Bike Across Italy™

The Bicycle Tour of a Lifetime, Cycling Coast-to-Coast Across Italy

This spectacular 11-day coast-to-coast bicycling tour across the fabled heartland of Italy is the European bicycle excursion of your dreams, wending through lush, sweeping countryside and charming medieval villages as we sample all the beauty and bounty of this captivating and unforgettable landscape. Our route from Pesaro to the Costa d’Argento passes through Le Marche, Umbria, Lazio and Tuscany, four regions celebrated for their rich history, distinctive local cuisines and stunning panoramas. Each day of this bike tour is a new adventure, creating memories and forging friendships that will last a lifetime. We’ll explore the awe-inspiring Gola della Rossa Gorge, the 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’s knowledge of all you experience, while our deluxe hotels ensure each day of your Italian bicycling vacation ends in pampered comfort.

Discover Italy’s Most Scenic and Historic Sites on One Deluxe Biking Trip

One of our most popular bike tours in Italy or anywhere else, this coast-to-coast cycling adventure showcases some of the country’s most important, but off-the-beaten-path points of interest. 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 papermaking, and learn culinary secrets behind the incredible regional cooking you’ll enjoy throughout the cycling trip. And of course each day highlights Italy’s best and most scenic bicycling routes, from the incredible ascent to Orvieto to the grand finale of the Tomobolo di Geniglia.



  • Medieval hill towns, castles, and ancient abbeys
  • Learn more about Etruscan and Roman civilization
  • Wander through Italy’s largest cave
  • Distinctive wines and cuisine from four regions
  • Historical routes detailing threads of Italy’s past from east to west
  • Explore with local guides the quaint towns of Assisi, Urbino and Orvieto
  • Learn more about Slow Food at lunch in le Marche region

Trip Details:


Price: $5,895

Single Supplement: $900

Length: 11 days / 10 nights

Level: Intermediate

Total Mileage: 350 miles

Daily Average: 35 miles

Terrain: Rolling to Hilly

Start/End Locations: Pesaro/Porto Ercole

Trip Dates:

  • 05/11/16 - 05/21/16
  • 05/27/16 - 06/06/16
  • 06/10/16 - 06/20/16
  • 09/02/16 - 09/12/16
  • 09/16/16 - 09/26/16
  • 09/30/16 - 10/10/16

Make this tour Private or for more information, call:


Day by Day


At 12 pm we meet in the lobby of our hotel for introductions, a light lunch and a quick spin in the area. Before dinner, opt to take a walk in town or enjoy an aperitif before a well deserved dinner featuring the local fresh catch of the day.


From Pesaro we ride into fields and family farm plots en route to Urbino, a thriving cultural center and college town whose fairytale skyline is visible for miles. Today you'll feel as if you've be transported back in time to the Middle Ages, discovering more of Urbino on a walking tour with a local guide, surrounded by historical buildings and a unique atmosphere.


Today we set out for the roughly hewn Le Marche region. Lunch is at a Slow Food establishment in Cagli featuring local fresh food. The ride ends in Gola Rossa, a spectacular gorge that is visible for miles and winds through a wonderful mountain farmland where underground rivers have carved the immense Grotte di Frassasi. The extra loop to the monastery of Fonte Avellana offers a spectacular, challenging climb for those interested. Tonight, stay far away from civilization, at a place with a great spa - perfect for relaxing after a satisfying ride.


This morning we will visit the very fascinating Grotte di Frasassi, the largest grottoes in Europe. Following our visit we'll bike through a beautiful river valley, then climb up one of the gentlest passes of the Apennines to arrive, after an incredible descent, into the well-preserved medieval town of Gubbio.


We begin our bike ride today with a descend from Gubbio as we cycle along the hillside. Stop at the Roman Amphitheater for a great photo op! Then it's a couple of wake-up hills and fun downhills through the lush landscape to work up an appetite for lunch, followed by a rolling stretch with a final ascent to Spello’s town center.

Spello Rest Day

Today, there is an optional morning ride, or you can spend time on your own exploring Assisi & Spello. A shuttle will take the group to Assisi for our walking tour with a local guide. Assisi's famous sights include the Roman gates of Spello, the Church of S. Rufino, the Church of Santa Chiara, the Temple of Minerva and the Basilica of St. Francis in Assisi. After the tour, learn about wine making at a local family-run winery and then partake in wine tasting.


Ride through rolling farmland to medieval Bevagna where you will learn about papermaking the way it was done in medieval times. Then we climb to Montefalco through olive groves and vineyards. After lunch, we drop down along a tiny road with magnificent views on both sides. From Bastardo, we begin to climb again through vineyards, sunflower and wheat fields. The approach to Todi is spectacular - a memorable descent toward this medieval hill town's soaring steeple.


Despite the long uphill, today's ride is straight forward, short, and not too tough if you take the hill at your own pace. After descending from Todi we climb for 7 miles along an incredible ascent. We will have lunch in Orvieto and then tour the underground Etruscan ruins. Make sure to look out in the distance to check out the awesome view.


We descend from Orvieto and then enjoy a gentle climb out of this immense volcanic basin as we head towards the charming village of Civita and then onto Bolsena. Lunch followed by a swim at Bolsena will leave you refreshed for the climb ahead. The climb to Gradoli and beyond is tough, but a fantastic bike ride along a ridge is our reward. We are in three regions today: Umbria, briefly Lazio, and finally Tuscany.

Porto Ercole

Today’s regular road and extra loop split right at the start of the ride; the main loop heads to Pitigliano and then climbs out of it to reach Manciano, whereas the longer ride heads to Saturnia, Italy’s oldest city. The two rejoin for a rewarding downhill to the Mediterranean coast. The longer loop provides two more climbs to S. Martino sul Fiora and Montemerano. The last stretch of the grand finale is through the “Tombolo di Feniglia”, a shady forest that connects the Argentario peninsula to mainland Italy.


Around 9am, we will shuttle you to Orbetello-Monte Argentario train station to catch trains to other destinations in Italy. Or, why not spend a few nights on the Costa di Argento exploring footpaths or relaxing on the beach? Buon Viaggio!

What's Included

Trip Planning

  • Carbon bike rental equipped with Garmin Edge Touring GPS
  • Informative tour leaders throughout the program
  • Ciclismo jersey and water bottle
  • Group shuttle to train station on last day of tour

On The Tour

  • 1 Wine Tasting
  • Walking tours of Assisi, Urbino and underground Orvieto
  • Cooking demonstration
  • Visit to Frasassi grottoes and Paper maker in Bevagna
  • Van support

Accommodations & Meals

  • All accommodations
  • All breakfasts
  • 2 lunches
  • 8 dinners
Here’s a sampling of some of the amazing places you’ll stay on your journey.

For a full listing, request a detailed itinerary!


The 5-star hotel Excelsior has been created to offer hotel guests and all those who appreciate the art of living well, a far from ordinary destination and a lifestyle of modern luxury.
View their website

Bosone Palace

Charming, elegant 13- century palazzo in center of town. The Bosone family aristocratic title goes back to the time of Dante. Breakfast room has beautiful frescoed ceiling.
View their website

Hotel Palazzo Piccolomini

A recent and accurate restoration has given new splendor to the different age-long structures; from refined facade overlooking Piazza Ranieri down to the underground rooms cut into the tufa mass, on which the Etruscan Orvieto rises.
View their website

Meet the Guides