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Self Guided Walking Holidays & Cycling Holidays 

Walking Holidays in Italy

The multi-faceted landscapes of Italy provide the perfect backdrop to the perfect walking holiday. Hike between picturesque villages on Tuscan Hills or high above the sea on the Amalfi Coast, perhaps explore the Cinque Terre on foot or walk amongst the peaks of the Dolomites. An experience to be treasured.

Self guided walking holidays in Italy are the perfect way to discover the food, wine, churches, culture and people as you wander at your own pace through an unmatched landscape.

Our walking holidays in Italy visit the hidden restaurants, most beautiful towns and must see destinations in Italy. We have carefully selected and researched our favourite walks so whatever your interests we can arrange your ideal holiday.

Your holiday features hand-picked overnight accommodation in high quality agriturismos, country inns, and hotels. Each is unique and offers the highest levels of welcome, atmosphere and outstanding local food and wine.

We also include daily door to door baggage transfers, guide book, detailed map and pre-departure information pack as well as emergency local support, should you need it. We look forward to welcoming you to Italy soon. 


Displaying 21 holidays:
  • BaroloVineyardTrail 575.00__1

    Barolo Vineyard Trail

    The Barolo Vineyard Walking Trail winds its way through Piedmont, Italy’s hidden paradise for wine connoisseurs and gourmets...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £575
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    Available:
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  • Tuscany:FromFlorencetoSiena 755.00__2

    Tuscany: From Florence to Siena

    Discover the magic of Chianti; old farmhouses, medieval villages, rows of cypress trees, quiet forests of oak, beach and chestnut, the lively atmosphere of an outside table on the piazza and the cherr...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £755
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    Available:
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  • AmalfiCoast&Mountains 495.00__3

    Amalfi Coast & Mountains

    Immerse yourself in the dramatic landscape of the Amalfi Coast and get under the skin of the real Italy. Walk through charming villages, tranquil lemon groves, hand tended vineyards that cling to the ...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £495
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  • AmalfiCoastalTrails 685.00__4

    Amalfi Coastal Trails

    The Amalfi Coast has drawn film stars and celebrities to its stunning coast line since Victorian times and its attraction is no less strong today. This stunning coastal walk visits the picturesque coa...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £685
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  • CinqueTerreShortBreak 475.00__5

    Cinque Terre Short Break

    Discover the best of the Cinque Terre on foot. Five fishing villages nestled into the steep coastline of the Ligurian Riviera make up the Cinque Terre, a UNESCO World Heritage Site...

    • Duration: 5 Days & 4 Nights
    • Grade: info
    • Comfort: info
    from £475
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  • HillTownsofTuscany 795.00__6

    Hill Towns of Tuscany

    Walking through the breathtaking landscape of the hills of southern Tuscany between romantic hill top towns is a magical experience. Your journey winds through a unique linear, almost geometric landsc...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £795
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    Available:
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  • Tuscany:TheIslandofElba 400.00__7

    Tuscany: The Island of Elba

    A relaxing walking holiday on the Island of Elba; a green oasis within the Tuscan Archipelago. Walk through picturesque fishing villages, along rugged coastlines and long sandy beaches...

    • Duration: 6 Days & 5 Nights
    • Grade: info
    • Comfort: info
    from £400
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  • AmalfiinStyle 815.00__8

    Amalfi in Style

    Immerse yourself in the “Dolce Vita” while staying in our specially selected 4 star stylish Hotels, ideally located for the awe inspiring views, fantastic local cuisine and spectacular walking...

    • Duration: 6 Days & 5 Nights
    • Grade: info
    • Comfort: info
    from £815
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  • HillTownsofTuscanyHighlights 615.00__9

    Hill Towns of Tuscany Highlights

    Hill Towns of Tuscany Highlights is a captivating short break, capturing the best of the Southern Tuscan landscape while walking between fascinating renaissance towns...

