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Walking in Tuscany

Walking Holidays in Tuscany
212  holidays found view
  • self-guided, non-group walking holidays in Tuscany
  • hotel-to-hotel walking
  • luggage transported
  • detailed maps and notes provided for carefree walking in Tuscany

 

Enjoy great art, history and cuisine on a walking holiday in Tuscany

For a holiday combining culture, gastronomy and walking, Tuscany is the perfect choice. Our walking holidays in Tuscany are by their very nature leisurely – there is plenty of time to explore the cultural treasures you pass along the routes, and in the evenings you can linger over delicious pasta dishes and a glass of local wine. If history and gastronomy are key attractions of walking in Tuscany, so too is art – seemingly every town reveals a Renaissance masterpiece or two. Choose from our walk through the rolling fields and olive groves south of Siena which reveal the essence of Tuscany; the classic landscapes of the hill-top towns around San Gimignano; a journey between the great cities of Bologna and Florence or Florence and Siena; or A Stroll Through History – a beautiful route which starts in magnificent Orvieto in neighbouring Umbria and explores the land of the mysterious Etruscans.

Walking holidays in Tuscany, Inntravel style

All our walking holidays in Tuscany are meticulously researched, and you walk at your own pace guided by our detailed walking notes. Your luggage is transported between hotels, so you travel light and carefree while walking in Tuscany. To be sure of choosing the holiday that is right for you, find out how our independent walking holidays work and how they are graded. Alternatively, see our Tuscany page for the full range of gentle activity holidays in Tuscany.


To create your own selection of the holidays displayed below, use the search facility above.
Through the Mugello Hills to Florence
Walking holiday in Italy
Archetypal Tuscany & spectacular Florence
This leisurely walk meanders through the vineyards and olive groves of the rolling Mugello Hills to historic Florence.
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15 Apr-30 Jun & 23 Aug-19 Oct 2014
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  • 4 nights
  • Grade: 1
  • Hotel-to-hotel walking
  • From £580pp
 
Strolling through Tuscany
Walking holiday in Italy
Quintessential Tuscan landscapes
Visit the magnificent hill-top town of San Gimignano and the fortified hamlet of Monteriggioni before walking on to beautiful Siena.
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29 Mar-30 Jun & 23 Aug-31 Oct 2014
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  • 4 nights
  • Grade: 1-2
  • Hotel-to-hotel walking
  • From £460pp
 
The Hill-Top Towns of Tuscany Upgrade
Walking holiday in Italy
Tuscany - a region steeped in history
Strolling through classic landscapes of olive groves and fortified towns, you stay in sumptuous hotels en route to Siena, a marvellous climax.
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28 Mar-30 Jun & 22 Aug-31 Oct 2015
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  • 8 nights
  • Grade: 1-2
  • Hotel-to-hotel walking
  • From £895pp
 
The Hill-Top Towns of Tuscany
Walking holiday in Italy
Landscapes immortalised by artists
The joy of this holiday is to feel the timelessness of the Tuscan countryside, and to discover scenery immortalised in the works of great artists.
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28 Mar-30 Jun & 22 Aug-31 Oct 2015
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  • 7 nights
  • Grade: 1-2
  • Hotel-to-hotel walking
  • From £690pp
 
A Stroll through History
Walking holiday in Italy
Across the Etruscan Plains
Walk through a secret land where history waits round every corner amid spectacular landscapes of rolling hills, volcanoes, lakes and pretty villages.
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28 Mar-30 Jun & 22 Aug-25 Oct 2015
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  • 7 nights
  • Grade: 2
  • Hotel-to-hotel walking
  • From £780pp
 
The Essence of Tuscany with Pienza
Walking holiday in Italy
Olive groves, wheat fields & cypress trees
Inviting paths wind across rolling hills of vineyards and cypress trees, through the Val d'Orcia, to the Renaissance city of Pienza.
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28 Mar-30 Jun & 22 Aug-31 Oct 2015
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  • 10 nights
  • Grade: 2
  • Hotel-to-hotel walking
  • From £918pp
 
Florence to Siena
Walking holiday in Italy
Through the Chianti hills & vineyards
This highly rewarding walk through classic Chianti countryside links two of Italy's great Renaissance cities, fabulous Florence and spectacular Siena.
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28 Mar-30 Jun & 1 Sep-31 Oct 2015
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  • 8 nights
  • Grade: 2
  • Hotel-to-hotel walking
  • From £1068pp
 
Tuscan Explorer
Walking holiday in Italy
The rolling landscapes beyond Siena
For a varied holiday, choose to explore Tuscany both on foot and by bike, taking your time to visit hill-top towns, abbeys and captivating Siena.
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1 Apr-30 Jun & 22 Aug-31 Oct 2015
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  • 7 nights
  • Moderate cycling
  • Grade: 2
  • Wheels & wanderings
  • From £848pp
 
The Essence of Tuscany
Walking holiday in Italy
Tuscany - land of olive groves & cypress trees
This is classic Tuscany, south of Siena, where rolling hills of vineyards and olive groves are pierced with rows of elegant cypress trees.
read more >
28 Mar-30 Jun & 22 Aug-31 Oct 2015
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  • 7 nights
  • Grade: 2
  • Hotel-to-hotel walking
  • From £698pp
 
From Bologna to Florence
Walking holiday in Italy
Emilia Romagna - through the Mugello
This delightful and highly rewarding walk follows the Route of the Gods through green landscapes between charismatic Bologna and historic Florence.
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15 Apr-30 Jun & 22 Aug-18 Oct 2015
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  • 10 nights
  • Grade: 2-3
  • Hotel-to-hotel walking
  • From £1298pp