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Italy Walking Holidays

The Natural Adventure Company

Self Guided Walking Holidays and Cycling Holidays

Italy Walking Holidays

Self Guided Walking Holidays in Italy

Our self guided Italy walking holidays take in the famous Amalfi Coast and the Sorrentinian Peninsula, the Cinque Terre, Sardinia, Piedmont, Umbria, Tuscany, the Alps and the Dolomites. We have developed some unique walking itineraries in these popular regions so that you can be all by yourself, surrounded by nature.

Coastal and Island Walks

Amalfi Coast and Mountains
Average rating:   5,  4 reviews

Amalfi Coast and Mountains

popular
Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate
Accomodation
Comfortable
Availability
March - November

A large part of the Amalfi Coast and Mountains walking holiday is, of course, along the Amalfi coast, and it includes all the famous coastal villages: Amalfi, Atrani, Ravello, Praiano and the scenic Positano. But you will also walk in real mountain scenery, through chestnut forests and picturesque countryside with beautiful terraced lemon groves and vineyards.

Amalfi Coast Highlights
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Amalfi Coast Highlights

popular
Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
March - October

The Amalfi Coast Highlights walking holiday is our classic tour along the Amalfi coast which takes in all the famous coastal villages and the most beautiful walks in the Amalfi area. You’ll have the time to visit Amalfi itself, but also Atrani, wonderfully preserved through the centuries, Ravello with its magnificent villas, the quiet Praiano and, of course, the scenic Positano.

Amalfi Coast Short Break 3
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Amalfi Coast in Style

new
Country
Italy
Activity type
Self Guided Walking
Duration
6 days & 5 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
March - November

The Amalfi Coast offers a stunning combination of sea, picturesque coastal towns and mountains, an abundance of both culture and nature. Discover Italy’s beautiful Amalfi Coast in style, while staying in hand-picked charming four-star hotels in stunning coastal locations.

Alta Via: Amalfi and Sorrento Coast to Coast 1
Average rating:   5,  2 reviews

Alta Via: Amalfi and Sorrento Coast to Coast

Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate to Strenuous
Accomodation
Comfortable
Availability
April - October

This demanding but rewarding trek is a must for the avid hiker. The Alta Via is the long-distance trail which runs high above the Amalfi Coast, from Cava dei Tirreni in the very East, to Punta Campanella, the tip of the Sorrentinian Peninsula. It roughly follows the ridge of the Lattari mountains, the backbone of the peninsula.

Cinque Terre, Portofino and Portovenere
Average rating:   5,  3 reviews

Cinque Terre, Portofino and Portovenere

Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
March - October

Enjoy on foot and by rail the five classic fishing villages of Cinque Terre, as well as the lovely Portofino and Portovenere. Take some unforgettable walks along the quiet high trails, going from village to village through the forests and vineyards of the Ligurian coast, known as Italy’s ‘Flower Riviera’.

East Sardinia in Comfort 25
Average rating:   0,  0 reviews

East Sardinia in Comfort

Country
Italy
Activity type
Self Guided Walking
Duration
7 days & 6 nights
Difficulty
Easy to Moderate, Moderate
Accomodation
Comfortable
Availability
April - October

This itinerary combines some unique walks between the rugged mountains and the sea and six overnights in three charming hotels. Enjoy beautiful views of the coastline, the blue-glistening bays and the Mediterranean karst – a perfect mix of hiking and some lazy relaxation, topped off by Sardinia’s delicious cuisine and fine local wines.

Amalfi and Sorrento: Alta Via dei Monti Lattari 1
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Amalfi and Sorrento: Alta Via dei Monti Lattari

Country
Italy
Activity type
Self Guided Walking
Duration
5 days & 4 nights
Difficulty
Moderate
Accomodation
Comfortable
Availability
April - October

On this demanding but rewarding trek above the Amalfi Coast, Positano and Sorrento, you will discover the unspoiled beauty of the Lattari Mountains. You will walk through real mountain scenery, past amazing sheer drops, through chestnut forests and beautiful countryside with terraced lemon groves and vineyards.

Wine Trails and Walks in Beautiful Countryside

Chianti Wine Trails: Florence to Siena 73
Average rating:   0,  0 reviews

Chianti Wine Trails: Florence to Siena

Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
April - October

Follow the wine trails of Tuscany on foot through the wine region of Chianti, nestled between the beautiful cities of Florence and Siena. The rolling Chianti hills are carpeted with olive groves, vineyards and fields that have come from a Renaissance painting. First overnight is in Florence and last one is in Siena, but we strongly recommend that you spend some extra nights in both cities.

