Chianti Classico, Explore Walking Holiday

Tuscany has long attracted poets, artists and philosophers who have fallen in love with the romantic cities, rolling landscapes and fine wines for which this region is famed. Staying in the heart of Chianti our tour includes easy day walks through the lush countryside; visits to evocative Florence and Siena; opportunities for wine tasting and ample time to relax. This one-week, centre-based tour allows you to enjoy the best of classical Tuscany.

Itinerary

Tuscan Landscapes

Nestled deep in the rolling countryside are lonely farmhouses bordered by rows of cypress trees; miles of quiet sandy tracks meander their way between vineyards and acres of forest; perched on scattered hill-tops are fortified towns such as Monteriggioni and the incredible medieval towers of San Gimignano. Our tour offers four markedly different walks through the region, allowing an overview of the classic landscapes that have been so inspirational to artists and travellers throughout time.

Cities of the Renaissance

No trip to Tuscany would be complete without a visit to the beautiful cities of Siena and Florence. Steeped in art, culture and architecture, we include a day in each. Our visits allow ample free time to explore their rambling streets, cobbled squares and an unrivalled collection churches, galleries and museums.

Traditional Tuscan Villa

We stay in Casalta, the views from which are of vineyards and ancient woodland and a great panorama of the town of Castellina in Chianti, 15min away by foot. A recently converted old borgo, or village, with large villa, small outhouses and chapel, Casalta has its own grounds, with a rich ambience and history behind its location. The group will stay in the main villa of Casalta, all rooms with en-suite facilities and antique Tuscan furniture. There is a relaxing lounge and terrace at the villa from where we can relax in the sun. Ideally located for taking short walks, visiting nearby Castellina and heading to the cities, our villa's swimming pool makes it a great place to take days off, relax and soak up the Tuscan sun.

  • Day 1: Join Florence Airport

    Drive to Greve in Chianti.
  • Day 2: Walk in the winelands

    Visit a Sunday market in Panzano.
  • Day 3: Walks around San Gimignano and, after, around the Monteriggimi - quintessential Tuscany.

  • Day 4: Day visit to Siena.

  • Day 5: Walking in Chianti through vineyards and Tuscan villages with an optional wine tasting tour.

  • Day 6: Day visit to Florence.

  • Day 7: A stunning walk from Castellina forest and across the hills with distant views of San Gimigriano and Siena.

  • Day 8: Drive to Florence Airport where tour ends.

* All prices shown are for low season, per person, twin share. Click here to see full Terms & Conditions.

Pricing

8 Days/7 Nights From $2,084*

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Price Includes: 7nts traditional Tuscan villa with good facilities, including swimming pool; 7 breakfasts & 3 lunches: transportation by Bus/On foot: Explore Tour Leader plus support vehicle.

Comments: An easy-paced centre-based tour, with a healthy balance between included activities and free time to enjoy gentle walks, cultural cities, interesting villages, fine wine or just a laze by the poolside. 

Group Size Approx. 10 to 16. 

 

Highlights

  • Monteriggioni

  • San Gimignano

  • Tuscany - Siena and Florence

  • Castellina in Chianti