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Strade Bianche Bike Tour

A Week of White Gravel in Tuscany with USA Cycling Foundation

6 days / 5 nights Level: 4Price From: $5,395Collection: Challenge

Tour Highlights

  • Explore the undulating white gravel roads of Tuscany—the famed strade bianche—and immerse yourself in Italy’s most classic cycling locale
  • Recover from each day’s cycling achievements with massages provided by a pro-team soigneur
  • Unpack once and enjoy an incredible week of riding from our base at a luxurious hilltop villa
  • Get exclusive insight from a Strade Bianche pro, take gravel tips from cyclocross legend Tim Johnson, and benefit from brushes with our local friends
  • Dine on a thoughtful blend of cyclist-friendly fare prepared by the villa’s private chef and essential dishes in classic Tuscan restaurants


Hand-rolled pici pasta, pecorino cheese, truffles, fava beans, artichokes, chestnuts, porcini mushrooms, Chianina beef, and cinghiale (wild boar)


World-famous wines from the local Sangiovese grape, including Brunello, Chianti Classico, and Vino Nobile; Sangiovese hybrids called Super Tuscans; and—in classic Italian fashion—espresso and cappuccino

Print Itinerary
  • Day 1

    Ciao Bella Toscana!

    Your guides will meet you at the Chiusi train station for a transfer to our villa in the Tuscan countryside, a stylishly renovated farmhouse and our home for the rest of the week. Enjoy a light lunch on the terrace before getting fitted to your bike. We won’t waste any time hitting the famous white roads of Tuscany—the strade bianche—beginning right out the door of our villa. It feels like a return to the 13th century as we course along these ancient paths, passing through Petroio’s cobbled streets and greeting locals as they tend their olive groves. Explore routes known only to resident cyclists before returning to the villa, where refreshment takes the form of a cold drink or a dip in the pool. Tonight we dine at our favorite truffle restaurant and learn the true meaning of buon appetito.

    Meals: Lunch / Dinner
    Destinations: Petroio, Montisi
    Accomplished: 31 miles / 50 km, elevation gain: 3,250 feet / 991 meters (21 km of which are on gravel roads)
    Accommodations: Podere Ferranesi

  • Day 2

    A Taste of L’Eroica

    L’Eroica—meaning “The Heroic”—is a celebration of the golden age of cycling. The event takes place every October when thousands of hardened cyclists travel back in time to ride these gravel roads on primitive machines of the past. The heavy lugged-steel bikes with down-tube shifters and impossible gear ratios are no match for the red wine in the participant’s water bottles and the hardman (and hardwoman) mentality. Today, we’ll have our own taste of cycling’s heroic origins as we join one of the toughest gravel sections of L’Eroica: a 16-kilometer climb where the maximum gradient is a challenging 12 percent. Ride through the heart of Brunello di Montalcino, Tuscany’s most celebrated wine region, and stop for lunch at a winery owned by a passionate local cyclist. We’ll continue on through the town of Montalcino before following the gravel roads back to our villa. Tonight the villa’s chef will prepare a delectable meal.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Buonconvento, Castelnuovo, Montalcino
    Accomplished: 63 miles / 102 km, elevation gain: 6,639 feet / 2,024 meters (47 km of which are on gravel roads)
    Accommodations: Podere Ferranesi

  • Day 3

    The Cinematic Val d’Orcia

    Spring brings red poppy blossoms to the vibrant green wheat fields of Tuscany, and nowhere is the bloom more brilliant than the hills of the Val d’Orcia, a UNESCO World Heritage Site. As we pedal through these corridors of proud cypress trees, the scenery may look familiar from such films as Gladiator and The English Patient. Follow the gravel tracks off the beaten path through a timeless slice of Tuscany and enjoy an espresso in Monticchiello, overlooking the roads we just conquered. Lunch is waiting for us back at our villa. Tonight, hit the town of Montefollonico, a hidden gastronomical hub and home to our favorite little restaurant—but first, stop at our friend Vittorio’s 13th-century home and wine cellar for a tasting.

