From the Adriatic Sea to the Tyrrhenian Sea in three stages, chasing the sun. Beautiful landscapes, charming villages, lots of gravel and lots of fun!

Italy is long country, the Coast to Coast ride can be done in many different places. We have chosen to follow this route because we love Marche, Umbria and Tuscany: very green regions perfect for cycling, but at the same time rich in culture and art. Below you’ll find pictures, travel tips and GPX traks.

DAY 1 MAROTTA/GUBBIO: 86km/1.430m D+

From the sea to the gentle hills of Marche, cultivated with Verdicchio grapes and dotted with castles – if you’ve never been there, we recommend a small detour to Loretello, our favorite among the 9 castles of Arcevia. Then the woods and the natural park of Monte Cucco with its spires, gorges and exuberant nature: do not miss the Abbey of St. Mary of Stiria between Scheggia and Isola Fossara. At the end of the ride you’ll arrive to Gubbio, a medieval beauty which will leave you speechless.


Umbria is the green heart of Italy, you’ll fall in love with it: unspoiled nature, steep climbs, lots of gravel roads and castles, a huge lake that looks like a sea, the hills covered with vineyards. Must do: a lunch based of lake fish on the Trasimeno Lake and a walk in the pretty village of Passignano sul Trasimeno. The Trasimeno Cycle Path is beautiful and well marked, having more time you can also complete the entire Ring. Then you enter Tuscany: you’ll end the ride uphill reaching the beautiful medieval town of Montepulciano, where you must treat yourself to a glass of red wine!


Cycling in beautiful Val d’Orcia till Bagno Vignoni is just amazing. In this stage there is a lot of gravel, as you’ll ride on some famous strade bianche of Tuscany, but there also some more wild and adventurous trails. To get to the sea you’ll then cross the Maremma and the center of Grosseto. The last 10 km to reach the sea at Marina di Grosseto are on an easy and safe bike path. Watching the sun plunging into the sea is the reward of this beautiful adventure! You then need to return to Grosseto to take the train.