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Italy is a great country for walking, and the Italians are passionate about their walking too. Walking holidays in Italy are varied, with volcano climbs in the Aeolian Islands, coastal paths in Amalfi, quiet country trails in delightful Puglia, or a stroll through the landscapes of St Francis of Assisi.

Our Holidays to Italy

Walking the Ligurian Riviera

Panorama of Sestri Levante in Italy

On this centre-based version of our popular Cinque Terre & Portofino walking holiday, you stay in Sestri Levante, a picturesque town on the Italian Riviera, enjoying stunning coastal walks. Find out more about Walking the Ligurian Riviera

  • Price (exc. flights): 7 days from £559
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Centre-Based
    • Coastal Walks
    • Solo Walking

Via Francigena - From Montefiascone to Rome

Walk in the steps of ancient pilgrims on the final section of the Via Francigena from Montefiascone to Rome, passing varied landscapes and architectural treasures along the route. Find out more about Via Francigena - From Montefiascone to Rome

  • Price (exc. flights): 8 days from £729
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point
    • Solo Walking

Naples, Vesuvius & Amalfi Coast Trails

Sunset and boats on the Amalfi Coast

This varied trip combines coastal and inland hikes, an ascent of Mount Vesuvius for panoramic views of the Bay of Naples, a visit to world famous Pompeii and a hike on the Amalfi coast's 'Path of the Gods'. Find out more about Naples, Vesuvius & Amalfi Coast Trails

  • Price (exc. flights): 8 days from £789
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Coastal Walks
    • Cultural Discovery
    • Point to Point
    • Solo Walking

Trails of the Dolomites

Val di Funes Valley & Santa Maddalena in the Dolomites, Italy

Our walking holiday in the Dolomites traverses the classic trails of this UNESCO World Heritage Site to reveal the mountain charm, nature and iconic jagged peaks of this area in northern Italy. Find out more about Trails of the Dolomites

  • Price (exc. flights): 6 days from £1,489
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
    • J
    • J
    • A
    • S
  • Holiday type:
    • Centre-Based
    • Classic Routes
    • Nature
    • Solo Walking

Alpe Adria Tri-Country Trek

Hike across Italy, Slovenia and Austria on a stunning self-guided route through alpine meadows, forest trails and glacial valleys, including a mountaintop sanctuary at Monte Lussari. Find out more about Alpe Adria Tri-Country Trek

  • Price (exc. flights): 8 days from £895
  • Walking grade: Moderate to Demanding
  • Guiding: Self-Guided
  • When to go:
    • J
    • J
    • A
    • S
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Multi-Country
    • Nature
    • Point to Point
    • Solo Walking

Walking Trails of Puglia

Ostuni in Italy

Explore the heart of Puglia on our small group walking holiday to Italy which reveals the character of the region from Baroque architecture to culinary delights of hilltop towns and rural farmsteads. Find out more about Walking Trails of Puglia

  • Price (exc. flights): 8 days from £1,279
  • Walking grade: Easy to Moderate
  • Guiding: Guided Group
  • When to go:
    • A
    • S
    • O
  • Holiday type:
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Point to Point

Via Francigena - From Lucca to Siena

Hike from Lucca to Siena on this section of the Via Francigena pilgrimage. Highlights include iconic Tuscan towns and the beautiful Val d’Elsa region whilst enjoying the traditionally Tuscan scenery. Find out more about Via Francigena - From Lucca to Siena

  • Price (exc. flights): 8 days from £809
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point
    • Solo Walking

Walking the Cinque Terre & Portofino

Hiker heading towards Portovenere on the Cinque Terre

A week discovering the cliffs and coves of the delightful Cinque Terre and Portofino, a little corner of Italian paradise. Walk along cobbled paths and through lush olive groves, with spectacular sea views. Find out more about Walking the Cinque Terre & Portofino

  • Price (exc. flights): 8 days from £819
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Coastal Walks
    • Cultural Discovery
    • Point to Point
    • Solo Walking

Via Francigena - From Siena to Montefiascone

Journey through picturesque Tuscany, exploring medieval heritage and scenic countryside whilst hiking from Siena to Montefiascone along the pilgrimage route of Via Francigena. Find out more about Via Francigena - From Siena to Montefiascone

  • Price (exc. flights): 10 days from £929
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point
    • Solo Walking

Along the Salento Coast

Santa Maria di Leuca in Italy

Enjoy a week in the beautiful Italian region of Puglia, with walks along the coast from Otranto, visiting impressive clifftops, coves and castles before reaching the white splendour of Leuca. Find out more about Along the Salento Coast

  • Price (exc. flights): 8 days from £749
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • F
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
    • D
  • Holiday type:
    • Coastal Walks
    • Point to Point
    • Solo Walking

In Italy You Could enjoy experiences like these

  • Climb Mount Vesuvius
  • Explore the pretty Amalfi Coast
  • Discover colourful villages in the beautiful Cinque Terre
  • Enjoy Italy's famous food & wine

A fabulous holiday filled with great adventure and excellent food! The Walk of the Gods to Positano is easy to follow and truly spectacular.

