Whether you've always wanted to witness the dramatic coastlines of the Amalfi Coast, discover the tranquil countryside in Puglia or experience one of the wildest islands in the Mediterranean on a trip to Sardinia, our guided walking holidays in Italy offer something for every adventure seeker.
Our guided walking holidays in Italy can take you to the Bay of Naples or Sardinia, where we have twin centre and single centre holidays available. If you'd prefer a hotel-to-hotel guided walking holiday, we also have a range of trips available in the Dolomites and Sicily.
At Headwater, our guided walking tours in Italy are perfect for those individuals who are looking to explore the country with a small group of like-minded people. Led by locally-based, English-speaking, expert walking guides, you can rest assured knowing that you are in good hands - and you can ask all the questions you like!
Or perhaps you would like to explore some of these idyllic destinations on your own? If so, we also have a wide range of self-guided walking holidays to choose from. During one of our self-guided trips, you'll be able to dive straight into discovering the magnificent sights, while benefiting from greater flexibility to your schedule.
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'.
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.
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!
Striking active volcanoes, black beaches, thermal springs and a stunning cobalt sea make the Aeolian Islands a unique must-see destination. Exploring the varied landscape by boat and on foot is without doubt the best way to take in the natural beauty and contrasts of this part of Sicily.
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.
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.