Medieval Umbria: Assisi to Spoleto 1
Average rating:   0,  0 reviews

Medieval Umbria: Assisi to Spoleto

Country
Italy
Activity type
Self Guided Walking
Duration
7 days & 6 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
April - October

The historic path from Assisi to Spoleto takes you in the footsteps of St. Francis through Umbria, the green heart of Italy. The villages you visit on the way have preserved their own identity and you will feel like the time has stood still for centuries. Last, but not least, this part of Italy is world-known for its exquisite cuisine and fine wines.

Trails of Italian Lakes: Como and Lugano 1
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Trails of Italian Lakes: Como and Lugano

Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
April - October

The Italian lakes of Como and Lugano will enchant you with the beauty of an entrancing landscape of water and mountains fused together in perfect harmony. This walking holiday in Lombardy will take you away from the crowded holiday centres on trails going through forested valleys, mountain tops and traditional villages still preserving their unique character.

Via Francigena: San Miniato to Buonconvento
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Via Francigena: San Miniato to Buonconvento

Country
Italy
Activity type
Self Guided Walking
Duration
9 days & 8 nights
Difficulty
Moderate
Accomodation
Comfortable
Availability
April - October

Via Francigena, the ancient pilgrimage trail from Canterbury to Rome, is getting increasingly popular for a reason. We offer you a walk that combines the famous towns and villages such as Siena and San Gimignano with beautiful hamlets such as San Miniato, allowing you to discover the very best of the Tuscan Via Francigena in a single trip.

Alpe-Adria Trail: Cividale del Friuli to Trieste 1
Average rating:   0,  0 reviews

Alpe-Adria Trail: Cividale del Friuli to Trieste

Country
Italy, Slovenia
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate to Strenuous
Accomodation
Comfortable
Availability
April - June, September - September

The amazing Alpe-Adria Trail runs from Carinthia in the Austrian Alps to the Adriatic Sea at a total length of 750 km. On this walking holiday you will take in the final section of the Alpe-Adria Trail. The tour offers enormous variety both culturally and naturally: starting with Castelmonte, through Cormons, Karst and Brda to the Habsburg city of Trieste.

Alpine Walks

Dolomites Walking Holiday
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Dolomites Walking Holiday

new
Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
June - September

Our Dolomites walking holiday will take you through three beautiful natural parks in the heart of the Dolomites, taking in mountain lakes, lush pastures, green forests and impressive scenery. You will start at lake Pragser Wildsee; high above Cortina d’Ampezzo, you will enjoy views of Dolomites’ most striking summits.

The Alpe-Adria Circuit 28
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The Alpe-Adria Circuit

Country
Austria, Italy, Slovenia
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate
Accomodation
Comfortable
Availability
June - September

Enjoy a unique circular itinerary in the Alps where the borders of Austria, Italy and Slovenia meet. Start from Villach in Austria, then follow the ridges of the Carnic Alps in Italy, cross the stunning Julian Alps and take in the landscapes of Triglav National Park in Slovenia, then reach Kranjska Gora and finish back in Villach.

Dolomites Alta Via Highlights 18
Average rating:   5,  1 reviews

Dolomites Alta Via Highlights

Country
Italy
Activity type
Self Guided Walking
Duration
7 days & 6 nights
Difficulty
Moderate
Accomodation
Comfortable
Availability
June - September

The Alta Via 1 route is known as the classical path revealing the iconic peaks of the Italian Dolomites, one of the most unique landscapes in Europe. Once a battleground, the region is now one of the most visited and accessible hiking destinations attracting adventure travellers from all over the world.

Alpe-Adria Trail: Kranjska Gora to Cividale del Friuli 1
Average rating:   5,  2 reviews

Alpe-Adria Trail: Kranjska Gora to Cividale del Friuli

Country
Italy, Slovenia
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate to Strenuous
Accomodation
Various
Availability
May - September

The Alpe-Adria Trail runs from the Austrian Alps to the Adriatic Sea at a total length of 750 km. On our Kranjska Gora to Cividale del Friuli itinerary, you will walk some of the most picturesque sections from the heart of the Slovenian Alps through the Soča Valley to the sunny wine country on the Italian side.

