer a warm Italian welcome to walkers, traditional hospitality and delicious local food and drink. Details of the lovely local hotels we normally use are detailed below.

We will always try and accommodate you at the listed locations, but because of limited availability we may have to accommodate you at an alternative location of the same or better standard.

Single Rooms

This independent cycling holiday is not available to solo travellers. If you require single rooms in your party we will of course try to accommodate your request, subject to availability and payment of a single supplement.


The delicious Italian food and wine available locally is undoubtedly a highlight of this holiday. Most of your accommodations will more than happy to provide a packed lunch on request and this can be booked on arrival. Alternatively your route includes details of local shops and convenient lunch stops on the way. Dinners are also not included but there will be plenty of restaurants within walking distance of your accommodations. 

  • 7 Nights in hand-picked accommodations
  • 7 Breakfasts
  • Baggage transfer
  • Personal briefing and support from our local representative
  • A detailed info pack, route notes and map
  • 24/7 Emergency telephone support from our office
  • Travel to Cortona / from Spello
  • Bike and helmet hire
  • Lunches, dinners, drinks & snacks
  • Optional cooking course on day 3
  • Personal equipment
  • Travel insurance (required)
  • Additional nights along the route
  • Bike and helmet hire
  • Airport transfers
  • Cooking course on day 3

When To Go

Our Cycling in the Heart of Umbria Holiday is available from April to October. You can start your holiday on any date in the season. Please note that July and August are the hottest months. Make sure to always take plenty of water to stay hydrated and wear sunscreen or sun-protective clothing, especially on very hot days.

Getting to the Start

By Air: We recommend you fly to Rome, Florence, Pisa or Perugia and take the train to Terontola rail station from where you can take a local taxi the short distance to Cortona. If you phone our local partner on arrival they can arrange this taxi for you.
Trains run regularly and take 2h00, 1h30, 2h30, or 1hr respectively. Tickets can be booked on arrival, or online prior to departure. You can also fly directly to Perugia with the low cost airline Ryanair, from London Stansted.

From Florence Airport: Buses and taxis from the airport to the City Centre take around 25 or 15 minutes respectively and cost 4.50/20 euro. From Florence main train station (Firenze M Novella) take the train to Terontola rail station (1hr30 approx).

From Pisa Airport: There is a train station at Pisa Airport which can be used to reach Pisa Central station from where you can catch the train to Terontola (2hr30 approx).

Getting from the End

From Spello our local partner will transfer you back to Assisi or Foligno station for onward travel by train. From here you can travel to Florence (2hr30), Pisa (4h10), Rome (2h30) and Perugia (30 min).

Baggage Transfer

Your bags will be collected from your accommodation each day and moved onto your overnight accommodation. We ask you to limit your luggage to one bag of up to 20kg per person.


Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat and sun screen. Your information pack has a detailed equipment list which includes standard walking/cycling gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack. It is essentialy that you wear a helmet at all times whilst cycling. We recommend taking your own helmet to ensure a proper fit.

Bike Rental (not included)



Bike Type

Hybrid or Road

Frame types

Male / Female / Unisex



Front suspension


Mud guards




Bottle holder


Computer meter


Interchangeable pedals


Front gear set


Back gear set




Helmet included


Puncture repair kit


Spare inner tubes/ how many






Travel Insurance

It is a requirement of booking this tour with Macs Adventure that you have suitable Travel Insurance which covers you for the activity, emergency evacuation and hospital care.

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Day 1 Arrive Cortona Day 2 Cycle to Poggio delle Corti 28 miles / 45 km Day 3 Poggio delle Corti Loop Ride 18.5 miles / 30 km Day 4 Cycle to Perugia 20 miles / 32 km Day 5 Cycle to Assisi 15.5 miles / 25 km Day 6 Assisi Loop Ride 22 miles / 35 km Day 7 Cycle to Spello 15.5 miles / 25 km Day 8 Onward travel

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