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Self Guided Walking Holidays & Cycling Holidays 

Cycling Holidays in Italy

Quiet cypress lined roads, huge bowls of delicious pasta, beautiful cities and medieval villages all await on a cycling holiday in Italy. A cycling holiday is quite simply the very best way to discover the real Italy.

All our self guided cycling holidays in Italy include hand picked accommodation, baggage transfer, detailed information packs and emergency support. All you have to do is cycle, eat, relax and enjoy.


Displaying 8 holidays:
  • Tuscany:PisatoFlorenceCycling 565.00__1

    Tuscany: Pisa to Florence Cycling

    Discover quintessential Tuscany on two wheels. From the world-famous city of Pisa and its iconic tower, you pedal through the Tuscan landscape, past scented vineyards and verdant olive groves towards ...

    • Duration: 7 Days & 6 Nights
    • Grade: info
    • Comfort: info
    from £565
    c
    Available:
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  • VenicetoFlorenceCycling 760.00__2

    Venice to Florence Cycling

    Cycle from the floating city of Venice along Italy’s east coast, passing Delta Del Po UNESCO World Heritage Site and across the Apennines to the enchanting statue lined streets of Florence. Travell...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £760
    c
    Available:
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  • BolzanotoVenice 610.00__3

    Bolzano to Venice

    Cycling from Bolzano, the capital of the Alps, to Venice, the romantic capital of the world, is a trip full of diverse ever changing scenery and culture. Aromatic vineyards, Roman history, grand archi...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £610
    c
    Available:
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  • CyclinginTheHeartofUmbria 765.00__4

    Cycling in The Heart of Umbria

    Enjoy the rich medieval history and enchanting landscape of Umbria, while cycling among rolling hills, vineyards, olive groves and Medieval Hill Towns, symbolic of this region...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £765
    c
    Available:
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  • GourmetBaroloCycling 775.00__5

    Gourmet Barolo Cycling

    Pedal through Piedmont, the cradle of the slow food movement, where you can taste the local hazelnut chocolates, the spicy “Bagna Cauda”, the hand-crafted salamis and of course the white truffle o...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £775
    c
    Available:
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    View Details
  • ProseccoRoutetoVenice 575.00__6

    Prosecco Route to Venice

    Cycle through the vineyards of the Veneto region, sampling sparkling Prosecco and fiery Grappa as you travel to the UNESCO World Heritage Site of Venice, hailed by the NY Times as ‘undoubtedly the m...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £575
    c
    Available:
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  • Tuscany:SanGimignano&Chianti 640.00__7

    Tuscany: San Gimignano & Chianti

    Unearth the very best of Chianti on two wheels: fields of sunflowers, cypress lined roads, medieval towns, the fourteen towers of San Gimignano, the finest wine and the most delicious olive oil. This ...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £640
    c
    Available:
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  • Tuscany:SanGimignano&ChiantiShortBreak 455.00__8

    Tuscany: San Gimignano & Chianti Short Break

    Discover the very best of Chianti on two wheels: fields of sunflowers, cypress lined roads, medieval towns, the fourteen towers of San Gimignano, the finest wine and the most delicious olive oil. This...

    • Duration: 5 Days & 4 Nights
    • Grade: info
    • Comfort: info
    from £455
    c
    Available:
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    View Details
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