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

Experience Chianti the way it was meant to be—at a relaxed pace, walking through vineyards, olive groves, and picturesque Tuscan villages. This journey takes you from the charming town of Greve in Chianti to hidden gems like Panzano, Castellina, and Radda. Along the way, savor the rich flavors of Chianti wines and traditional Tuscan cuisine while soaking in the culture and stunning landscapes. With the perfect balance of activity and relaxation, this is an adventure designed to be enjoyed at your own pace.

The Chianti region is known for its idyllic scenery and centuries-old wine traditions. Walk along rolling hills, quiet country lanes, and cypress-lined paths, with breathtaking views around every corner. Each day brings new discoveries—from historic wine cellars where Chianti wines have aged for generations to charming villages seemingly untouched by time. After a day of walking, unwind in accommodations that reflect the essence of Chianti, from cozy inns to boutique hotels with warm Tuscan hospitality. Picture yourself ending each evening with a glass of Chianti, overlooking the vineyards and hills—an Italian dream come true.

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. The town’s historic Piazza Matteotti is lined with charming cafés and wine shops, offering the perfect introduction to Tuscan culture. Settle in with a glass of Chianti Classico, take in the relaxed village atmosphere, and enjoy a gentle start to your journey as you prepare for the beautiful walks ahead.

Albergo Casa Al Sole

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Albergo Casa Al Sole
Day
2

Greve – Panzano

Duration: 03:20 h
Distance: 11 km
Ascent: 480 m
Descent: 250 m
Today, your adventure through Chianti truly begins as you follow a scenic trail through rolling hills, olive groves, and vineyards. The path includes gentle ascents but remains comfortable and enjoyable. Along the way, take in breathtaking valley views, wander down quiet country lanes, and pass rustic farmhouses that define the Tuscan landscape. Your destination, Panzano in Chianti, is known for its rich wine culture and the famous butcher Dario Cecchini, where you can taste traditional Tuscan specialties. This picturesque village offers charming restaurants and sunlit terraces, making it the perfect place for a well-deserved break before continuing your journey.

Damario Panorama

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Damario Panorama
Day
3

Panzano – Castellina

Duration: 03:50 h
Distance: 12.9 km
Ascent: 440 m
Descent: 330 m
Today's walk takes you along picturesque trails and quiet country roads, winding through the heart of the Chianti wine region. As you walk, enjoy varied landscapes of endless vineyards, rolling hills, and sweeping vistas. Along the way, you’ll pass iconic vineyards where Chianti Classico wines are produced, offering a true taste of Tuscany’s heritage. Your journey leads to Castellina in Chianti, a charming medieval village with narrow stone streets and the impressive Rocca di Castellina fortress. Take a moment to visit a local wine cellar, where you can sample the rich, deep flavors of Chianti wines. End your day by admiring the breathtaking views from the fortress walls, a perfect reward after a day of gentle exploration.

Hotel Colle Etrusco Salivolpi

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Hotel Colle Etrusco Salivolpi
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Included

  • Accommodation

    We will arrange your accommodation on the Tuscany Experience in hotels, inns, and guesthouses. Accommodation will be private in single, double or twin rooms and with en-suite bathroom where possible.

  • Full travel guide

    We will send you on your way with a digital travel guide which includes a route description, interactive Tuscany Experience hiking maps, and the most important information applicable to your trek.

  • Baggage Transfer

    This trek includes the transfer of your luggage throughout the entire Tuscany Experience trek. Your bags will be picked up every morning from the hotel lobby and will be driven to your next next accommodation. Baggage transfers allow you to travel lighter during the day and enjoy the walk in a more relaxed manner.

  • Breakfast

    Breakfast is, if possible, included in this trek and it will be provided every morning at your accommodation.

Excluded

  • Traveling to and from

    You have to make your own way to the starting point. The total amount does not include personal transport. This also applies to any transport from the end point of your trail.

  • Transfers

    If you require any form of public or local transport during the trek, it is not included in the package unless stated otherwise. This applies to taxis, buses, cable cars, gondolas, and similar services.

  • Travel Insurance

    Your international travel insurance is your own responsibility. Discuss your itinerary with the insurance company before your trek.

  • Lunch and Dinner

    Breakfast is, if possible, included in the price of the trek. You can get lunch and dinner at the shops, hotels, and restaurants along the way.

FAQ

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

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