Backroads - vacations and travel

Tuscany Walking: Ancient Footpaths in the Heart of Chianti


from $3,998* per person 6 Days April-June, September, October
Luxury accommodations Exertion level: 5
Operator: Backroads 20 people max
  • Florence, italy
  • Active & Adventure trips
It just makes sense really. The closer you get to something, the richer your experience. Fly over Tuscany and you may see Florence as a cluster of red clay roofs. Maybe you see the Arno River winding through the patchwork landscape. Take a bus, you get an idea of the hills and scenery. But stroll past its vineyards and olive groves. Smell the cypress. Stand under towering sunflowers. Taste the Chianti and the olive oil on bread toasted in a stone fireplace. There is no better - or closer - way to truly experience Tuscany.

  • Unforgettable rambles though Chianti's hills and vineyards
  • Fresh Tuscan cuisine and luxurious historic lodging
  • Explore classic medieval hill towns including Radda and Vertine
  • Join a wine expert for a tasting of Brunello di Montalcino and other vintages
  • Tuscan cooking lesson with a local chef

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Day 1 Unforgettable rambles though Chianti's hills and vineyards  Discover the nuances of Tuscan olive oils and honey during a private visit to Badia a Coltibuono ("Abbey of the Good Harvest"), founded a thousand years ago Oak trees and grapevines line the walk to Gaiole in Chianti.

Day 2 Tuscan cooking lesson with a local chef - learn the finer points of piatti tipici toscani (typical Tuscan dishes) A guided tour through ancient passageways reveals historic Radda in Chianti, a center of Chianti Classico wine production.

Day 3 Explore archetypal medieval hill towns including Vertine, a fortified hamlet perched well off the beaten path Savor lunch by Castello di Meleto Ramble through pristine vineyards and pine forest in the heart of the Chianti Classico region en route to Castello di Tornano, former residence of the Ricasoli family.

Days 4-6 Taste Brunello di Montalcino and other vintages with a local expert Set out toward Castello di Brolio, home of the original Chianti Classico recipe, while taking in views of distant Siena along the way  Enjoy an evening wine tasting and wander in Siena's handsome medieval center Stroll to the quaint village of San Sano for lunch in the sleepy piazzetta or relax in luxury at our picture-perfect hotel.

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