Tuscany Harvest Bike Tour

Olives, Truffles, Porcini, Chestnuts... And a Nice Chianti

6 days / 5 nights Level: 3Price from: $4,895Collection: Specialty, ClassicNon-Rider Options

Tour Highlights

  • Experience Tuscany when its culinary treasures are ripe for the picking; take part in a dog-led truffle hunt, cook with our friend Lina in her 15th-century home, and harvest olives to be pressed into oil at a local mill
  • Learn about the region’s ubiquitous wild boar from author Dario Castagno, then taste it during a cinghiale-themed lunch
  • Pedal deep into the chestnut forests of Mount Amiata to hunt for porcini mushrooms and chestnuts with local foragers
  • End the tour with a bang; ride across Chianti and finish in Florence’s stunning Piazzale Michelangelo

Eat

Hand-rolled pici pasta, pecorino cheese, olio nuovo (fresh-pressed olive oil), truffles, chestnuts, porcini mushrooms, Chianina beef, and cinghiale (wild boar)

Drink

Famous local wines, including Brunello, Chianti Classico, and Vino Nobile

As featured in:
Print Itinerary
  • Day 1

    Raccolta: The Olive Harvest

    Your journey begins with a transfer to La Chiusa, a former olive oil mill that is now a charming country inn. Enjoy lunch featuring ingredients from the surrounding countryside. Harvest time means there is work to do, and we will jump right into the action, picking olives from La Chiusa’s grove before hopping on our bikes and riding to our friend Paolo’s olive oil mill to get our olives pressed. Taste the alien green olio nuovo (new oil) on warm bruschetta before pedaling back to the hotel. This evening, stroll into the village of Montefollonico for a winetasting with our friend Vittorio, followed by an incredible Tuscan dinner.

    Meals: Lunch / Dinner
    Destinations: Montefollonico, Petroio
    Accomplished: 20 miles / 32 km, elevation gain: 450 meters
    Shorter Option: 15 miles / 24 km, elevation guide: 238 meters
    Accommodations: La Chiusa

  • Day 2

    Truffles

    Set off riding through pastures and forests to join the village of San Giovanni. Here we’ll meet up with our friend Topa, a local truffle dog, and her human companion. They’ll lead us into the oak forests that make this area famous for both its black and white tartufi (truffles). Back in San Giovanni we’ll have a truffle-infused lunch at Donatella’s cozy Osteria. After lunch we’ll keep pedaling into the Brunello wine-growing region. It’s a big climb up to Montalcino, the medieval hilltown at the heart of the Brunello zone, but the effort is well-rewarded when we check into our five-star castle hotel.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Montefollonico, San Giovanni, Torrenieri, Montalcino
    Accomplished: 32 miles / 51 km, elevation gain: 554 meters
    Accommodations: Castello di Velona

  • Day 3

    Chestnuts + Mushrooms

    Today we will ride along the slopes of Monte Amiata, famous for the deep chestnut forests hiding a bounty of porcini mushrooms. Mushroom season in Tuscany means lines of cars parked along the sides of country roads as Tuscans head en-masse into the woods to search for these delicious prizes. We’ll join in the fun, going on our own hunt before a Michelin lunch at a mountain restaurant. After lunch, pedal back to our hotel to relax at the spa. This evening we’ll head back into Montalcino for a cooking class and dinner featuring porcini and chestnuts, of course, in the 15th-century home of our friend Lina.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Vivo d’Orcia, Pescina, Seggiano
    Accomplished: 28 miles / 45 km, elevation gain: 849 meters
    Longer Option: 44 miles / 71 km, elevation gain: 1,027 meters
    Accommodations: Castello di Velona

  • Day 4

    Pane dei Santi: An Autumn Treat

    Ride to a local bakery for another seasonal treat, pane dei santi, a hearty bread with nuts and raisins made only around All Saints’ Day. Spend the rest of the day making your way across stunning Crete Senesi, stopping to visit the Renaissance frescoes at the Abbey of Monte Oliveto. After lunch, continue riding along the open ridges of this scenic landscape or opt for an earlier van transfer to the hotel. Tonight you are free to explore the medieval city of Siena or dine at the hotel.

    Meals: Breakfast / Lunch
    Destinations: Buonconvento, Monte Oliveto, Asciano, Siena
    Accomplished: 27 miles / 44 km, elevation gain: 923 meters
    Longer Option: 40 miles / 64 km, elevation gain: 477 meters
    Accommodations: Castel Monastero

  • Day 5

    Wine + Wild Boar

    Pedal through the olive and cypress trees deep into the hills of Chianti where fortified hamlets and castles are a testament to the area’s unsettled past. Pass countless estates as we weave our way through forests and vineyards to meet up with Dario Castagno, a best-selling author and local boar hunting expert, for a cinghiale-themed lunch. Learn about the local traditions and politics surrounding the battuta (boar hunt). After lunch, opt for a longer ride or a straight shot back to the hotel. We’ll regroup in the evening for a festive final dinner at our friend Serena’s house featuring the full bounty of the Tuscan autumn.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Castelnuovo, Brolio, San Sano
    Accomplished: 36 miles / 58 km, elevation gain: 640 meters
    Longer Option: 56 miles / 90 km, elevation gain: 715 meters
    Accommodations: Castel Monastero

  • Day 6

    Ride to Florence

    On our last day, choose between a late morning at the hotel or ride all the way across Chianti for a triumphant finish in Florence’s Piazzale Michelangelo. Whether you rode here or took a transfer, we say our goodbyes with the stunning Florentine skyline as our backdrop as guides see you off to your next adventure.

    Meals: Breakfast
    Destinations: Panzano, Greve, Florence
    Optional ride: 41 miles / 66 km, elevation gain: 776 meters

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

Airport Information

Arrive

Airport City: Rome or Florence, Italy
Pick-Up Location: 11:00am at the Chiusi Train Station

Depart

Airport City: Rome or Florence, Italy
Drop-Off Location: 1:30pm at Florence Piazzele Michelangelo

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

2018Single Supplement: $775

See our cancellation policy

Accommodations

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

Meals

  • 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 wines with every meal

Gear

  • Top-of-the-line bicycle selection and bike helmet
  • Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
  • GPS in most destinations

Support

  • 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

Activities

  • 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

Not Included

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See our FAQs page for answers to common questions.

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Quick SPEED 1

Manufacturer: Cannondale

Type: Hybrid

Synapse Carbon Ultegra Di2

Manufacturer: Cannondale

Type: Road

E-Wheel

Type: E-wheel

E-Bike

Type: E-Bike