Beautiful South: Sassi, Trulli and Baroque

This 8 day, 7 night trek crosses the ancient lands of Terra d'Otranto and Terra di Bari, beyond the boundaries between Basilicata and Puglia.

During your week you will walk from Matera to Otranto, visiting and staying in small towns like Alberobello, Ostuni and Lecce.  

The itinerary includes some of the most beautiful paths of these territories, as well as two Unesco towns and some villages where you can admire the wonderful presence of the Adriatic Sea that meets the Ionian Sea in the easternmost point of Italy, just south of Otranto.  

The tour is self guided and runs every day from 1st January  - 31st December.

Itinerary & prices - see below

Getting here

We can arrange airport transfers from Brindisi

  • Day 1: Welcome to Matera

    Individual arrival to Matera and welcome to the City of Rocks.

    Matera is a UNESCO site and has been since 1991.  It is also the next European Capital of Culture 2019.  

    Matera is one of the most interesting, unusual and memorable tourist destinations in Italy. In the remote southern region of Basilicata (also called Lucania), still little-visited by foreign travellers, it is a town famous for its extensive cave-dwelling districts, the sassi. Curious visitors can stay in caves, wander the lanes alongside the picturesque cave-filled cliffs, and learn the history of this fascinating place.

  • Day 2: Matera and the Park of Rock Churches - 7km

    After breakfast there is a short but careful introduction to the history of Sassi and a walking guided visit of Matera by a professional tourist guide.

    Then you will begin your hiking week going down and up the Gravina (ravine) and coming up to Murgia Timone, inside the Natural Park of the Rock Churches of Matera.  Today's route takes you along the enchanting panoramic trail rich in naturalistic and stunning views over the Sassi.  

    The best way to explore the neighbourhoods Sasso Barisano and Sasso Caveoso is on foot, roaming through the labyrinth of narrow alleyways, up and down uneven stone staircases, discovering dead ends and tiny courtyards adorned with flower pots, cave churches and expansive views of the sassi.

  • Day 3: Matera - Apuila Aqueduct - Locorotondo - Alberobello - 14km

    Today starts with a private transfer to the Itria Valley, a territory that tries to keep it's ancient balance between man and nature.  In the heart of Puglia, the towns of Martina Franca, Locorotondo and Cisternino are the last eastern edge of the Murgia.  

    Today, the path will take you to the village of Locorotondo along the longest aqueduct in Europe.  After a recommended tour of the town you will travel by local transportation (either train or bus) to Alberobello for overnight in the characteristic Trulli houses. 

  • Day 4: Alberobello - Martina Franca - 17km

    Today's walk will start from Alberobello and head southwards along country roads and short stretches of gently sloping paths.  One of the most beautiful views along the way is the Bosco Selva, the 'green heart' of the area and a rare example of the vast oak forest that once covered the entire surrounding area.

    Continuing towards Martina Franca, among the high dry stone walls typical of this area and the wide pastures that preserve ancient Trulli, you will climb to Monte San Martino to reach the elegant old town.  

    You will return to Alberobello by train for an overnight. 

  • Day 5: Alberobello - Natural Park Dune Costiere - Ostuni - 8km

    Leaving the capital of Trulli you will head straight for the Natural Park Dune Costiere where you can taste their products and see firsthand where local restaurant products are grown.

    Then you will cross the hills climbing slowly towards the ancient village of La Terra - the highest hill and most characteristic of Ostuni.

    For those willing, you can also try a detour to the Sanctuary of San Biagio - the most complete rock settlement of Ostuni.

  • Day6: Ostuni - National Park Dune Costiere - Lecce - 7km

    After breakfast today there is a short walk almost entirely on dirt tracks and downhill towards the sea which will take you back to the edge of the Regional Natural Park Dune Costiere.  This protected area stretches from the coast inland and is occupied by fortified fams and centuries old olive groves.  

    In an old farmhouse you will taste the extra olive virgin oil made from the monumental olive trees, visit the underground oil mill from Roman times and the small church dating back to 1700.

    A private transfer will see you back in Lecce where you will have time for a visit to the capital of Salento Baroque.

  • Day 7: Lecce - Otranto - Lecce - 8km

    After breakfast you will take the train or bus to Otranto.  You will spend the day in around this town.

    We would recommend you visit the Cathedral with it's impressive mosaic of Pantaleone and the Castle.


  • Day 8: Individual departure

    After breakfast, individual departure home.

    See the prices - prices shown per adult.

There is nothing available. Please contact us for an enquiry.
  • Holidays Insurance

    Compulsory when traveling - ensure you have travel insurance ...there are many policies available and many search options to find policies - see our multi-activity policy that covers our activities

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  • Meet & greet

    Meet & greet No need to struggle with heavy luggage or equipment and no need to take a shuttle bus - Simply drive to the terminal forecourt where you will be met by a uniformed driver who will take all the stress away from you.

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What we like

  • A truly memorable walking holiday

What's included

Prices are per person and based on a shared room.


  • 7 nights accommodation with breakfast
  • Matera walking guided visit on Day 2
  • Private and public transfers mentioned in the programme
  • Luggage transportation hotel to hotel
  • Tasting and visit on Day 4, 5 and 6
  • Description and information material
  • 24 hour telephone assistance

Other things to consider

Do also make sure you budget for:

  • Meals and drinks
  • Entrance fees and tips
  • Hotel tourist taxes
  • Insurance


  • Self guided hiking tour
  • Overnight accommodation and breakfast included
  • Natural Park Dune Costiere
  • Tasting the extra virgin olive oil produced locally
  • A guided walk by a professional tourist guide of Matera 

Technical data

  • The tour is suitable for anyone with a minimum of training. The length of a walking day ranges from a minimum of 7 to a maximum of 17km, with almost undemanding unevenness and travel times between 2.5 and 4 hours.
  • The tours wind mainly through dirt paths and country lanes; rarely, and only when strictly necessary, on busy roads.
  • We recommend to wear comfortable walking shoes, better if trekking boots, and to bring with you a hat, drinking water, sun cream, swimming suite and a waterproof jacket in case of rain.

Accommodation and meals

  • En suite rooms in 3  star Hotels, Trulli house in Alberobello, beautiful B&B in Lecce.
  • 7 breakfasts included. All other meals are not included.

Holiday insurance

Holiday insurance is a requirement when booking our holidays

If you have a policy in place - that's great - if not the policy on our site is available from MPI  This covers all the key areas.

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