    Meals:  Breakfast / Lunch / Dinner
    Destinations: Monticchiello, Pienza
    Accomplished: 67 miles / 108 km, elevation gain: 7,262 feet / 2,214 meters (59 km of which are on gravel roads)
    Accommodations: Podere Ferranesi

  • Day 4

    All the Action of Strade Bianche Race Day

    After an early stretch and breakfast, head out into magical Chianti. We’ll traverse the Crete Senesi region on a 10-kilometer gravel climb, making our way through wheat fields before we hit the vineyards of this celebrated wine region. Counting castles and old hilltop hamlets, we’ll work up our appetite for lunch at our friend Serena’s house. In true Italian fashion, she’s spent days in front of the stove in anticipation of our arrival. This afternoon, witness the speed and fury of the Strade Bianche race, in which professionals like Peter Sagan and Greg Van Avermaet battle over the same gravel roads we’ve been riding. We’ll practically touch the action as it speeds past Serena’s house—don’t be rattled if the pros take one of the steepest gravel sections a bit faster than we did. After the race breezes by, pedal back to our villa or take a luxurious lift in the van. Tonight’s dinner at the villa will fuel us for the challenge that awaits us tomorrow.

    Meals:  Breakfast / Lunch / Dinner
    Destinations: Asciano, Castelnuovo Berardenga
    Accomplished: 42 miles / 69 km, elevation gain: 3,795 feet / 1,157 meters (24 km of which are on gravel roads)
    Longer Option: 68 miles / 110 km, elevation gain: 6,347 feet / 1,935 meters
    Accommodations: Podere Ferranesi

  • Day 5

    The Gran Fondo Strade Bianche

    Now that we’ve feasted on fine food and wine, tested our legs on some of the region’s precipitous climbs, and refined our technical skills on gravel roads, it all culminates in the Gran Fondo Strade Bianche. The annual big ride includes some of the most challenging sections of gravel in Bella Toscana! Depart early this morning for the medieval walled city of Siena where this legendary route begins and ends hours later, after the brutal climb up Via Santa Caterina and the finish in Piazza del Campo. After the race, we’ll regroup in the city center and have lunch before returning to our villa. Tonight, reflect on a fabulous week of riding as we enjoy a final sunset over the Tuscan hills and indulge in a celebratory meal prepared at the villa.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Siena
    Accomplished: 86 miles / 139 km, elevation gain: 6,668 feet / 2,033 meters (31 km of which are on gravel roads)
    Accommodations: Podere Ferranesi

  • Day 6


    Our last morning in Tuscany presents plenty of options: sleep in, savor a slow breakfast, or take a final ride through the hills around our villa. Your guides will return you to the Chiusi train station, bidding you farewell before you depart for your next destination. 

    Meals: Breakfast
    Destinations: San Giovanni d’Asso, Chiusi
    Accomplished: Optional morning ride

DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.

Arrival Details

Airport City: Rome or Florence Pick-Up Location: Chiusi train station Pick-Up Time: 11:00 am
Departure Details

Airport City: Rome or Florence Drop-Off Location: Chiusi train station Drop-Off Time: 11:00 am
Travelers Take Note

Given the nature of the biking and the roads on this tour, you will be riding on gravel roads every day.

Weather by Month
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  • Thoughtfully selected accommodations that reveal the true character of the region in ideal riding locations
  • Luggage transfers


  • Daily breakfasts, all lunches, and 5 cyclist-friendly dinners at our favorite local restaurants and renowned culinary establishments
  • Nutritious energy snacks, hydration, and shakes to support endurance and recovery
  • Local wines and beer with every meal


  • Wine tastings and activities as outlined in the tour itinerary
  • Entrance fees to historic sites, museums, parks, and all other exclusive events
  • Gratuities for baggage, porters, and hotel service


  • Top-of-the-line Cannondale carbon fiber road bike
  • Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
  • GPS with pre-programmed route maps


  • Expert bilingual guide with extensive cycling experience and local knowledge
  • Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
  • Pick-up and drop-off before and after your tour from predetermined meeting points
  • Laundry service provided mid-week
  • Daily bike maintenance to ensure optimal performance

See our FAQs page for answers to common questions.

See FAQs

Synapse Carbon Disc Ultegra Di2

Manufacturer: Cannondale

Type: Road