The Hills of Tuscany


bespoke guided rides

pie is a cycling events company delivering amazing bespoke bike rides throughout the UK and Europe. We create, develop, manage, operate and deliver fully supported guided group cycling trips for companies, charities and groups of individuals.  All to your specific brief.

Tuscany – the birthplace of the Italian Renaissance, and famous for its varied landscapes, traditions and wines, provides the ideal backdrop for 3.5 days cycling in the Italian sun.


3 1/2  days guided ride


4100m elevation

Daily route options

Fully supported with medics, vehicles, drivers, all food and accommodation


Day 1 –  Travel day and warm up loop 55km & 180m ascent

We fly into Tuscany airport and transfer to our hotel. You will have a chance to meet the rest of the pie crew over lunch before having a briefing and getting out on your bikes with our guides for a few hours in the afternoon.

Day 2 – Castiglione del Lago to Arezzo: 112km & 1260m ascent

Today we enter Umbria and our first climb of the day; Monte Castiglione. Our routes takes us into the Pratomagno mountain range in the centre of Italy as we cycle towards Arezzo. We cycle around the medieval city walls before reaching our destination for the night, Casteluccio, where we stay in a Tuscan villa with a very inviting swimming pool.

Day 3 – Arezzo to Siena: 121km & 1250m ascent

While some groups head south west through quiet rolling hills and vineyards to the town of Monte San Savino, others head north into the foothills of the Alpe di Catenaia, taking on two impressive climbs; Monte Capannino, and Monte Calco. The latter gives us an awesome descent to join up with the other groups for the afternoon and into Siena to cycle around its famous square.

Day 4 – Siena to Florence: 100km & 1480m ascent

The final day takes us through the rolling countryside of Tuscany towards Florence, through the valley of San Casciano and passing through the beautiful wine country of Chianti. The stunning view of rolling vineyards accompanies us throughout the day as we tackle Tuscany’s unique landscape in the knowledge that the Giro greats have been here before us! Tonight the Barolo will be flowing as we celebrate our achievements.

Day 5 – A chance to relax after the trip

Today is a free day to enjoy all the historic town of Florence has to offer before your return flight back to the UK.

More Information

Interested? Please contact us for more details. Call 01932 460090 or email and download the event summary sheet.


pie delivers fully supported bespoke guided rides throughout the UK and Europe for the discerning cyclist.

Every ride is designed completely to your needs so your cyclists, no matter what standard they are, will have a fabulous time.

We’re known for our efficiency, integrity, and our passion to get it right. From your 1st contact with us, to the last cyclist’s arrival, we will make your event as effortless and awesome as possible.

Your cyclists will be led in small groups of similar standards by our team of amazing guides on bikes who are in turn supported by our experienced crew of tour leaders and medics.

The end result is stunning scenery, challenging ascents, incredible descents, perfect hotels, great food, like minded company.

In short, an amazing ride.

Download the Summary Sheet for more details