Guided walks in Italy

Whether you want to see the spectacular Amalfi Coast, discover the tranquil countryside in Puglia or experience the rugged landscape of Sardinia, our guided walking holidays in Italy are the perfect way to enjoy la dolce vita.

You can experience the very best of the country on foot. Our guided walking tours in Italy allow you to sample delicious local cuisine, connect with the great outdoors and soak up the local culture as you walk each spectacular trail.

One of our local experts will be there to guide you throughout your trip, taking you to popular tourist hotspots and hidden gems that are sure to impress. Take a look at our guided walks in Italy below to start planning your trip.

Where can I go on guided walking holidays in Italy?

There are many fantastic destinations to explore across Italy, from the spectacular Amalfi Coast to the Dolomites. Here are some of the beautiful places you can visit during our guided walking holidays in Italy.

Amalfi Coast

Renowned for its dramatic coastline, sparkling waters and picture-perfect towns, the Amalfi Coast is a must-visit for those wanting to experience the best of Italy. Head to the charming towns of Positano, Amalfi and Ravello to wander the narrow streets. Immerse yourself in the historic remains of Pompeii and see the iconic Mount Vesuvius. You'll also have the opportunity to walk one of the most famous trails in the world: the Path of the Gods, which offers unrivalled views over the Bay of Naples.

Sardinia

Situated off the west coast of Italy, Sardinia is a large island known for its beautiful beaches, magnificent coastline and spectacular mountains. There are plenty of fantastic hikes to enjoy here, taking you through picturesque gorges with incredible sea views. As you explore Sardinia on foot, you can discover archaeological sites, relax on the beach or go wine tasting at a local vineyard.

The Dolomites

The Dolomites are a breathtaking mountain range in the northern Italian Alps. This UNESCO World Heritage site has spectacular scenery at every turn, with incredible limestone peaks, deep valleys and rich forests as far as the eye can see.

After exploring at altitude, head to the foothills to discover the ancient vineyards that line the slopes. Sip prosecco, sample local delicacies and explore quaint villages on foot.

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Walking in Puglia & Matera
Italy: Puglia

Walking in Puglia & Matera

This guided walking holiday explores the fascinating region of Puglia taking in the UNESCO towns of Matera and Alberobello and the 'white city' of Ostuni. Walk over rolling hills, through ancient olive groves and past vineyards overlooking the coast.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07PG
  • Holiday typeGuided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1840per person, tour only

  • 12 Reviews
  • All breakfasts, two dinners, one wine and produce tasting All accommodation Tour leader throughout Group arrival and departure transfers available
Walking in Sardinia
Italy: Sardinia

Walking in Sardinia

A 7-night guided tour exploring Sardinia's stark beauty: crystal clear waters, golden beaches, rocky mountains and undulating limestone ridges. Delicious local cuisine and wines too!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07SN
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2025per person, tour only

  • 1 Reviews
  • All breakfasts, five picnic lunches, one wine tasting and five dinners All accommodation (see accommodation section) All transport and listed activities Tour leader throughout
Walk The Prosecco Hills & Hidden Venice
Italy: Veneto

Walk The Prosecco Hills & Hidden Venice

Based in the heart of the 'Prosecco Road', we spend a week walking through picturesque rolling hills and sampling the area's delicious cuisine and authentic bubbles.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07VN
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$1740per person, tour only

  • 5 Reviews
  • All breakfasts, four lunches, two dinners and two wine tastings All accommodation
Walking the Amalfi Coast
Italy: The Bay of Naples

Walking the Amalfi Coast

The Amalfi Coast is one of the most dramatic coastlines in Europe. Walking the ancient hillsides studded with lemon groves and framed by deep gorges, we descend to the quaint towns of Positano, Ravello and of course Amalfi itself. We visit the remains of Pompeii under the imposing volcanic cone of Mount Vesuvius and also tackle the world's best coastal walk: the 'Walk of the Gods'.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07AC
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2100per person, tour only

  • 4 Reviews
  • All breakfasts, four packed lunches, and six dinners All accommodation All transport and listed activities
Classic Dolomites - Premium
Italy: The Dolomites

Classic Dolomites - Premium

Guided trekking through the Italian Dolomites. We enjoy an excellent choice of routes with the opportunity to relax in comfort at the end of a day's walking. During the week, we venture into the Fanes-Sennes and Dolomiti di Sesto National Parks for great views of the Tre Cime di Lavaredo.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07DV
  • Holiday typeGuided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2925per person, tour only

  • 1 Reviews
  • All breakfasts, five lunches, five dinners, one of which will be an authentic Tyrolean gourmet dinner All accommodation All transport and listed activities Tour leader throughout Tips for local staff

    Guided Walking Holidays in Italy

    Overall customer rating, based on 23 reviews

Frequently asked questions

Is a guided walking holiday in Italy right for me?

