Medieval Umbrian Self-Guided Cycling

11 days
Suitable for:
Age 8+
Activity level:
Leisurely / Moderate
Activity Rating - Leisurely/Moderate
Trip code: 
Way to Travel:
Self-Guided Holidays
Min group size:
Min age:

Combine gentle pedalling with time in gorgeous historic towns and sun-drenched villages.

This 10-night self-guided cycling holiday combines scenic pedalling through olive groves, sunflower fields, vineyards and apricot orchards with the chance to explore some of the most fascinating towns and historic villages in the country. You'll freewheel along the stately Roman Via degli Ulivi and follow in the footsteps of emperors at the sacred springs of Campello sul Clitunno.


  • Assisi - jewel in the Umbrian crown; gorgeous Spello, Etruscan Perugia, medieval Montefalco
  • Gorgeous summer climate, soft terracotta colours, sun-drenched landscapes, panoramic views
  • Friendly, high quality hotels, most with private swimming pool; superb cuisine, amazing value wines
  • Beautiful hilltop villages and hamlets, each with its own hidden treasures
  • Four nights in the fascinating historic city of Spoleto
  • Totally unspoilt cycling: olives, sunflowers, vineyards and apricot orchards

Key information

  • 10 nights hotel-to-hotel
  • 4 Days cycling
  • Continental breakfast and 6 evening meals
  • Services of your local Headwater Representative
  • Headwater Wine Collection Service 
  • GPS route directions and maps 
  • RideWithGPS navigation app
  • High quality hybrid bikes 
  • Luggage transfers between hotels
  • Countries visited: Italy

What's included

  • All accommodation
  • Continental breakfast and 6 evening meals
  • All luggage transfers
  • Route notes and maps
  • Local bike hire

What's not included

  • Travel insurance
  • Single accommodation (available on request, compulsory supplement)
  • Visas or vaccinations
Call for general departures:
01606 720003
Call for private group trips:
020 8772 3874
Trip Notes

Click on the button below for detailed Trip Notes containing all the particulars about this trip, including kit lists and practical information.

Note: these can vary by departure; you can check out the specific Trip Notes for your chosen adventure on the dates & prices page.


Days of Cycling

Low altitude; 90% tarmac, 10% easy tracks

Day by day breakdown
Day 2 50.0km/32.0miles
Day 6 44.0km/27.0miles
Day 8 42.0km/27.0miles
Day 10 43.0km/27.0miles

Responsible Travel

At Exodus we believe in the power of Responsible Travel.

Every time we travel, we are part of a global movement that creates jobs, builds more sustainable societies, encourages cultural understanding and safeguards common natural and cultural heritage. To learn more about what Responsible Travel means to Exodus click here


Expand all
  • Day 1

    Arrive at Spello

    We meet you at Foligno station and take you (15 mins) to picturesque Spello in time for dinner in your hotel's atmospheric restaurant. (Staying at La Bastiglia Hotel, Half Board)

    Meals included: Dinner
  • Day 2

    Spello to Spoleto

    Today is level cycling most of the way along the Teverone Valley with some of the best views of the week. We strongly recommend the short uphill detour to Trevi, a beautiful hilltop village dating back to Roman times and capital of the Umbrian olive oil industry. Finally your hotel is situated in the centre of Spoleto near to all the museums and restaurants. (Staying at Hotel Charleston, Breakfast only)

    Meals included: Breakfast
  • Days 3-5

    At Spoleto

    Pretty hilltop Spoleto and the surrounding area offer a wealth of things for you to do on your 4 night stay here. The city of Spoleto has a wonderful history reflected in its Architecture dating back to the Etruscans, and including a Roman Amphitheatre, 10th century church, 12th century Duomo and a 80m high 14th century aqueduct. The castle here was a former prison and now houses an impressive art museum. Lots of lovely cobbled squares crammed with traditional trattorie for lunch. You can also take the train to the Emerald City of Rome. For those wanting to be more active why not walk the well signed trail up Spoleto's Monteluco. As you climb the views of the Vale of Spoleto are certainly impressive. Or walk along the famous Spoleto - Norcia railway now a peaceful Via Verde taking you on a journey through the magical Valnerina. For cyclists take a ride passing pretty villages, olive groves and flowering meadows. In July you can also attend the Two Worlds Festival - a celebration of Classic and Opera music. (Staying at Hotel Charleston, Breakfast only)

    Meals included: Breakfast
  • Day 6

    Spoleto to Marcellano

    The wines of Montefalco are known throughout the world, in particular the fine red Sagrantino. There is a climb up to the old village itself, 'the Balcony of Umbria', but you are well rewarded with wine-tasting, magnificent views and beautiful medieval streets. Continue from here past lush green fields, poppies and buttercups before your last climb up to the mediaeval village of Marcellano. Your 4 star hotel is set within its own lovely gardens - fabulous panoramic views across the entire valley. (Staying at Grand Relais Laurenti, Half Board)

