Itinerary
- Day 1
Pisa
You'll arrive at Pisa airport or station and get transferred to your hotel. The tour staff will be there to welcome you, go over the itinerary, and get your bikes sorted out. This evening you'll have a welcome dinner to get started on the right note.
- Start point
- Pisa, Pisa, Italy (Airport, 14:00 - 16:00)
- Meals
- Dinner (Welcome dinner)
Included Activities
- Welcome dinner
- Bike delivery and preparation
- Day 2
Bibbona to Volterra
Your cycling holiday kicks off with a ride from Bibbona to Volterra. You'll cycle through vineyards that produce Sassicaia wine, then tackle an easy climb up to Castagneto Carducci. After that comes a spectacular ridge road, and you'll pass through the geothermal area near Larderello before arriving in Volterra where you're staying at luxury accommodation.
- Meals
- Breakfast, Dinner
Included Activities
- Guided bike ride from Bibbona to Volterra
- Cycling through Sassicaia vineyards
- Ride through Larderello geothermal area
Landmarks/POIs Bolgheri Castagneto Carducci Larderello Volterra - Day 3
Volterra to Siena
After breakfast you'll head toward Siena on a scenic cycling stage. The route takes you down toward Colle Val d'Elsa, then gradually climbs through natural areas and quiet back roads past historic villages. Once you reach Siena you can explore the old city center, check out the Duomo and Piazza del Campo, then have dinner.
- Meals
- Breakfast, Dinner (Dinner in old city center)
Included Activities
- Guided bike ride from Volterra to Siena
- Evening visit to Siena old city center
- Dinner in old city center
Optional Activities
- Visit to Duomo
- Visit to Piazza del Campo
Landmarks/POIs Colle Val d'Elsa Siena Cathedral (Duomo) Piazza del Campo - Day 4
Siena to Montepulciano
Today you'll cycle through the heart of Tuscany with rolling hills, vineyards, olive trees, and cypress rows. You'll stop in the medieval town of Asciano for a light lunch, then continue on an easy stage with gentle ups and downs. By afternoon you arrive in Montepulciano, an Etruscan town where you can visit historic buildings and explore the medieval old downtown.
- Meals
- Breakfast, Lunch (Light lunch in medieval center of Asciano), Dinner
Included Activities
- Guided bike ride through heart of Tuscany
- Light lunch in Asciano
- Visit to Montepulciano historic buildings and medieval downtown
Landmarks/POIs Asciano Montepulciano - Day 5
Montepulciano to Assisi
Leaving Tuscany behind, you'll enter Umbria, known as the Green Heart of Italy, on a long stage without steep climbs. You'll cycle from Montepulciano to Lake Trasimeno, grab lunch or coffee, then continue through green rolling hills and welcoming villages toward Assisi. You'll see Assisi on the hilltop in the distance, then visit this important cultural and religious center where San Francesco was born. Finish with dinner and local Umbrian wine.
- Meals
- Breakfast, Lunch (Lunch or coffee at Lake Trasimeno), Dinner (Delicious dinner with Umbrian wine)
Included Activities
- Guided bike ride from Montepulciano to Assisi
- Stop at Lake Trasimeno for lunch or coffee
- Visit to Assisi
- Dinner in Assisi with Umbrian wine
Landmarks/POIs Lake Trasimeno Assisi Monte Pasubio - Day 6
Assisi to Norcia
Now you're entering the Apennine Range, the long mountain chain running through Italy. This is your first real mountain cycling day with long climbs at moderate gradients and extraordinary landscapes all around. You'll ride through wild mountains on your coast-to-coast journey heading from the Tyrrhenian Sea toward the Adriatic Sea. By evening you reach Norcia, a cultural town located at the foot of the Monti Sibillini inside the national park.
- Meals
- Breakfast, Dinner
Included Activities
- Guided bike ride from Assisi to Norcia
- Mountain cycling through Apennine Range
Landmarks/POIs Monti Sibillini National Park Norcia - Day 7
Norcia to Camerino
This is an Alpine-style stage on one of Central Italy's most spectacular mountain roads. You'll leave Norcia in the morning and climb to Castelluccio di Norcia, a fairytale village at 1452 meters on the Piano Grande plateau. The long mountain road offers incredible valley views, and you'll cycle at altitude across the plateau famous for its spring lentil blooms. Then comes a long descent down to Camerino, where you'll enter the Marche region.
- Meals
- Breakfast, Dinner
Included Activities
- Guided bike ride from Norcia to Camerino
- Climb to Castelluccio di Norcia
- Mountain cycling at altitude on Piano Grande plateau
Landmarks/POIs Castelluccio di Norcia Piano Grande Camerino - Day 8
Camerino to Gola Rossa e Frasassi
You'll cycle through the Marche region, which rivals Tuscany with rolling hills, mountains, and coastline. The route goes through the Regional Park of Gola Rossa e di Frasassi, a natural canyon between mountains, on quiet back roads past old villages. You'll finish at a farmhouse where you can rest and enjoy local organic dishes and wine.
- Meals
- Breakfast, Dinner (Dinner at farmhouse with local organic dishes and wine)
Included Activities
- Guided bike ride through Regional Park of Gola Rossa e di Frasassi
- Cycling on peaceful back roads through old villages
- Dinner at farmhouse with local organic dishes and wine
Landmarks/POIs Regional Park of Gola Rossa e Frasassi - Day 9
Gola Rossa e Frasassi to Adriatic Sea
Today completes your final coast-to-coast stage, cycling from the heart of Marche to the sparkling Adriatic Sea with its green water. Over these 8 days you've cycled through three regions from the Tyrrhenian Sea to the Adriatic, passing through historic towns and extraordinary landscapes, over mountains and hills. It's a succession of memorable experiences.
- Meals
- Breakfast
Included Activities
- Guided bike ride to Adriatic Sea
Landmarks/POIs Adriatic Sea - Day 10
Adriatic to Ancona
You'll have breakfast before heading to Ancona airport or station for your departure.
- Meals
- Breakfast