Esther & Paul G

Discover More About Italy

Climb Mount Vesuvius for panoramic views from the summit and explore the fascinating coastline of the Amalfi Peninsula on foot, or walk through the beautiful rolling Puglia countryside to discover charming villages.

Walks are along well-trodden footpaths, turf roads, rocky coastal trails and quiet country backroads, with good straightforward conditions underfoot. Although moderate, some walks do include sections of ascent and descent over hilly terrain and you should have a reasonable level of fitness to get the most out of your trip. Accommodation is in comfortable three star and four star hotels with en suite facilities.

The best time to visit Italy is March to June, and September to October, in order to avoid the summer heat. May is a great month to visit the Amalfi Coast, with warm temperatures, few tourists and spring flowers in bloom. September to October is when many vineyards begin harvesting their grapes and is a good time to visit.

View All Italy Dates & Prices or Enquire for more information.

Dates & Prices

Choose your preferred option below, then make a no obligation booking request, or enquire if you would like to ask us a question.

Guided Group Dates and Prices
Holiday Itinerary Year Starts Ends Price From (Exc. Flights) Holiday Status Options
All prices are per person. All our guided group trips can be taken as a private guided itinerary, tailored to dates within the holiday's ‘when to go’ range. Please contact us to discuss your plans.

* Available: this holiday is available to book. ** Guaranteed: this holiday is available to book and is guaranteed to run. *** Fully Booked: if your preferred holiday is full we may be able to offer you a private departure or tailor a holiday to suit your requirements, contact us for more details.
Walking Trails of Puglia 2026 18 Oct 25 Oct £1,279 Guaranteed** Book or Enquire
Private or Self Guided Dates and Prices
Holiday Itinerary Year Daily Departures Price From (Exc. Flights) Options
All prices are per person. Daily departures subject to availability.
Via Francigena - From Montefiascone to Rome 2026 From 21 Mar to 30 Jun £759 Book or Enquire
Along the Salento Coast 2026 From 1 Apr to 30 Apr £789 Book or Enquire
Beautiful South: Explore Puglia On Foot 2026 From 1 Apr to 30 Jun £899 Book or Enquire
Naples, Vesuvius & Amalfi Coast Trails 2026 From 1 Apr to 30 Apr £979 Book or Enquire
Via Francigena - From Siena to Montefiascone 2026 From 1 Apr to 5 Jul £929 Book or Enquire
Walking the Cinque Terre & Portofino 2026 From 1 Apr to 30 Apr £919 Book or Enquire
Walking the Ligurian Riviera 2026 From 1 Apr to 30 Apr £609 Book or Enquire
White Cities of the Itria Valley 2026 From 1 Apr to 30 Apr £899 Book or Enquire
Hiking in Sardinia’s Wild South West 2026 From 4 Apr to 4 Jul £1,115 Book or Enquire
Via Francigena - From Lucca to Siena 2026 From 18 Apr to 19 May £829 Book or Enquire
Along the Salento Coast 2026 From 1 May to 10 Jul £849 Book or Enquire
Naples, Vesuvius & Amalfi Coast Trails 2026 From 1 May to 30 Jun £1,089 Book or Enquire
Walking the Cinque Terre & Portofino 2026 From 1 May to 10 Jul £999 Book or Enquire
Walking the Ligurian Riviera 2026 From 1 May to 10 Jul £689 Book or Enquire
White Cities of the Itria Valley 2026 From 1 May to 10 Jul £999 Book or Enquire
Via Francigena - From Lucca to Siena 2026 From 20 May to 23 Jun £855 Book or Enquire
Alpe Adria Tri-Country Trek 2026 From 1 Jun to 30 Sep £895 Book or Enquire
Trails of the Dolomites 2026 From 15 Jun to 26 Jun £1,489 Book or Enquire
Via Francigena - From Lucca to Siena 2026 From 24 Jun to 13 Jul £869 Book or Enquire
Trails of the Dolomites 2026 From 27 Jun to 27 Jul £1,749 Book or Enquire
Beautiful South: Explore Puglia On Foot 2026 From 1 Jul to 29 Aug £999 Book or Enquire
Naples, Vesuvius & Amalfi Coast Trails 2026 From 1 Jul to 29 Aug £1,179 Book or Enquire
Via Francigena - From Montefiascone to Rome 2026 From 1 Jul to 26 Jul £729 Book or Enquire