    Meals included: Breakfast Dinner
  • Day 7

    At Marcellano

    It's tempting to spend the day relaxing by the pool in the hotel's tranquil grounds, but it would be a shame to miss the Roman walled town of Bevagna (10 mins by taxi; or you can cycle) - Umbria's hidden gem. Visit the 13th century Gothic Palazzo dei Consoli, the golden mediaeval theatre, or the 2th century Roman temple and baths that include a spectacular lobster mosaic. Alternatively, you can opt for a circular cycle to Ceralto Castle. (Staying at Grand Relais Laurenti, Half Board)

    Meals included: Breakfast Dinner
  • Day 8

    Marcellano to Torgiano

    It's picture perfect views all the way this morning as you arrive at the impossibly photogenic mediaeval village of Gualdo Cattaneo with its imposing 15th century castle and 13th century crypt. There's a downhill whizz before gentle, flat cycling across the plain and a final short ascent into the old wine town of Torgiano, famous for its Lungarotti cellars. (Staying at Hotel Al Grappolo d'Oro, Half Board)

    Meals included: Breakfast Dinner
  • Day 9

    At Torgiano

    There is a dedicated wine and olive oil museum - with tastings - in Torgiano's pretty centro storico. Alternatively it's a short bus or taxi ride (approx 15 mins) to the university town of Perugia, famous for one of Italy's finest art collections and home to the renowned Baci chocolates. For the more energetic we provide route notes for optional cycle rides to the panoramic town of Bettona, which dates back to Etruscan times, or the capital of painted ceramics, Deruta.(Staying at Hotel Al Grappolo d'Oro, Half Board)

    Meals included: Breakfast Dinner
  • Day 10

    Torgiano to Spello

    Your last day's cycling takes you along the 'Wine and Art Road' to Brufa - lovely views of Perugia and Assisi - and on through the Chiascio Valley, on country lanes passing sunflower fields, ochre coloured farmhouses and meadows redolent with wild apricots and figs. There's time to visit spectacular Assisi - the beautiful Piazza del Comune, the 13th century Giotto frescoes and of course, the UNESCO recognised Saint Francis' Basilica - before cycling on along the lovely traffic free Via degli Ulivi and through olive groves back to Spello. (Staying at La Bastiglia Hotel, Half Board)

    Meals included: Breakfast Dinner
  • Day 11

    Leave Spello

    Leave Spello after breakfast for your flight home. Alternatively, perhaps spend extra nights in Rome - we can easily arrange these for you.

    Meals included: Breakfast
Trip Notes

Click on the button below for detailed Trip Notes containing all the particulars about this trip, including kit lists and practical information.

Note: these can vary by departure; you can check out the specific Trip Notes for your chosen adventure on the dates & prices page.

Essential Info




There are no specific health risks.

Eating and Drinking

Continental breakfast and 6 evening meals.

Umbria represents Italian home cooking at its best and the region's cuisine reflects its landlocked location. The distinctive taste of the region's olive oil and black and white truffles flavour many of the dishes. The origins of many of the dishes derive from thrift, for example, bruschetta comes from toasting stale bread, covering it with olive oil and rubbing it with garlic. Similarly, crostini are thin slices of toast with a smear of pate, usually made from chicken liver, anchovies and capers. Cooked and cured meats also have a fantastic reputation in the region. You will get to try many of these famous and delicious antipasti, which will then be followed by a 'primo' (a first course). In Umbria this is usually a pasta dish oozing with flavour. Wild asaparagus is popular in the spring and truffles feature more strongly in autumn. Secondi (second course) will then follow, the Umbrian preference is for grilled meats. Rapidly grilled spatchcocked rabbit and guinea fowl remain favourites. Desserts do not feature strongly on the Umbrian menu, cheese is often the post dinner preference and you will find the option to dip them in oil or honey.

Meal times are usually later throughout the day (08:00-10:00 for breakfast; 13:30-15:30 for lunch; 20:00-22:00 for dinner).

Wine also has a strong history in this region. It has been produced in Umbria since Etruscan times, when vines were first planted. Possibly the most unusual wine of the region is the Vernaccia di Cannara, a desert wine which is unlike any other as it is red.


The dates run from May through to October which will take advantage of the nicest weather of the region. May and October have the lowest average temperature, with highs of around 22 degrees Celcius. In the morning and evenings the temperature may drop to as low as 13 degrees Celcius so it is worth having an extra layer for your top and bottom that you can take off as it warms up. October will also see more chance of rain. From June to September the temperatures will be much higher, rising to 35 degrees Celcius in July and August, with much lower chance of rain. The weather is always variable so this should be used as a guide only.

Is this trip for you?

Classification: Self-Guided
Average daily distance on move on days: 45km (28 miles). 
No. of days cycling: 4
Terrain and route: The suggested cycling mainly follows quiet tarmac roads with a few sections on dirt roads. The terrain is mainly undulating but the distances are kept relatively short to give you lots of time to enjoy the scenery. 
Vehicle Support: This is a self-guided trip for those who prefer to cycle independently, but with our assistance to take out the stress of the logistics and planning. We arrange your accommodations, provide you with a map and route notes so that you can cycle at your own pace, while your bags are transported from one hotel to the next. A representative will be there to meet you, make sure the bikes are all set up and will be on call throughout the trip should you need.