Our guided walks in Italy are ideal for those who would like to experience spectacular cities, gorgeous beaches, soaring mountains and stunning countryside – all on foot. If you enjoy socialising and connecting with others, our tours may be the right choice as you'll explore with a small group of like-minded people.

An English-speaking local expert will lead your walk and share their knowledge of the area with you. You can rest assured that you will be in good hands – and you can ask all the questions you like!

Plus, each itinerary has been expertly crafted to give you the best experience possible. This means less time spent doing your own research and more time looking forward to your holiday.

If you'd rather explore these idyllic destinations on your own, we have a wide range of self-guided walking holidays to choose from. During one of these trips, you'll be able to dive straight into discovering the magnificent sights while benefiting from a flexible schedule.

How difficult are guided walks in Italy?

We have a range of guided walking tours in Italy that are given a boot rating between 1 and 4 to give you an idea of the fitness level required.

If a holiday has a rating of 1, it means that routes are typically gentle and suitable for occasional walkers. Those with a rating of 4 require a high level of fitness and walking ability, with longer days and higher ascents to navigate.

Before booking, check out the full rating explainer to see which of our guided walks in Italy will be right for you.

What should I expect from guided walking tours in Italy?

You'll never run out of things to do, delicious dishes to taste and sights to see during our guided walks in Italy. Here are just some of the things you can expect from your holiday:

  • Led by an experienced local guide throughout
  • An expertly crafted itinerary with walking trails and activities
  • High-quality hotel accommodation booked by us
  • Daily luggage transfers if applicable and 24/7 support
  • To socialise with a group of like-minded travellers
  • To immerse yourself in culture, history and incredible landscapes

Keen to find out more? Click on the appropriate 'View Holiday' button for full details of each trip or take a look at our Italy page.

What do I need to pack for my guided walk in Italy?

Firstly, you'll need practical hiking gear that will keep you comfortable during your adventure. This includes walking boots, waterproofs and a range of lightweight, breathable layers. You should also pack a water bottle or water bladder so you can stay hydrated.

Don’t forget to bring items to protect you from the sun, such as a hat, sunglasses and sunscreen. Beachwear is also a good idea if you're keen to enjoy dips in the sea, as well as a towel and appropriate footwear.

What to wear on guided walking holidays in Italy?

What you wear will depend on where you're visiting and the time of year. The summer can be hot, particularly in Sardinia, Puglia and the Amalfi Coast. If you’re exploring when it's warm, we advise wearing a hat, sunglasses, breathable clothing, and sunscreen.

Temperatures are cooler across Italy during the winter months, so we recommend bringing lightweight layers with you. Whatever month you choose to explore, it's important to wear comfortable boots that will support you when walking long distances.

Why choose Headwater for guided walking holidays in Italy?

We have nearly 40 years' experience of crafting unforgettable holidays that take you to the most magnificent parts of the world. Here are some of the reasons you can trust us to provide the best guided walks in Italy:

  • Happy travellers: Our customers are delighted with our service, giving us a great rating on Feefo.
  • Expertly crafted itineraries: We hand-pick all parts of your trip to ensure you have the best experience possible.
  • Flight bookings: We can organise your travel arrangements for you, so you can relax and look forward to your holiday.
  • ABTA and ATOL protection: You'll have peace of mind that your guided walking tour in Italy is fully protected. Find out more about your key rights when booking with us.
  • Award winners: We're proud to have won awards for our amazing trips, including 'Best Travel Company to Central & Western Europe' at the British Travel Awards.
  • Sustainable travel: We operate in line with our People, Places and Planet plan and are committed to our tours being Nature Positive – giving back more to the planet than they take.
  • Supporting communities: The Exodus Travels Foundation supports various projects around the world, ensuring we have a positive impact on the places we visit.

Why not make long-lasting memories on one of our guided walking holidays in Italy? If you're keen to plan your trip and have any questions, get in touch and our experienced team will be able to help.