    • Duration: 6 Days & 5 Nights
    • Grade: info
    • Comfort: info
    from £615
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  • TrailsoftheCinqueTerre 650.00__10

    Trails of the Cinque Terre

    The best way to discover the Cinque Terre is on foot. Five fishing villages nestled into the steep coastline of the Ligurian Riviera make up the Cinque Terre, a UNESCO World Heritage Site...

    • Duration: 6 Nights & 7 Days
    • Grade: info
    • Comfort: info
    from £650
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  • TheHighDolomites 715.00__11

    The High Dolomites

    Marvel at the breathtaking scenery on this classic hut to hut trek in the high Dolomites. Experience exhilarating walking in the spectacular Fannes-Sennes nature reserve, with striking landscapes of d...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £715
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  • GoingWildinSardinia 635.00__12

    Going Wild in Sardinia

    Discover Sardinia’s untouched wild landscape, walking through the rugged Supramonte mountains towards the east coast, where the rocky cliffs meet gleaming white sands and a bright azure ocean...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £635
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  • OrvietotoRome 755.00__13

    Orvieto to Rome

    Follow the Via Francigena from the Etruscan city of Orvieto through the classic Italian landscapes of Umbria and Lazio to Rome. This is a journey of superlatives taking in Etruscan towns, fine wines, ...

    • Duration: 10 Days & 9 Nights
    • Grade: info
    • Comfort: info
    from £755
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    Available:
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  • Sicily:Etna&theAeolianIslands 485.00__14

    Sicily: Etna & the Aeolian Islands

    Experience the constantly changing colours of Sicily in a week of self guided walking in the Aeolian Islands and on the slopes of Mount Etna...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £485
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  • WalkinginUmbria 795.00__15

    Walking in Umbria

    The landscape of Umbria almost defies description. Rolling hills, vineyards, fields of sunflowers and olives groves dotted with medieval hilltop towns make walking through the wild, untamed countrysid...

    • Duration: 8 days & 7 nights (6 days walking)
    • Grade: info
    • Comfort: info
    from £795
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    Available:
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  • LakeComo&LakeLugano 605.00__16

    Lake Como & Lake Lugano

    Discover the great lakes of Lake Como and Lake Lugano in Northern Italy. Marvel at the luxurious villas and the lavish gardens which line the shores as you meander along mountain trails. The area is b...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £605
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    Available:
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  • MajellaNationalParkTrail 775.00__17

    Majella National Park Trail

    Explore the Majella National Park by foot and uncover Abruzzo’s best kept secrets, natural landscapes, medieval villages, ancient castles and the region’s authentic culture and traditions...

    • Duration: 7 Days & 6 Nights
    • Grade: info
    • Comfort: info
    from £775
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    Available:
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  • SouthTyrol:ViaClaudiaAugusta 660.00__18

    South Tyrol: Via Claudia Augusta

    Follow the Via Claudia Augusta, the first true road across the Alps. Traverse mountain passes between picture postcard villages and castles. Wander through immaculate vineyards and sun dappled woods...

    • Duration: 9 Days & 8 Nights
    • Grade: info
    • Comfort: info
    from £660
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  • Tuscany:EtruscanTrails 825.00__19

    Tuscany: Etruscan Trails

    Follow the sunken roads of the Etruscans (Vie Cave) as you walk through the wild and beautiful landscape of Southern Tuscany. As you explore this almost undiscovered area of Tuscany you will be delig...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £825
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    View Details
  • TheDolomitesofValBadia 555.00__20

    The Dolomites of Val Badia

    You will love it if you are a keen walker who loves the mountains and wants to experience the very best of the Dolomites, staying in lovely 3* accommodation in a picture perfect alpine valley. Surroun...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £555
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    Available:
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    View Details
  • AostaValleyTrails 655.00__21

    Aosta Valley Trails

    This idyllic walk meanders through the tranquil Aosta valley; abundant with wild flowers and green pastures which are in deep contrast to the snowy peak mountains. You will get to explore Italy’s be...

    • Duration: 10 Days & 9 Nights
    • Grade: info
    • Comfort: info
    from £655
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    Available:
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