Bike Across Italy
Pedaling coast to coast through Italy’s cultural soul
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- A thorough daily itinerary
- Details for exact accommodations
- What to expect
- Travel planning tips
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This spectacular 11-day coast-to-coast bicycling tour across the fabled heartland of Italy winds through lush, sweeping countryside and charming medieval villages. Our route from Pesaro on Italy’s Adriatic eastern shores to the west coast Costa d’Argento passes through: Le Marche, Umbria, Lazio and Tuscany. Four regions celebrated for their rich history, distinctive local cuisines and stunning panoramas. We’ll explore the awe-inspiring Grotte di Frasassi, Italy’s largest cave system, and ancient underground Etruscan settlements. Walking tours with top local guides at Urbino and other sites give you an insider experience, while our deluxe hotels ensure each day of your coast-to-coast Italian journey ends in pampered comfort. A “must do” on the bucket list. (6 days/5 nights option also available. Contact us for details.)
Tour Essence
- Experience the excitement of a grand journey coast to coast
- Cycle through beautiful hilltowns of central Italy
- Wander through medieval hill towns, castles, and ancient abbeys
- Learn about the Etruscan and Roman civilizations
- Discover Urbino, a UNESCO world heritage city of the Renaissance
- Learn to go uphill and downhill on the amazing roads of the Apennines
- Visit Italy’s largest cave, the Grotte di Frasassi
- Explore the medieval center of Gubbio, the city of stone
- Taste distinctive wines and cuisine from three regions
- Immerse yourself in the spirituality of Assisi, the hometown of St. Francis and St. Claire
- Enjoy the art of Giotto, Piero della Francesca, and Luca Signorelli
- Explore the fascinating underground of Orvieto
- Ride through the southern part of Toscana known as Maremma
- End the journey on the cliffs of Talamone protected by its fortress
- Mini Tour (6 days/5 night) option available. See Detailed Itinerary for Mini Tour!
- Browse the Top Photos from our Bike Across Italy tour!
Exclusive for May Departure:
- Experience the Festa dei Ceri (Race of the Candles), considered one of the most unique events in Italy! See Detailed Itinerary for this Special Departure!
What to Expect
Terrain
Rolling to hillyStart Location
PesaroEnd Location
TalamoneMileage
Average Daily: 36 miles Total: 338/425 milesElevation
Average Daily: 3,863 Total: 38,632



Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.
- Van support
- Expert, bilingual guides
- 1 wine tasting
- Walking tours of Assisi, Urbino and visit to private underground cave in Orvieto
- Cooking demonstration
- Visit to Frasassi grottoes and paper maker in Bevagna
- Group shuttle to train station on the last day of the tour
What’s Included
- Use of our exclusive carbon road bike, La Classica Ribelle (or Equivalent Carbon Road Bike)
- Garmin Edge Touring GPS loaded with the GPX tracks of your rides
- Two water bottles
- Saddle bag with repair kit
- Optional: Map holder on handlebar
Pedal Options
- Flat pedals
- Half-toe pedals (without straps)
What’s Not Included
- Helmet
- Optional: clipless/SPD pedals with shoes
- Optional: your own saddle
- All accommodations
- All breakfasts
- 2 lunches
- 8 dinners
One of our most popular bike tours in Italy, this coast-to-coast cycling adventure showcases some of the country’s most important monuments. We’ll make a challenging climb to see the Monastery of Fonte Avellana, discover the medieval town of Gubbio with its outstanding amphitheater, and explore Assisi and Spello, home to the famed Roman Gates, the Temple of Minerva and the Basilica of St. Francis. Along the way we’ll have a wine tasting at a family winery, observe the medieval art of paper-making, and learn culinary secrets behind the incredible regional cooking you’ll enjoy throughout the trip. Each day highlights Italy’s best and most scenic bicycling routes, from the incredible ascent to Orvieto to the grand finale of the Tombolo di Feniglia.
2023
2024
Start Location
PesaroFly Into
RomeEnd Location
TalamoneFly Out Of
Rome, Pisa, FlorencePesaro
Meals Provided
Lunch, DinnerAverage Mileage
10 milesElevation Gain
787 ftRiding Terrain
Rolling hillsMeals Provided
Lunch, DinnerAccommodations
Excelsior
The 5-star Hotel Excelsior is a charming seafront boutique hotel and spa (spa entrance is complimentary) with stunning views of the Adriatic Sea, located in the center of town.
Urbino
Meals Provided
Breakfast, DinnerAverage Mileage
30/39 milesElevation Gain
3,156/4,288 ftRiding Terrain
Flat leaving Pesaro, followed by challenging, short and steep climbs to Colbordolo; rolling ridge ride to UrbinoMeals Provided
Breakfast, DinnerAccommodations
San Domenico
Our hotel tonight is the 4-star San Domenico located in the main square of Urbino. The hotel is a converted 15th-century convent and is known for its friendly staff and excellent breakfast.