Across Tyrol: Innsbruck to Sterzing 37
Average rating:   0,  0 reviews

Across Tyrol: Innsbruck to Sterzing

Country
Austria, Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate to Strenuous
Accomodation
Comfortable
Availability
June - September

On this walking holiday you will traverse the Tyrolean Alps north to south, from Austrian Tyrol to South Tyrol (Alto Adige) in Italy. Following ancient pilgrimage and smuggler trails, you will pass by stunning glaciers and cross the valleys of Stubaital, Wipptal and Pflerschtal. During the walks you will enjoy the splendid views to the main range of the Alps.

Complete Tyrol: Garmisch to Sterzing
Average rating:   0,  0 reviews

Complete Tyrol: Garmisch to Sterzing

Country
Austria, Germany, Italy
Activity type
Self Guided Walking
Duration
14 days & 13 nights
Difficulty
Moderate to Strenuous
Accomodation
Various
Availability
June - September

On this epic 14-day trek you will traverse the entire Tyrolean Alps – from Garmisch Partenkirchen in Germany across Wetterstein and Karwendel massifs to Innsbruck in Austria and then reach South Tyrol (Alto Adige) in Italy. You will walk through impressive gorges and balcony trails; you will pass by stunning glaciers and cross the valleys of Stubaital, Wipptal and Pflerschtal.

Tour du Mont Blanc Highlights in Comfort, walking holidays in Swit`erland
Average rating:   5,  3 reviews

Tour du Mont Blanc Highlights in Comfort

popular
Country
France, Italy, Switzerland
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate
Accomodation
Comfortable
Availability
June - September

Our Tour du Mont Blanc Highlights in Comfort walking holiday will lead you from France to Italy and Switzerland, taking in the best sections of the Tour du Mont Blanc circuit while we transfer your main luggage. Overnights are in nice 3 or 4-star hotels and mountain lodges with private rooms on all nights. In the evenings, you will enjoy delicious French, Swiss and Italian meals.

Tour du Mont Blanc Highlights
Average rating:   5,  1 reviews

Tour du Mont Blanc Highlights

Country
France, Italy, Switzerland
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Moderate
Accomodation
Basic
Availability
June - September

On the Tour du Mont Blanc Highlights itinerary you will walk in the standard counter-clockwise direction and use lifts and public transport to skip some parts of the complete trail so that you can take in the very best sections of the Tour du Mont Blanc within 6 days of walking. In the evenings, you will enjoy delicious meals and overnights in traditional mountain huts.

Average rating:   0,  0 reviews

Dolomites Winter Walking

Country
Italy
Activity type
Self Guided Walking
Duration
8 days & 7 nights
Difficulty
Easy to Moderate
Accomodation
Comfortable
Availability
January - March

During this winter walking holiday in the Dolomites, you will walk in the snow-covered mountains of the Dolomites of Sesto and the iconic UNESCO-listed Three Peaks. The trip is going to take you through the valleys of Sesto and Braies, known for their amazing nature. The Dolomites winter walking tour goes through well-established ans safe routes and is suitable for both less experienced walkers and fit hikers.

Tour du Mont Blanc from Les Houches 1
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Tour du Mont Blanc from Les Houches

Country
France, Italy, Switzerland
Activity type
Self Guided Walking
Duration
12 days & 11 nights
Difficulty
Moderate to Strenuous
Accomodation
Various
Availability
June - September

On our Tour du Mont Blanc from Les Houches itinerary you will walk almost the full tour (skipping the asphalt sections). The tour takes 12 days (10 walking days) to complete. In the evenings, you will enjoy the camaraderie of fellow Mont Blanc hikers and take in simple but delicious meals and overnights in traditional mountain huts and small 2 and 3-star hotels.

Tour du Mont Blanc from Les Houches in Comfort
Average rating:   0,  0 reviews

Tour du Mont Blanc from Les Houches in Comfort

Country
France, Italy, Switzerland
Activity type
Self Guided Walking
Duration
12 days & 11 nights
Difficulty
Moderate to Strenuous
Accomodation
Comfortable
Availability
June - September

Walk the Tour du Mont Blanc from Les Houches through France, Italy and Switzerland, staying in comfortable private hotel rooms on most nights. The tour takes 12 days (10 walking days) to complete. It is the perfect Alpine trek for those who are seasoned trekkers but still prefer the comfort of hotel accommodation.

Where Do our Walking Holidays in Italy Take Place?

