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  • Saturday9am - 1pm
  • SundayClosed
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Walking Holidays in Italy

Book early and pay less: save £40pp when you book six months ahead

2025 walking holidays in Italy

Discover Italy by foot, take in the sights and indulge in Italian culture. Well known for its divine foods, wines and breathtaking archaeological sites - Italy is a favourite! You’ll find something for everyone when walking in Italy. Explore cliffside lemon groves and charming fishing villages along the glamorous Amalfi Coast. Or visit the peaks of the Dolomites, where sheer mineral crags and formidable steeples tower above fresh spring meadows and cornflower blue lakes.

Why choose a walking holiday in Italy?

Italy is home to some of the richest history in the world. Passion runs through the veins of Italy; dramatic Riviera coastline, intense Mediterranean flavours, and the local’s voracious appetite for life. 

Trek to medieval stone villages along the pilgrim routes of Tuscany and sip Chianti in sweeping vineyards overlooking fields of radiant sunflowers. Meander down ancient tracks running alongside Mount Etna to crystalised gorges of lava, rugged craters, and centuries-old castles. Hear the roar of gladiators at the Colosseum or unearth volcanically preserved treasures in Pompeii. Then, discover Venice’s opulent mercantile history, embellished Italian Gothic architecture, and gondola jewelled winding canals. In Sicily, you'll see golden Arab domes and arches, mosaic treasures of the Byzantine Empire, and the mediaeval palaces of Norman Kings. 

Sample divine Italian food and wine along the way. Try fior di latte, a fresh mozzarella made from local cows along the Amalfi Coast, or pick wild strawberries as you trek through an alpine paradise.

Our routes will suit walkers of all abilities, from a leisurely Roman Holiday to hikes across alpine Mont Blanc and the Dolomites. Whichever package suits you, you’ll be sure to trek some of the most photogenic spots on the planet.

Popular walking tours in Italy

Classic
Riviera Cinque Terre

Riviera Cinque Terre

Departure dates

  • 2025:
    • Mar
    • May
    • Sep
    • Oct

Explore the stunning Cinque Terre coastal region on a walking holiday. Grade 4 walkers enjoy scenic trails, quaint villages, and exceptional views, while Grade 6 walkers tackle challenging climbs. Both groups savour local culture, explore charming towns, and unwind by the sea.

Grade Moderate/Challenging
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Our holiday walking grades

Moderate

Grade 4

Usually, your walk will take up the whole day at a moderate pace. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths. An average walk length is 6 miles but expect this to vary from as little as 3 miles on a sightseeing day and up to 10 miles on a full day dependant on the amount of ascent and decent required.

Search all Moderate, Grade 4 walking holidays

Usual daily walks - Distance: 6 miles; Ascent/Descent 500m; Terrain: sometimes hilly and undulating on good paths and tracks; Walking Time: Day walks. 

Challenging

Grade 6

Full day walks with appreciable amounts of ascent and descent and longer distances covered.  Whilst you will be mainly on paths, these may be rough, steep, and loose at times. We take the whole day to enjoy some fabulous walks.

Search all Challenging, Grade 6 walking holidays

Usual daily walks - Distance: 8 miles; Ascent/Descent 850m; Terrain: sometimes rough, loose or steep sections; Walking Time: 8hrs / Full Day walks. 

Landscape

from £1,599

(7 nights)

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Discover
A Roman Holiday

A Roman Holiday

Departure dates

  • 2025:
    • Apr
    • May
    • Sep
    • Oct

Explore the delightful Eternal City of Rome in autumn, winter, and spring with all its highlights.

Grade Moderate
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Our holiday walking grades

Moderate

Grade 4

Usually, your walk will take up the whole day at a moderate pace. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths. An average walk length is 6 miles but expect this to vary from as little as 3 miles on a sightseeing day and up to 10 miles on a full day dependant on the amount of ascent and decent required.

Search all Moderate, Grade 4 walking holidays

Usual daily walks - Distance: 6 miles; Ascent/Descent 500m; Terrain: sometimes hilly and undulating on good paths and tracks; Walking Time: Day walks. 

Culture

from £1,999

(7 nights)

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Self-Guided
Via Francigena - From Lucca to Siena (Self-Guided)

Via Francigena - From Lucca to Siena (Self-Guided)

Departure dates

  • 2025: Apr - Oct

Walk the famous Via Francigena through the Tuscan countryside from Lucca to Siena accompanied by vineyards, hill-top villages and rolling landscapes

Grade Challenging
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Our holiday walking grades

Challenging

Grade 6

Full day walks with appreciable amounts of ascent and descent and longer distances covered.  Whilst you will be mainly on paths, these may be rough, steep, and loose at times. We take the whole day to enjoy some fabulous walks.

Search all Challenging, Grade 6 walking holidays

Usual daily walks - Distance: 8 miles; Ascent/Descent 850m; Terrain: sometimes rough, loose or steep sections; Walking Time: 8hrs / Full Day walks. 

Pilgrimage Routes

from £859

(7 nights)

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Adagio
Montalbano's Sicily

Montalbano's Sicily

Departure dates

  • 2024:
    • Dec
  • 2025:
    • Mar
    • May
    • Sep
    • Oct
    • Dec

Follow in the footsteps of Inspector Montalbano as we explore the baroque towns, imposing architecture, world class archaeology and dramatic coastlines in the much overlooked region of South Eastern Sicily.

