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Italy

Bordered by four countries, cradled by four seas and home to numerous mountain ranges, Italy is a land of contrasts – and an exceptional backdrop for self-guided adventures, whether you're hiking ancient footpaths, biking through medieval hill towns or simply enjoying la dolce vita.

Hike the Tuscan hills, the limestone peaks of the Dolomites or the dramatic Amalfi Coast, and discover the colorful villages of the Cinque Terre. Cycle through olive groves along the coasts of Puglia and Sicily, from Verona to Lake Garda, or through Chianti to Siena. Pilgrims can follow the Via Francigena to Rome, on foot or by bike.

Choose a Classic trail, a relaxed Slower Adventure, or an In Style or In Comfort trip, with the full support of our US and European team.

36 routes

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Routes in Italy

  • France · Italy · Switzerland

    Tour du Mont Blanc in Comfort

    • Walking
    • 5–14 days
    • Moderate - Challenging
    from$2,480CAD pp
    View Route
  • France · Italy · Switzerland

    Tour du Mont Blanc in Huts

    • Walking
    • 8–14 days
    • Moderate - Challenging
    from$3,910CAD pp
    View Route
  • Italy

    Walking Portofino and the Cinque Terre

    • Walking
    • 5–8 days
    • Moderate
    from$1,510CAD pp
    View Route
  • Italy · Switzerland

    Via Francigena

    • Walking
    • 8–50 days
    • Easy - Moderate to Moderate - Challenging
    from$2,540CAD pp
    View Route
  • Italy

    Hill Towns of Tuscany

    • Walking
    • 8 days
    • Easy - Moderate
    from$3,050CAD pp
    View Route
  • Romantic AdventuresWalk Tuscany's vineyard paths into a candlelit dinnerView the full collection
  • Italy

    Amalfi In Style

    • Walking
    • 6 days
    • Easy - Moderate
    from$3,515CAD pp
    View Route
  • Italy

    Classic Tuscany

    • Walking
    • 5 days
    • Moderate
    from$1,685CAD pp
    View Route
  • Italy

    Classic Chianti

    • Walking
    • 5–8 days
    • Easy - Moderate
    from$2,165CAD pp
    View Route
  • Italy

    Walking in Puglia

    • Walking
    • 5–8 days
    • Easy - Moderate
    from$1,415CAD pp
    View Route
  • Italy

    Cycle the Highlights of Puglia

    • Cycling
    • 7–9 days
    • Easy - Moderate to Moderate
    from$2,490CAD pp
    View Route
  • Scenic Summer AlpineSavor Italian food and wine in the Aosta Valley, or take in the Matterhorn from the Italian side.View the full collection
  • Italy

    Walking in Umbria

    • Walking
    • 5–8 days
    • Easy - Moderate
    from$1,740CAD pp
    View Route
  • Italy

    Walking in the Heart of the Dolomites

    • Walking
    • 7 days
    • Moderate - Challenging
    from$4,005CAD pp
    View Route
  • Italy

    Cycle Sicily's South

    • Cycling
    • 7 days
    • Easy - Moderate
    from$2,530CAD pp
    View Route
  • Italy

    The Dolomites to Lake Garda

    • Walking
    • 8 days
    • Moderate
    from$2,900CAD pp
    View Route
  • Italy

    Lake Como Trails

    • Walking
    • 6–8 days
    • Easy - Moderate to Moderate
    from$2,360CAD pp
    View Route
  • Short BreaksSavor Tuscany's Chianti hills and the Cinque TerreView the full collection
  • Italy

    Highlights of the Alta Via 1 in Comfort

    • Walking
    • 9 days
    • Moderate
    from$4,070CAD pp
    View Route
  • Italy

    Trails of Tuscany & Umbria

    • Walking
    • 10 days
    • Easy - Moderate
    from$3,720CAD pp
    View Route
  • Italy

    Trails of Western Sicily

    • Walking
    • 8 days
    • Easy - Moderate
    from$2,710CAD pp
    View Route

Here's why self-guided travelers choose Italy with Macs Adventure:

  • Hill towns, vineyards and cypress-lined roads in Tuscany and Umbria
  • Alpine trails and mountain huts in the Dolomites, including the Alta Via 1
  • Coastal hiking on the Amalfi Coast and in the Cinque Terre
  • Biking past turquoise seascapes in Puglia and Sicily
  • The Via Francigena, the historic pilgrim route to Rome

Find your pace

  • Easy

    Up to 5 miles per day

    Flat, well-kept paths; ideal for beginners

  • Easy - Moderate

    6–9 miles per day

    Good paths, some gentle climbs; active beginners

  • Moderate

    10–12 miles per day

    Mixed trails, regular climbs; for regular hikers

  • Moderate - Challenging

    15–17 miles per day

    Remote mountainous terrain; experienced hikers

  • Challenging

    17+ miles per day

    Scrambles, big drop-offs; very experienced hikers

  • Strenuous

    19+ miles per day

    High passes, sustained ascents; expert, very fit hikers

Regions of Italy

  • Italian Lakes

    Lake Como villas, Lake Garda shores and the islands of Lake Maggiore.

    View all 3 routes

  • Puglia

    Trulli villages, white towns and the Salento coast in Italy's heel.

    View all 2 routes

  • Sicily

    Wild western coastline, the Egadi Islands and the Baroque towns of the south.

    View all 2 routes

  • Tuscany

    Chianti vineyards, hill towns and Renaissance Florence and Siena.

    View all 10 routes

  • Umbria

    Hill towns, Sagrantino vineyards and the footsteps of St Francis.

    View all 3 routes

Get to know Italy

It depends on the region: April to October for Tuscany, Umbria and the Italian Lakes, July to mid-September for the Dolomites, and March to July or September to October for Puglia, which is very hot in July and August.

Know before you go