The Amalfi Coast

Some of our most popular Italy walking holidays take place on the Amalfi and Sorrentinian coasts. Hiking on the Amalfi Coast offers a stunning combination of sea, picturesque coastal towns and mountains, an abundance of both culture and nature. The landscape is varied and offers ever-changing views. It can be typically Mediterranean, intoxicating with its wild perfumed herbs, with myrtle shrubs, thyme, rosemary and mastic trees, or almost alpine with meadows and bare rocks.

The Ligurian Coast

Walking on the Ligurian coast,  known as Italia’s ‘Flower Riviera’, will enchant you with its unique coastal and forest trails. It stretches from the French border all the way to Tuscany and offers wooded slopes plunging towards the sea, where fishing villages of tall, sorbet-coloured houses nest in small bays and coves. Fish and seafood dominate the local cuisine, as do rare white wines such as Sciacchetrà.

The Dolomites

The Dolomites are a mountain range located in northeastern Italy. They form a part of the Southern Limestone Alps and extend from the River Adige in the west to the Piave Valley in the east. The northern and southern borders are defined by the Puster Valley and the Sugana Valley. Known for its endless sceneries of pastures surrounded by jagged peaks and vertical walls, the Dolomites will reveal you some unique landscapes. The Alta Via route is known as the classical path revealing the best sceneries and iconic peaks of the region, and each of its stages reveals areas of exceptional natural beauty, history and genuine local culture.

Sardinia

The island of Sardinia has long been known for its sandy beaches and clear sea and is immensely popular as a summer retreat. Only recently its many unspoilt natural and cultural treasures have gotten the right attention from nature lovers and walkers. It is still possible to wander its many spectacular trails, enjoying the peace of a real hiker’s paradise.

The Alpe Adria Trail

The Alpe Adria-Trail connects the three regions of Carinthia, Slovenia and Friuli-Venezia Giulia in a total of 43 stages and circa 750 km. On our Slovenian holidays you will walk along some of the best parts of the trail from the heart of the Slovenian Alps to the beautiful sunny wine region on the Italian border. You’ll cross a stunning mountain pass, and follow the emerald-green Soča River as it carves its way through the gorgeous Trenta Valley. You’ll trek the Italian-Slovene border along a mountain ridge, before descending into the Italian wine country.

The Alps

Our Tour du Mont Blanc itineraries will lead you from France to Italy and Switzerland, taking in the best sections of the Tour du Mont Blanc circuit.

Piedmont

Walking through the Langhe region, you will explore the varied landscape of the unmistakable line of rolling hills covered with vineyards as far as the eye can see. These are the lands where the world’s finest and most expensive wines are made and there are plenty of opportunities to sample some of them in the numerous wine stores all located in historic buildings along your route.

Umbria

The historic path from Assisi to Spoleto takes you in the footsteps of St. Francis through Umbria, the green heart of Italy. The villages you visit on the way have preserved their own identity and you will feel like the time has stood still for centuries.

Tuscany

Follow the wine trails of Tuscany on foot through the wine region of Chianti, nestled between the beautiful cities of Florence and Siena. Or take a walk that combines the famous towns and villages such as Siena and San Gimignano with beautiful hamlets such as San Miniato, allowing you to discover the very best of the Tuscan Via Francigena in a single trip.

List of our Self Guided Walking Holidays in Italy:

  1. Alta Via: Amalfi and Sorrento Coast to Coast

  2. Amalfi Coast and Mountains

  3. Amalfi Coast Highlights

  4. Amalfi Coast in Style

  5. Trails of Cinque Terre

  6. East Sardinia in Comfort

  7. Chianti Wine Trails: Florence to Siena

  8. Medieval Umbria: Assisi to Spoleto

  9. Trails of Italian Lakes: Como and Lugano

  10. Via Francigena: San Miniato to Buonconvento

  11. Alpe-Adria Trail: Kranjska Gora to Cividale del Friuli

  12. Alpe-Adria Trail: Cividale del Friuli to Trieste

  13. Across Tyrol: Innsbruck to Sterzing

  14. Complete Tyrol: Garmisch to Sterzing

  15. Dolomites Alta Via Highlights

  16. Dolomites Winter Walking

  17. Classic Tour du Mont Blanc Highlights

  18. Highlights of Tour du Mont Blanc in Comfort

  19. Complete Tour du Mont Blanc

  20. Complete Tour du Mont Blanc in Comfort


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