Umbria Bike Tour

Italy’s Green Heart: A Living Legacy of Cuisine and Culture

6 days / 5 nights Level: 2Price From: $4,795Collection: Classic

Tour Highlights

  • Unearth truffles with a local truffle hunter and his dog
  • Get your hands doughy during a wine-paired cooking class at the Antonelli Winery
  • Bike through the olive groves to our friends’ farm and winery for a lunch and tasting
  • Spend two nights amidst the lavender and rose gardens of Nun Assisi Relais & Spa, in the heart of medieval Assisi


Strangozzi pasta, Perugina chocolate, organic olive oils, pecorino cheese, and black truffles


Sagrantino di Montefalco, Sagrantino Passito, and Sangiovese

As featured in:
Print Itinerary
  • Day 1

    Welcome to Umbria

    Your guides will meet you at the train station, and then we’re off to the ancient Roman town of Spoleto where the imposing rocca (fortress) dominates the skyline. Ride into the countryside of the Umbrian foothills to a local trattoria for a rustic lunch. From here it’s a quick ride through the olives to our home for the next two nights: a reimagined farmhouse resort. Spend the afternoon relaxing by the pool, or continue your adventure with some uncharted extra riding. This evening we will head to our favorite family-run local restaurant to sample some of Umbria’s most characteristic dishes.

    Meals: Lunch / Dinner
    Destinations: Spoleto, Poreta
    Accomplished: 15 miles / 24 km, elevation gain: 1,010 feet / 308 meters
    Longer Option: 27 miles / 43 km, elevation gain: 2,148 feet / 655 meters
    Accommodations: Borgo della Marmotta or Relais Borgo Campello

  • Day 2

    Trevi and Truffles

    Our day begins with a truffle hunt in the local forests. Meet a tartufaio (truffle hunter) and the real stars of the show, his dogs, as they look/sniff for these hidden treasures. Then hop on the bikes to ride along the valley floor following peaceful canals to the Roman village of Trevi. Eat lunch here at our favorite trattoria hidden in the maze of medieval alleys. After lunch, explore the town before continuing on our bikes back to the hotel. Take a longer ride option or relax by the pool at our farmhouse estate before regrouping for dinner.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Fonte di Clitunno, Trevi, Poreta
    Accomplished: 22 miles / 36 km, elevation gain: 1,440 feet / 439 meters
    Longer Option: 26 miles / 42 km, elevation gain: 1,994 feet / 608 meters
    Accommodations: Borgo della Marmotta or Relais Borgo Campello

  • Day 3

    The Olive Groves of Montefalco

    Start your day with a ride through fields and farms to the gorgeous Antonelli Winery in the Sagrantino wine-producing region. Here, our host Wendy will teach us how to prepare typical Umbrian dishes during an unforgettable cooking class and lunch including wine pairings from the vineyard with each course. Save room for a glass of Sagrantino Passito with her homemade dessert. After lunch, it’s a quick ride through the olive groves to Montefalco, the historic hill town where we will spend the night in a stylish noble palace right on the main square. Relax, explore the town, or opt for some extra riding. Your guides can recommend the best local spots for dinner tonight.

    Meals: Breakfast / Lunch
    Destinations: Castel San Giovanni, Antonelli Winery, Montefalco
    Accomplished: 23 miles / 37 km, elevation gain: 1,902 feet / 580 meters
    Longer Option: 33 miles / 53 km, elevation gain: 2,709 feet / 826 meters
    AccommodationsPalazzo Bontadosi

  • Day 4

    The Trail of Saint Francis

    Say goodbye to Montefalco as we descend to the walled Roman town of Bevagna. Ride along the cobbled streets that trace the ancient amphitheater and then out into the Valle Umbra. On the other side of the valley, visit the winery of our friends, Maria Palma and Pietro, for a small-scale, homegrown, and entirely organic viticultural experience. Then it’s on to Assisi and our luxurious five-star spa hotel, located just within the medieval walls. In Assisi, opt to visit important sites like Saint Francis’s hermitage, or relax in the peace of the spa, built inside the structure of a Roman bathhouse from 100 AD. Tonight, your guides will take you to our favorite restaurant to see how the locals eat.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Bevagna, Tili Winery, Assisi
    Accomplished: 22 miles / 36 km, elevation gain: 1,086 feet / 331 meters
    Longer Option: 27 miles / 43 km, elevation gain: 2,207 feet / 673 meters
    AccommodationsRelais Nun Assisi

  • Day 5

    The Serenity of Subasio and Spello

    Wake up with a visit to the Basilica of Saint Francis before departing from the medieval streets of Assisi and pedaling out into the valley below. Our destination is the hill top town of Spello, where our friend Roberto will lead us in a tasting of Umbrian wines paired with lunch at his world-famous enoteca. Then cycle along the spectacular Via degli Ulivi, or “Olive Way,” or opt for a more challenging ride through the Monte Subasio National Park. Spend the afternoon exploring Assisi or relaxing at the hotel’s award-winning spa before we all enjoy the sunset over Assisi together at our final aperitivo and dinner.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Basilica of St Francis, Spello, Armenzano, Collepino, Assisi
    Accomplished:  22 miles / 35 km, elevation gain: 1,276 feet / 389 meters
    Longer Option: 29 miles / 46 km, elevation gain: 2,558 feet / 780 meters
    Accommodations: Relais Nun Assisi

  • Day 6

    Goodbye in Foligno

    After a delicious breakfast, choose to take a final morning bike ride or relax at the hotel before your guides transfer you to the train station in Foligno. Then it’s on to your next destination!

    Meals: Breakfast

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

Arrival Details

Airport City: Rome, Italy Pick-Up Location: Spoleto Train Station Pick-Up Time: 9:30 am
Departure Details

Airport City: Rome, Italy Drop-Off Location: Foligno Train Station Drop-Off Time: 11:30 am
Travelers Take Note

Road quality in Umbria has been impacted by the 2016 earthquakes in the region.

Any scheduled tour can be made private. Your group, your dates. Go Private

2020Single Supplement From: $650
2021Single Supplement From: $650

See our cancellation policy

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


  • Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
  • 4 gourmet dinners at our favorite local restaurants and renowned culinary establishments
  • Carefully selected local wine, beer, or spirits 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 bicycle selection
  • Bike helmet
  • Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
  • GPS in most destinations


  • Expert bilingual guides with extensive 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
  • 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

Quick 1 Disc

Manufacturer: Cannondale

Type: Hybrid

Quick Neo

Manufacturer: Cannondale

Type: E-Bike