Hiking in Sardinia’s Wild South West 2026 From 5 Jul to 28 Aug £1,289 Book or Enquire
Via Francigena - From Siena to Montefiascone 2026 From 6 Jul to 6 Sep £949 Book or Enquire
Walking the Cinque Terre & Portofino 2026 From 11 Jul to 29 Aug £1,049 Book or Enquire
Walking the Ligurian Riviera 2026 From 11 Jul to 29 Aug £759 Book or Enquire
White Cities of the Itria Valley 2026 From 11 Jul to 29 Aug £1,079 Book or Enquire
Via Francigena - From Lucca to Siena 2026 From 14 Jul to 21 Aug £899 Book or Enquire
Via Francigena - From Montefiascone to Rome 2026 From 27 Jul to 24 Aug £759 Book or Enquire
Trails of the Dolomites 2026 From 18 Aug to 14 Sep £1,749 Book or Enquire
Via Francigena - From Lucca to Siena 2026 From 22 Aug to 25 Sep £869 Book or Enquire
Via Francigena - From Montefiascone to Rome 2026 From 25 Aug to 31 Oct £769 Book or Enquire
Hiking in Sardinia’s Wild South West 2026 From 29 Aug to 10 Oct £1,115 Book or Enquire
Beautiful South: Explore Puglia On Foot 2026 From 30 Aug to 6 Nov £899 Book or Enquire
Naples, Vesuvius & Amalfi Coast Trails 2026 From 30 Aug to 30 Sep £1,089 Book or Enquire
Walking the Cinque Terre & Portofino 2026 From 30 Aug to 4 Oct £929 Book or Enquire
Walking the Ligurian Riviera 2026 From 30 Aug to 30 Sep £649 Book or Enquire
White Cities of the Itria Valley 2026 From 30 Aug to 4 Oct £999 Book or Enquire
Along the Salento Coast 2026 From 31 Aug to 4 Oct £799 Book or Enquire
Via Francigena - From Siena to Montefiascone 2026 From 7 Sep to 31 Oct £929 Book or Enquire
Trails of the Dolomites 2026 From 15 Sep to 21 Sep £1,489 Book or Enquire
Via Francigena - From Lucca to Siena 2026 From 26 Sep to 9 Oct £855 Book or Enquire
Naples, Vesuvius & Amalfi Coast Trails 2026 From 1 Oct to 31 Oct £979 Book or Enquire
Walking the Ligurian Riviera 2026 From 1 Oct to 31 Oct £599 Book or Enquire
Along the Salento Coast 2026 From 5 Oct to 30 Nov £749 Book or Enquire
Walking the Cinque Terre & Portofino 2026 From 5 Oct to 6 Nov £859 Book or Enquire
Via Francigena - From Lucca to Siena 2026 From 10 Oct to 31 Oct £809 Book or Enquire
White Cities of the Itria Valley 2026 From 27 Oct to 20 Nov £899 Book or Enquire
Naples, Vesuvius & Amalfi Coast Trails 2026 From 1 Nov to 30 Nov £789 Book or Enquire
Walking the Ligurian Riviera 2026 From 1 Nov to 15 Nov £559 Book or Enquire
Beautiful South: Explore Puglia On Foot 2026 From 7 Nov to 19 Dec £779 Book or Enquire
Walking the Cinque Terre & Portofino 2026 From 7 Nov to 25 Nov £819 Book or Enquire
Beautiful South: Explore Puglia On Foot 2026/2027 From 20 Dec to 3 Jan £1,049 Book or Enquire
Via Francigena - From Montefiascone to Rome 2027 From 21 Mar to 30 Jun £789 Book or Enquire
Via Francigena - From Lucca to Siena 2027 From 1 Apr to 17 Apr £849 Book or Enquire
Via Francigena - From Siena to Montefiascone 2027 From 1 Apr to 5 Jul £979 Book or Enquire
Via Francigena - From Lucca to Siena 2027 From 18 Apr to 19 May £879 Book or Enquire
Via Francigena - From Lucca to Siena 2027 From 20 May to 23 Jun £909 Book or Enquire
Via Francigena - From Lucca to Siena 2027 From 24 Jun to 13 Jul £929 Book or Enquire
Via Francigena - From Montefiascone to Rome 2027 From 1 Jul to 26 Jul £769 Book or Enquire
Via Francigena - From Siena to Montefiascone 2027 From 6 Jul to 6 Sep £989 Book or Enquire
Via Francigena - From Lucca to Siena 2027 From 14 Jul to 21 Aug £949 Book or Enquire
Via Francigena - From Montefiascone to Rome 2027 From 27 Jul to 24 Aug £829 Book or Enquire
Via Francigena - From Lucca to Siena 2027 From 22 Aug to 25 Sep £929 Book or Enquire
Via Francigena - From Montefiascone to Rome 2027 From 25 Aug to 31 Oct £809 Book or Enquire
Via Francigena - From Siena to Montefiascone 2027 From 7 Sep to 31 Oct £979 Book or Enquire
Via Francigena - From Lucca to Siena 2027 From 26 Sep to 9 Oct £909 Book or Enquire

If you can’t see the holiday or departure date that you are looking for please contact us. We may be in the process of finalising further departures and are often able to arrange a holiday for you according to your own requirements.