Walks Europe Italy Tuscany Classico

Tuscany Classico / Self-Guided

7 days | From £714 | Self-guided,for 2 or more persons travelling together

A stimulating and fascinating walking holiday through the rolling countryside of the Chianti region of romantic Tuscany.


7 days | From £714 | Self-guided,for 2 or more persons travelling together

  • Explore celebrated Florence
  • Hike the 'Road of Wines'
  • Discover charming Tuscan villages
  • Enjoy 'La Dolce Vita'

Enjoy 'La Dolce Vita' to the full on this delightful walk through the beautiful rolling countryside of Tuscany at a leisurely pace. Vineyards and olive groves abound in a region rich with history, where the famous Chianti wine has been produced since Etruscan times.

The Tuscan landscape comes ablaze with seasonal colour, from the red of poppies to the violet of the iris, the yellow of the sunflower and the verdant green of cypress.

With ancient, golden stone villages and magnificent castles, as well as famous Tuscan culinary delights to relish with many opportunities to sample exquisite wine, you may just not want to leave! Beginning in historic Florence and culminating in Siena, this Tuscan journey on foot is sheer bliss for the senses.

Italy Tuscany Classico Map
Day 1. Arrive Florence
Arrive in Florence and make your way to your city centre hotel. Explore this magnificent city at your leisure.
Day 2. Florence to Fiesole
Heading out from Florence you soon are walking along cypress-lined backroads and through delightful live groves in the beautiful Val d'Arno. Reaching today's destination of Fiesole you should have plenty of time to admire its Dome and Magisterial Palace that date back to the 14th Century.
Day 3. Florence to Panzano to Chianti
Pass through the typical oak woods of the region and reach the wonderful little 11th Century fortified village of Volpaia. Continue through the Montevertine vineyards to the medieval village of Radda in Chianti.
Day 4. Walking in Castellina
Take the public bus to Castellina in the heart of Chianti country. From Castellina you follow one of the most celebrated routes through Tuscany, the aptly named "Road of the Wines".
Day 5. Castello di Brolio
Another day of walking in the delightful rolling countryside of Tuscany, in the area around Gaiole. Once again meandering through the olive groves and vineyards, nature adds to the appeal of the enchanting scenery with colours that change throughout the season.
Day 6. Colle Val d'Elsa to San Gimignano
Hike from Colle Val d'Elsa to the World Heritage site of San Gimignano with intoxicating views of both the town below and the countryside beyond.
Day 7. Depart Siena
Depart Siena. Arrive UK.

FOR A DETAILED ITINERARY AND MORE INFORMATION PLEASE DOWNLOAD THE TRIP DOSSIER

  • Trip Grade: A/B - Easy/moderate
  • Duration: 7 days
  • Trip Code: TCHI
  • Max altitude: Low (540m)
  • Accommodation: Hotel x 6 nts
  • Meals: 6 breakfasts included
  • Departs: April until October
  • OVERSEAS JOINING POINT : Florence
  • IMPORTANT : Make sure your chosen holiday is guaranteed to run before you purchase your air tickets and make any other travel arrangements

Italy Holiday Choices

Walking Holiday in Italy - Along the Salento Coast / Self-Guided | 8 days | From £799

The southernmost province of Puglia is a place of captivating buildings, ancient ruins and rustic ...

View Walking Holiday in Italy - Along the Salento Coast / Self-Guided | 8 days | From £799
Walking Holiday in Italy - Tuscany Classico / Self-Guided | 7 days | From £714

A stimulating and fascinating walking holiday through the rolling countryside of the Chianti region ...

View Walking Holiday in Italy - Tuscany Classico / Self-Guided | 7 days | From £714
Walking Holiday in Italy - Vesuvius, Capri and the Amalfi Coast / Self-Guided | 8 days | From £775

This tasty and varied 'Italian Job' combines walking Vesuvius and on Capri as well as along the ...

View Walking Holiday in Italy - Vesuvius, Capri and the Amalfi Coast / Self-Guided | 8 days | From £775
Walking Holiday in Italy - Walking the Cinque Terre and Portofino / Self-Guided | 7 days | From £499

During this 7 day trip you will discover the cliffs and coves of the Cinque Terre and Portofino. ...

View Walking Holiday in Italy - Walking the Cinque Terre and Portofino / Self-Guided | 7 days | From £499
Walking Holiday in Italy - White Cities of the Itria Valley / Self-Guided | 8 days | From £799

A region enjoyed by both Italians and travellers, Puglia has a reputation for authentic, southern ...

View Walking Holiday in Italy - White Cities of the Itria Valley / Self-Guided | 8 days | From £799