Day 1: Bologna > Cattolica
◉ Arrival in Bologna and transfer to the hotel on the Adriatic Coast (Cattolica or Gabicce Monte).
◉ Dinner included.
Coast to Coast: Adriatic to Tyrrhenian
The new great adventure: crossing Italy from sea to sea. This itinerary takes you from the Adriatic to the Tyrrhenian, offering the unique chance to discover the 'Bel Paese' in all its width. Crossing various regions, you will find varied landscapes, remote villages, and incredible cultural and gastronomic richness. Thanks to two wheels, enjoy a slow and authentic trip, realizing the dream of a coast-to-coast crossing in the heart of Italy, full of constant discoveries and ever-new panoramas.
From 01/05 to 30/09 2026
From 18/04 to 25/04 2027
From 11/10 to 18/10 2027
Crossing Italy by bike: The new Adventure.
How about crossing Italy by trekking? The dream of many is now possible!
We will cross Italy from Sea to Sea: from the Adriatic Sea to the Tyrrhenian Sea.
A traveling journey to enjoy the best of Italy, discovering unusual places, thanks to the 2 wheels.
We will cross three incredible regions: the hills of Marche, the green heart of Umbria and the iconic landscapes of Tuscany, ending on the beaches of Castiglione della Pescaia.
Visual Experience: Tour Images
GPS Route and Elevation
Do you have any questions about this tour?
WhatsAppTour Details
- Tour type:
- Self Guided
- Difficulty Level:
-
Advanced
- Meeting Point:
- Bologna
- Best Period:
- May, June, July, August, September
- Duration:
- 7 days
- Road Bike / E-road
- Road bike or E-road
Itinerary in Brief
- Day 1: Arrival
- Day 2: Panoramica – 60km | 800m D+
- Day 3: Urbino – 65km | 1350m D+
- Day 4: Gubbio – 75km | 1200m D+
- Day 5: Pienza – 110km | 1700m D+
- Day 6: Castiglione – 130km | 1400m D+
- Day 7: Departure
Itinerary Details
Day 2: Via Panoramica
◉ Breakfast, bike delivery.
◉ Warm-up ride along the famous Via Panoramica.
◉ 60km 800m elevation.
◉ Dinner included.
Day 3: Gabicce > Urbino
◉ First Stage: Heading to Urbino, Renaissance city.
◉ Long: 65km 1,350+ | Short: 40km 700+.
◉ Dinner included.
Day 4: Urbino > Gubbio
◉ Second Stage: Entering Umbria to medieval Gubbio.
◉ Long: 75km 1,200+ | Short: 30km 400+.
◉ Dinner free.
Day 5: Gubbio > Pienza
◉ Third Stage: Crossing into Tuscany, arriving in Pienza.
◉ Long: 110km 1,700+ | Short: 50km 550+.
◉ Dinner free.
Day 6: Pienza > Castiglione
◉ Fourth Stage: From Val d'Orcia to the Tyrrhenian Sea.
◉ Long: 130km 1,400+ | Short: 55km 550+.
◉ Arrival in Castiglione della Pescaia.
◉ Farewell dinner included.
Day 7: Departure
◉ End of the trip and transfer upon request to Grosseto or Rome.
Terms and Conditions
Included
- 6 nights in 4* hotel
- 5 guided tour days
- Support van
- 3 dinners
- Daily breakfast
- Private group guide
- Brazilian phone assistance
- Bike rental
Not Included
- Flight
- Everything not indicated as included
- Tourist tax
Payment Conditions
check the direct link or contact our staff at the time of booking
Cancellation Policy
- Up to 60 days: € 350/person
- 59-30 days: 50%
- < 29 days: 100%
Notes
May to September. Support van option for short routes.
Various Info
Prices upon request.
On Request
Travel insurance, final transfer.
When
- From 01/05/2026 to 30/09/2026
- From 18/04/2027 to 25/04/2027
- From 11/10/2027 to 18/10/2027
Our Bicycles
Road Bike
For speed and efficiency enthusiasts on the road.
E-Gravel
Adventure on varied terrain with the perfect electric assistance.
Gravel
Ideal for those seeking to explore mixed terrain with versatility.
E-MTB
For adventurers wanting to tackle trails with electric technology.
FAQ - Frequently Asked Questions
Is it very hard?
The tour offers long (challenging) and short (more accessible) route options each day, using the support van to shorten distances.
Can I use an E-bike?
Yes, E-road bikes are available and are a great option to enjoy the crossing with more comfort.
How many regions do we cross?
We will cross mainly Marche, Umbria, and Tuscany, experiencing the diversity of landscapes and cuisine of central Italy.
Where does the tour end?
The ride ends in Castiglione della Pescaia, on the Tyrrhenian Sea. From there, we can organize a transfer to Grosseto train station or Rome.
How does luggage logistics work?
As it is an itinerant (point-to-point) trip, our support van will transport your luggage from one hotel to another daily.