Guided group walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Flights
available
Operated by
Exodus Travels
Printed route
directions
The heel of Italy’s boot, formed of the Puglia and Basilicata regions, offers trails through olive groves and towns seemingly plucked from a storybook – ideal for a culture-packed walking adventure. This trip begins among the fairytale trulli houses of Alberobello and continues to the highlights of the region: the Itria Valley hills; the white city of Ostuni; and the cave town of Matera − 10,000 years old with a spectacular ravine-edge location.
This walking trip starts in Alberobello, a town almost entirely formed of trulli, fairytale-like dwellings with conical grey-stone roofs. The origin of these UNESCO-protected limestone houses is obscure; however, local farmers claim they were originally built to evade taxes. When the tax inspectors were nearby, the dry-stone walls could easily be dismantled by removing the keystone above the door, and quickly rebuilt after the inspection. Starting at the hotel, we have an aperitif upon arrival before a group dinner, where we can get to know each other a little better. Accommodation: Hotel Ramapendula (or similar)
We start with a walk to Locorotondo. Sitting on a hilltop, our destination is among the most beautiful villages in Italy and renowned for the white wine produced at Cantina Sociale, the local winery. Following narrow country lanes, we walk over the Itria Valley hills, which are dotted with olive trees, vineyards and trulli. Once in Locorotondo, enjoy free time to explore – the Church of San Giorgio Martire, in the heart of the historic centre, is a masterpiece of Apulian baroque. At the end of the day, we take a short train or bus ride back to Alberobello. Accommodation: Hotel Ramapendula (or similar)
In the morning, we take a private transfer to the whitewashed hilltop city of Ostuni. After free time, in which you can visit viewpoints and centuries-old churches, we explore the surrounding countryside on foot, walking through ancient olive groves and vineyards overlooking the Adriatic. Along the way, we stop at Agnano Archaeological Park, where we walk a winding path to see church ruins and the bones of a lady within a cave. This evening, we have a delicious dinner and stay either in a beautiful masseria – a renovated farmhouse typical of the Apulian region – or in a three-star hotel in the historic centre of Ostuni. Accommodation: Masseria Morrone or Hotel La Terra (or similar)
Today is free to discover the many jewels of this beautiful region. We recommend a day trip to the beautiful baroque city of Lecce, known as the Florence of the South, and home to more than 40 churches and countless palaces, plus a Roman amphitheatre. Alternatively, travel to Bari to explore the historic centre. Aside from the many beautiful old buildings, it is home to the Strada delle Orecchiette, where you can see local women create and sell the ear-shaped pasta, orecchiette. Both destinations are reachable by train from Ostuni. In the evening, we regroup for a delicious dinner. Accommodation: Masseria Morrone or Hotel La Terra (or similar)
This morning, we take the train to the stylish seaside town of Polignano a Mare, which is raised above the Adriatic on a limestone cliff. We first walk along the coast for beautiful sea views before exploring the historic centre, where alleys wind among white houses and lead to terraces with more views over the Adriatic. In the afternoon, we transfer to the cave town of Matera, which is thought to have been inhabited for around 10,000 years, making it one of the oldest towns in the world. James Bond fans may recognise it as the scenic background for a thrilling car chase in No Time to Die (2021), while scenes for Wonder Woman (2017) and The Passion of the Christ (2004) were also shot here. Its crumbling beauty is undoubtedly a lure for film directors and location scouts, but it’s the ancient Sassi districts, formed of ancient cave dwellings dug into the limestone, that are the true star here. Our hotel is in the middle of the sassi; after check-in, we enjoy our first glimpse of the enchanting alleys and unique architecture of this troglodyte town. Accommodation: Hotel Sassi or Fra I Sassi Residence (or similar)
Today we explore Matera and further afield, walking sections of the Cammino Materano – a hiking trail linking Matera and Brindisi. After a hearty breakfast, we set off from our hotel and cross two of the Sassi’s historic quarters: the Civita, dominated by the duomo (cathedral), and the Caveoso with its caves. We head towards the ridge of Matera’s ravine and continue along a route characterised by Mediterranean scrub and cave complexes dating to the 11th century. We continue the walk surrounded by olive groves and arable land until we reach Serra Pizzuta forest. We return by public bus to our hotel. Accommodation: Hotel Sassi or Fra I Sassi Residence (or similar)
Today we enjoy a short hike to the Murgia plateau, a vast protected area home to more than 150 Rupestrian churches dating to the eighth century, adorned with Byzantine frescoes and once inhabited by hermits. We hike to the top of the ravine, following a pathway that ends with a spectacular view of the Sassi district. In the afternoon, we walk back to Matera for a guided tour. Accompanied by a knowledgeable local guide, we wander the narrow alleys of the cave-dwelling district and learn about the history of this fascinating place. Back in Matera, we enjoy a delicious produce and wine tasting in the historic centre and the rest of the day is free to discover the city independently. Accommodation: Hotel Sassi or Fra I Sassi Residence (or similar)
The trip ends in Matera after breakfast. If you’d like to explore this wonderful destination a little longer, speak to your sales representative about extending your stay.
These tour only prices are based on two people sharing. Single supplement from £335.
We can book your flights, protected by ATOL and ABTA. Please ask at time of enquiry.
If you choose a flight inclusive package with us, you will fly into your destination with onward rail and road transfers as appropriate. To find out more about the travel options available call our sales team on 01606 720199 or email sales@headwater.com
We hold an ATOL License and are fully ABTA bonded, so you can book your flights with us in confidence. We can book most airlines and will advise you of your most convenient airport and flight options.
Flight prices vary massively and change quickly. At Headwater we will sell you your flights at the same price you can buy them yourself. We simply add £35 per person to cover your flight protection, to learn more please click here.
Subject to availability and dependent on service provider, please ask at time of enquiry and book early to avoid disappointment. *Unfortunately, due to the airline themselves we are unable to book Ryanair.
Guided group walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Flights
available
Operated by
Exodus Travels
Printed route
directions