Short breaks in Italy & its islands

Short breaks in Italy

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Find a short break in Italy to suit you

• self-guided walking breaks in Italy
• self-guided cycling breaks in Italy
• festive breaks in Italy

Our short walking breaks in Italy cater for all levels, from a gentle discovery of the alluring landscapes of Tuscany, to mountain walking in the Apennines. If you are looking for a short cycling break in Italy, you can choose between Tuscany and Sicily, two equally enchanting corners that lend themselves to discovery on two wheels.

Whether you choose walking or cycling – or, indeed, one of our New Year breaks in the south – for your short break in Italy, you will enjoy superb cuisine, rewarding routes and genuine hospitality, leaving you feeling as though you’ve enjoyed a much longer holiday.

All our short breaks in Italy are meticulously researched, and you walk or cycle at your own pace guided by our detailed route notes. To be sure of choosing the short break in Italy that is right for you, find out how our short walking breaks and short cycling breaks are graded.




To create your own selection of the holidays displayed below, use the search facility above.
1 - 10 of 15 Holidays
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New Year Break - Marvellous Matera
Short break in Italy
Basilicata - Italy's deep south
Head to southern Italy to see in the New Year with lively celebrations at one of our favourite Italian agriturismi, where an enthusiastic welcome awaits.
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December
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  • 4 nights
  • Festive breaks
  • From £465pp
 
New Year Break - 'Brindisi' in Bologna
Short break in Italy
The heart of Emilia Romagna
Celebrate New Year in the handsome medieval centre of vibrant Bologna, famed for its rich heritage - and even richer gastronomy.
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December
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  • 3 nights
  • City breaks
    Festive breaks
  • From £298pp
 
Through the Mugello Hills to Florence
Short break 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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31 Mar-30 Jun & 1 Sep-13 Oct 2012
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  • 4 nights
  • Grade: 1
  • Hotel-to-hotel walking
    Walking
  • From £445pp
 
Piedmont & the Barolo Vineyards
Short break in Italy
Vineyards & timeless villages framed by the Alps
Discover Piedmont, walking over the rolling hills and exploring medieval villages before dinners of fine cuisine and excellent local wines.
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31 March-31 October 2012
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  • 3 nights
  • Grade: 1-2
  • Centred walking
    Walking
  • From £275pp
 
Verona & Lake Garda
Short break in Italy
Northern Italy - Verona & the Lakes
Explore historic Verona, before heading to the majestic lakes region for a complete change of scenery, culture and cuisine.
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1 April-30 June & 1 September-13 October 2012
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  • 4 nights
  • Grade: 1-2
  • Centred walking
    Walking
  • From £495pp
 
A Flavour of Tuscany
Short break in Italy
Tuscany - history & heritage
Beginning and ending with the Renaissance grandeur of magnificent Siena, this delightful short break explores quintessential Tuscan scenery.
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29 Apr-30 Jun & 25 Aug-31 Oct 2012
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  • 4 nights
  • Easy pedalling
  • Grade: 1-2
  • Cycling
  • From £520pp
 
Strolling through Tuscany
Short break 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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1 April-30 June & 25 August-31 October 2012
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  • 4 nights
  • Grade: 1-2
  • Hotel-to-hotel walking
    Walking
  • From £495pp
 
The Amalfi Coast
Short break in Italy
Picturesque coastal scenery
Get a flavour of the UNESCO-protected Amalfi Coast, enjoying far-reaching views as you walk from colourful Positano to Marina del Cantone.
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1 April-30 June & 1 September-31 October 2012
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  • 4 nights
  • Grade: 2
  • Hotel-to-hotel walking
    Walking
  • From £698pp
 
Genova & the Portofino Peninsula
Short break in Italy
Liguria - glittering seas & delicious seafood
This is a discovery of the historic port of Genova and the timeless landscapes of the Portofino Peninsula on the Ligurian Riviera.
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31 March-30 June & 25 August-31 October 2012
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  • 4 nights
  • Grade: 2
  • Centred walking
    Walking
  • From £355pp
 
Siena & Tuscan Wander
Short break in Italy
Tuscany - land of fine art & fine wine
Enjoy a flavour of real Tuscany, from the Renaissance city of Siena, to the classic landscapes of vineyards, olive groves and cypresses.
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31 March-30 June & 25 August-31 October 2012
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  • 4 nights
  • Grade: 2
  • Hotel-to-hotel walking
    Walking
  • From £378pp
 
1 - 10 of 15 Holidays
Page: 1 2
Next >