Genga
Meals Provided
Breakfast, DinnerAverage Mileage
46/51 milesElevation Gain
3,671/4,343 ftRiding Terrain
Flat and rolling with two main climbsMeals Provided
Breakfast, DinnerAccommodations
Le Grotte
Tonight we rest and relax at the Hotel le Grotte. Enjoy the spa, steam room and swimming pool. Sip a cool drink poolside and enjoy the beautiful surroundings.
Gubbio
Meals Provided
Breakfast, LunchAverage Mileage
32/40 milesElevation Gain
4,652/5,488 ftRiding Terrain
Rolling hillsMeals Provided
Breakfast, LunchAccommodations
Park Hotel ai Cappuccini
The prestigious, 4-star Park Hotel ai Cappuccini is set in a converted 17thcentury monastery, near the historical center of Gubbio. It also boasts the largest wellness center in town!
Assisi
Meals Provided
Breakfast, DinnerAverage Mileage
33/41 milesElevation Gain
2,900/4,600 ftRiding Terrain
HillyMeals Provided
Breakfast, DinnerAccommodations
Nun Assisi Relais
Located in the highest part of the old city, guests can enjoy spectacular views of Assisi from the terraces of Relais Nun. This exclusive 5-star resort came about from a careful restoration of the ancient Saint Catherine monastery, which was originally constructed in 1275 for a community of Benedictine nuns, which in turn was built on top of a Roman bath house from the 1st century AD, right near the site of the Roman amphitheater. While the hotel rooms are designed with a modern style, each room and area of the structure incorporates many different elements of the original structure. Descending into the Nun’s award winning Spa is like timetraveling a couple thousand years into the past, as you bathe amidst the Roman pillars (rediscovered during renovation) surrounding the hydromassage pool.
Assisi Rest Day
Meals Provided
Breakfast, DinnerAverage Mileage
16 milesElevation Gain
1380 ftRiding Terrain
RollingMeals Provided
Breakfast, DinnerAccommodations
Nun Assisi Relais
Located in the highest part of the old city, guests can enjoy spectacular views of Assisi from the terraces of Relais Nun. This exclusive 5-star resort came about from a careful restoration of the ancient Saint Catherine monastery, which was originally constructed in 1275 for a community of Benedictine nuns, which in turn was built on top of a Roman bath house from the 1st century AD, right near the site of the Roman amphitheater. While the hotel rooms are designed with a modern style, each room and area of the structure incorporates many different elements of the original structure. Descending into the Nun’s award winning Spa is like timetraveling a couple thousand years into the past, as you bathe amidst the Roman pillars (rediscovered during renovation) surrounding the hydromassage pool.
Todi
Meals Provided
Breakfast, DinnerAverage Mileage
49/56 milesElevation Gain
2,539/3,418 ftRiding Terrain
Three great climbs: Montefalco, after Bastardo and the final ascent to TodiMeals Provided
Breakfast, DinnerAccommodations
Hotel Bramante
Tonight we enjoy the 4-star Hotel Bramante, a beautifully restored stone villa just outside of town. The hotel features a pool, tennis courts and beautiful open views.
Orvieto
Meals Provided
BreakfastAverage Mileage
29/42 milesElevation Gain
3,225/4,468 ftRiding Terrain
HillyMeals Provided
BreakfastAccommodations
Hotel Palazzo Piccolomini
The 4-star Hotel Palazzo Piccolomini is a beautiful palace created for the pontifical family at the end of the 16th century, above the preexisting medieval buildings. A recent restoration has given new splendor to the different age-long structures; from the refined facade overlooking Piazza Ranieri to the underground rooms cut into the tufa mass.
Sovana
Meals Provided
Breakfast, DinnerAverage Mileage
42/70 milesElevation Gain
3,562/5,260 ftRiding Terrain
Rolling with several climbsMeals Provided
Breakfast, DinnerAccommodations
Sovana Resort
The 4-star hotel tonight is the elegant and intimate Sovana Resort. In the breakfast room and large outdoor garden you can enjoy the uniqueness of the splendid ruins of Sovana. The hotel is surrounded by the open Tuscan countryside and features a swimming pool.
Talamone
Meals Provided
Breakfast, DinnerAverage Mileage
51/60 milesElevation Gain
2,910/3,753 ftRiding Terrain
Rolling hills with several climbsMeals Provided
Breakfast, DinnerAccommodations
Hotel Capo D’uomo
Capo D’Uomo is a hotel located on the cliffs of Talamone, a picturesque village of yachters and fishermen. A round form, nestled in the rock and surrounded by terraced gardens from which you descend to the sea of Cala Regina. Each room offers amazing views and the summer winds carry the sounds and scents of the sea. Step out onto your balcony and enjoy a drink as you lose yourself in the enchantingly blue Mediterranean Sea.