Italy · Rural Experiences

7-Hour Chianti Nature Walk with Wine Tasting and Medieval Hamlets

7 Hours Round trip from 53100 Siena Moderate pace

The journey

Trip highlights
  • 01 Peaceful country walk through Chianti's stunning scenery
  • 02 Explore forests, vineyards, olive groves, stone houses, and cypress avenues
  • 03 Visit charming hamlets such as Castellina, Radda, Greve, Brolio, and Gaiole
  • 04 Indulge in a Chianti Classico wine tasting at a wine farm
  • 05 Taste typical dishes at a traditional local restaurant

Enjoy a peaceful country walk through the stunning scenery of Chianti on a day tour that reveals the real Tuscany through its nature and charming history. This is the land of world-renowned wines, medieval villages, and cypress-lined avenues winding through beautiful vineyards. Walk through landscapes that seem part of a Renaissance painting, visit a wine farm with explanations and tastings, and end the experience with lunch at a local organic restaurant and time in Castellina in Chianti or other hamlets.

Stop along the route to visit a wine farm, where you will enjoy explanations and tastings.

From the itinerary

At a glance

What this trip includes

Duration 7 Hours
Tour type Private
Activity level Moderate
Accommodation Not included
Transport Not included
Wheelchair access Not applicable
Cities Siena, Chianti
Languages English, Italian

Day by day

The itinerary

1
Day 01

Chianti Walk, Wine Farm Visit, and Castellina Stroll

  • Meet your guide in Siena and transfer to the Chianti area, or meet directly in Chianti.

  • Begin the walk, an easy to medium hike along gravel roads and paths.

  • Stop along the route to visit a wine farm, where you will enjoy explanations and tastings.

  • Have lunch at a local organic restaurant at the end of the walk.

  • Enjoy a pleasant afternoon stroll to Castellina in Chianti and/or other hamlets, with the chance to try the best gelato in town if you wish.

  • Return to your accommodation.

Chianti vineyards, cypress-lined avenues, Castellina in Chianti

Where this trip takes you

Chianti vineyards, cypress-lined avenues, Castellina in Chianti

The route

Where you'll travel

Tour route map
Round trip from 53100 Siena 2 cities · 7 Hours

The fine print

Trip details

What's Included

  • Licensed nature guide services

What's Not Included

  • Wine tasting

  • Lunch

  • Transport

What to bring

  • Appropriate hiking shoes are fundamental. Avoid flat soles; trainers are fine only if they have sufficient tread for a good grip on gravel roads.

  • Wear comfortable clothes for walking and be ready for any weather. It is best to dress in layers.

  • Depending on the season, bring a raincoat or umbrella just in case, as well as a hat and sunglasses.

  • Bring a water bottle or canteen (0.5 to 1 litre), as well as a snack such as fruit.

Know before you go

  • The tour can be completely tailored to your needs.

Logistics

Meeting & route

Meeting point
Siena, Province of Siena, Italy
Tour start
53100 Siena, Province of Siena, Italy
Tour ends at the same location as the start point.
End of the journey

Your 7 hours finish where they began, in 53100 Siena.

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