Grade Leisurely
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Our holiday walking grades

Leisurely

Grade 2

This level mixes active sightseeing with shorter, city or countryside walks. Trips are not aimed at seasoned walkers, but you should be confident in managing walks of around 3miles at a leisurely pace with a few ups and downs. Where in more mountainous areas we use transport to access higher ground with ease.  Holidays graded at this level are generally in our Adagio or Discover Collections.

Search all Leisurely, Grade 2 walking holidays 

Usual daily walks - Distance: 3 miles; Ascent/Descent 150-200m; Terrain: good paths and tracks; Time: Short or Half Day exploration. 


Culture

from £1,599

(7 nights)

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Adagio
Artistic Umbria

Artistic Umbria

Departure dates

  • 2024:
    • Dec
  • 2025:
    • Mar
    • Apr
    • Jun
    • Sep
    • Oct
    • Nov
    • Dec

A journey through history, art and countryside in Umbria, a hidden gem nestled in the heart of Italy.

Grade Leisurely
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Our holiday walking grades

Leisurely

Grade 3

We still class this level as leisurely; walks are generally a little longer than level 2, with undulations but over a longer distance. Where sightseeing distances are longer, we take a full day with opportunities to stop, rest and refuel. Generally, itineraries involve easy countryside walking with plenty of breaks.  

Search all Leisurely, Grade 3 walking holidays

Usual daily walks - Distance: 4 miles; Ascent/Descent 300m; Terrain: generally good paths and tracks; Walking Time: Half Day or Full Day walks. 

Culture

from £1,799

(7 nights)

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Discover
The Sorrento Peninsula - Embracing La Dolce Vita

The Sorrento Peninsula - Embracing La Dolce Vita

Departure dates

  • 2025:
    • Apr
    • May
    • Sep
    • Oct

Embrace the 'sweet life' on the blissful Sorrento Peninsula. Sun-kissed walks with carefree indulgent local culture awaits.

Grade Moderate
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Our holiday walking grades

Moderate

Grade 4

Usually, your walk will take up the whole day at a moderate pace. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths. An average walk length is 6 miles but expect this to vary from as little as 3 miles on a sightseeing day and up to 10 miles on a full day dependant on the amount of ascent and decent required.

Search all Moderate, Grade 4 walking holidays

Usual daily walks - Distance: 6 miles; Ascent/Descent 500m; Terrain: sometimes hilly and undulating on good paths and tracks; Walking Time: Day walks. 

Culture

from £1,799

(7 nights)

View Details
Classic
Undiscovered Sardinia

Undiscovered Sardinia

Departure dates

  • 2025:
    • Apr
    • May
    • Sep
    • Oct

Hiking on the coast of Sardinia offers a mesmerizing experience, featuring scenic trails along pristine beaches, rugged cliffs, and azure waters. Explorers can traverse ancient paths, discovering picturesque villages, archaeological sites, and diverse flora and fauna. Sardinia's coastal hikes provide a blend of natural beauty, cultural richness, and outdoor adventure, making it a paradise for nature enthusiasts.

Grade Moderate
Close

Our holiday walking grades

Moderate

Grade 4

Usually, your walk will take up the whole day at a moderate pace. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths. An average walk length is 6 miles but expect this to vary from as little as 3 miles on a sightseeing day and up to 10 miles on a full day dependant on the amount of ascent and decent required.

Search all Moderate, Grade 4 walking holidays

Usual daily walks - Distance: 6 miles; Ascent/Descent 500m; Terrain: sometimes hilly and undulating on good paths and tracks; Walking Time: Day walks. 

Coast & Islands

from £1,949

(7 nights)

View Details
See all holidays in Italy

Book a walking holiday in Italy

With various walking grades on offer, there's something for everyone, whether you are looking for a relaxed stroll or a more active hike. Our walks in Italy are graded 1-8, from ‘leisurely’ to ‘Challenging’ – learn more about our holiday walking grades. 

On our Italian walking holidays, you can choose between guided walking holidays where you will be trekking in a small group, accompanied by one of our professional walking experts, on an itinerary that has been carefully planned out by our knowledgeable specialists.

Alternatively, we have a range of self-guided walking holidays in Italy that will allow you to enjoy the best walking routes independently by following information that has been arranged by our walking experts. With these types of holidays, you can still experience the rolling hills, the Olive and Lemon groves, the hilltop towns and stunning coastlines, except you decide when you do it and at what time. These self-guided hiking holidays come with 24-hour emergency support and handpicked accommodation.

Find your perfect walking tours of Italy below and book with Ramble Worldwide today.

Ways to explore Italy

Group walking towards sun in Altai mountains, Siberia on a walking holiday
Classic

Classic Collection walks in Italy

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Aerial view of Dubrovnik old town, Croatia, Europe
Discover

Discover Collection walks in Italy

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Cave in Matera with view of city at dusk and orange light glow, Italy
Adagio

Adagio Collection walks in Italy

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Solo traveller sitting taking in view of Cochamo Valley, Chile on a walking holiday
Self-Guided

Self-Guided Collection walks in Italy

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