Chianti Classico Experience

Duration: 7 days
Trails: T2 trails
Distance: 10 - 15 km per day
Ascent per day: 250 - 500 m ascent per day

> Discover the iconic Chianti wines in their homeland
> Walk from village to village through rolling Tuscan hills
> Enjoy the good life with local specialties and charming accommodations

Explore the Chianti region as it’s meant to be experienced—on foot, through vineyards, olive groves, and picturesque Tuscan villages. This hiking tour takes you from the charming town of Greve in Chianti to hidden gems like Panzano, Castellina, and Radda. Along the way, you’ll savor the rich flavors of Chianti wine and traditional Tuscan cuisine, immersing yourself in the culture and natural beauty of Tuscany. From rustic wine estates to medieval castles and lively village squares, this journey offers the perfect blend of activity and relaxation.

The Chianti region is known for its idyllic landscapes and centuries-old wine traditions. Here, you’ll walk along rolling hills, narrow country lanes, and cypress-lined paths, with breathtaking views around every corner. Each day brings new discoveries—from ancient cellars where Chianti wines age to charming villages seemingly untouched by time. After a day of hiking, you’ll settle into accommodations that capture the true essence of Chianti, from cozy inns to boutique hotels with authentic Tuscan hospitality. Picture yourself unwinding each evening with views over vineyards and hills—an Italian dream come true in the heart of Tuscany.

Itinerary

Day
1

Arrival in Greve

Welcome to Greve in Chianti, the heart of the Chianti region and the starting point for your week-long adventure. Greve’s historic town square, Piazza Matteotti, is surrounded by inviting cafés and wine shops, perfect for a first taste of Tuscan culture. Settle in with a glass of Chianti Classico as you soak in the village’s relaxed ambiance and prepare for the hikes ahead.

Albergo Casa Al Sole

Info
Albergo Casa Al Sole
Day
2

Greve – Panzano

Duration: 04:00 h
Distance: 11 km
Ascent: 350 m
Descent: 300 m
Your journey through Chianti begins today, as you follow a path winding through hills, olive groves, and vineyards. The trail includes some gentle ascents but remains very walkable. Enjoy sweeping views over the valleys, narrow country lanes, and rustic farmhouses along the way. Panzano in Chianti is famous for its wine culture and the renowned butcher Dario Cecchini, where you can taste traditional Tuscan specialties. This picturesque village offers charming restaurants and terraces, perfect for a well-deserved break.

Damario Panorama

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Damario Panorama
Day
3

Panzano – Castellina

Duration: 05:00 h
Distance: 13 km
Ascent: 400 m
Descent: 350 m
Today’s walk leads you along scenic trails and quiet country roads through the heart of the Chianti wine region. The route offers varied views of endless vineyards, hilltops, and expansive vistas. Along the way, you’ll pass some iconic vineyards producing Chianti Classico wines. Castellina in Chianti welcomes you with its narrow medieval streets and the impressive Rocca di Castellina fortress. Visit one of the local wine cellars to sample the rich, deep flavors of Chianti wines and enjoy the view from the fortress walls—a perfect end to an active day.

Hotel Colle Etrusco Salivolpi

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Hotel Colle Etrusco Salivolpi
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Included

Excluded

  • Traveling to and from

    This trip does not include costs for transportation (flights, bus travel, etc.) to your destination.

  • Tipping

    Gratuities for the guide are not covered by the trek's price. The amount to tip is at your discretion, yet if you've received excellent service from your guide, considering a generous tip is appreciated.

  • Travel Insurance

    Your international travel insurance is your own responsibility. It is important that your travel insurance also covers adventures at a high altitude. Discuss your itinerary with the insurance company before your trek.

  • Accommodation before and after the trek

    Before and after the trek you have to take care of your own accommodation.

  • Personal expenses

    Personal expenses such as souvenirs, drinks at the bar and other similar expenses are your own responsibility.

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Contact our Trekking Expert
Charisa Kailey-Lê
Charisa Kailey-Lê

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