It is important that you are happy reading maps and following route notes, we make these as accurate as possible and they are regularly checked. Where possible we stick to cycle tracks and quiet roads to make the journeys as pleasant as possible, however, on occasion we have to use busier routes.

As this is a self-guided holiday there is no group and no leader. There maybe others on the same departure date as you, but you will not be organised together. The route notes contain a 24-hour emergency assistance telephone number should you need it and in emergencies, the local representative is normally able to dispatch a taxi or pick you up themselves. They may wish to charge for this service.

Call for general departures:
01606 720003
Call for private group trips:
020 8772 3874
Trip Notes

Click on the button below for detailed Trip Notes containing all the particulars about this trip, including kit lists and practical information.

Note: these can vary by departure; you can check out the specific Trip Notes for your chosen adventure on the dates & prices page.



The hotels we've selected for this holiday are pretty special too, ranging from a stunningly restored ancient hamlet, set in its own manicured gardens, to a panoramic 4-star hotel in Spello with a gourmet restaurant and one of the most prestigious wine cellars we've ever stumbled upon!


Call for general departures:
01606 720003
Call for private group trips:
020 8772 3874
Trip Notes

Click on the button below for detailed Trip Notes containing all the particulars about this trip, including kit lists and practical information.

Note: these can vary by departure; you can check out the specific Trip Notes for your chosen adventure on the dates & prices page.

Expert Blog Entries

Have you been on this adventure? Tell others what it’s like by writing a review.

Dates & Prices

An overview of flight options

Exodus is committed to making joining our tours as easy as possible, wherever you live. We generally only block book seats from London, but this certainly does not mean that you need to fly from there. Depending on the route and airlines available, there will usually be various options available for those who want to fly from their local airport.

This page aims to provide a useful overview of the options available to our clients. However, the best flight arrangements should be tailored to your personal requirements, so please contact our Sales team for expert advice.


What kind of options do I have ?

1. We can book for you: Flights from anywhere in the world - not via London  

Depending on the route, this may be direct or via an overseas hub like Amsterdam, the Middle East or elsewhere. On short haul routes there may be direct flights with low cost airlines, charter flights or scheduled airlines. Exodus can book most, but not all, of these for you. The most appropriate airline may be different to that which we use for the group flight from London, but many people now travel on different airlines and meet up with their fellow passengers at the destination.

Pros  Cons
  • May be the most direct route
  • Often the extra fare compared to the London flight is minimal.
  • As you will be in the hands a single airline for your entire journey, the airline will be responsible for your bags and your connections.
  • You may not be able to join the group transfers. However, we can usually arrange private transfers, or book your flights to try and coincide with the group transfers. See notes on transfer arrangements below.


2. We can book for you: Connecting flights from your local airport to London

Exodus can book connecting flights to London so you can join the group flight there. Connecting times will be followed according to airline advice, or as requested by clients. There are two types of fares we can use for this option: a 'through-fare' or a 'published fare'.
a) A 'through-fare' is where you will be in the main airline's care throughout. You change planes, but your bags are checked all the way through to your final destination. 

b) A 'published fare' ticket is completely seperate from your onward ticket from London. It is usually cheaper than a through-fare but will need to be paid for and issued as soon as it is booked. This can be a problem if your tour has not yet reached minimum numbers. On 'published fares' neither airline is aware that you have connecting flights, so Exodus is responsible for timing your connection, not the airlines involved. The tickets are also usually non changeable and non refundable.

Pros  Cons
  • Depending on the fare type, Exodus or the airline is responsible for flight connections.
  • Through fare tickets can be expensive.
  • On a published fare, tickets must be issued immediately; tickets on published fares can be very difficult to change if onward flight times change; bags are not checked though to your final destination.
  • Published fares are non-refundable.


3. Booking some or all of the flights yourself

You can also book connecting air travel yourself, either to London, or all the way to the start point. There may be certain airlines or routes we don't have access to, so this is always an option. However, if you make your own travel arrangements you become liable for any delays, cancellations or missed connections, and Exodus is not required to offer refunds if you have trouble reaching the start of your trip.

Pros  Cons
  • You might find cheaper fares, or routes not available to Exodus.
  • You are responsible for any delays or missed connections, and the cost of the tour is not protected should you miss your flight be cancelled.


 Notes on transfer arrangements

Sometimes it is possible to travel on a different airline to the group flight from London. Where this is the case, we need to think about ensuring you meet up with the group with minimum extra cost and hassle.

  • On certain trips, it is easy to arrive on a different flight and still meet the group at the hotel with time in hand. We can usually arrange private transfers (at extra cost) or offer advice on taking a taxi to the start hotel.
  • On other trips (especially in Europe), the transfer meets the group flight and then travels some distance to the first night's accommodation. Where this is the case, our Sales team will try to arrange flights that arrive before (and depart after) the group. However, we do have to make it clear in your final documentation that if your flights are delayed, the transfer cannot wait for you. While Exodus or our local operators will do what we can to help you reach the start point of the tour, any additional costs must be paid by the client. 


Next steps? 

Call our Sales team on: 0203 733 0698

Email your query: [email protected]