DATES
Fri 1st October 2027
-
Fri 8th October 2027
8 days /7 nights
One of our most popular treks through the Trulli region of Southern Italy. A hike but also an immersion into the history and culture of this land. If you are like moving on to discover new places and to complete a trail then this is for you.
SUMMARY
Dates: Friday October 1st to Friday October 8th 2025 – 7 nights/8 days
We walk in the heel of Italy between Lecce and Matera. The walking is 2 Goats. The terrain is mostly gentle and there are minimal ascents and descents. The pace is relaxed and there will be lots of stops and visits along the way as you discover Puglia and this unique area rich with history and culture.
Guide: Local English speaking Italian female guide, Maria
Walking Grade: 2 Goats – prepare for full days out rich in cultural experiences which form part of your daily walks. We will have plenty of comfort breaks. The distance is approx 70 km going from south to north.
Highlights:
- The rich cultural experiences of the UNESCO heritage sites
- Staying in a Trullo in Alberobello and a Sassi (cave Hotel) in Matera
- Varied walking – along the coast, through olive groves, ravines and forests
- Experience of local produce with tastings and some bread making.
Base: We stay in four very special traditional hotels of the area as we walk to different locations to give you the best experience of this region. All our hotels are 3 or 4 stars.
- Lecce: Palazzo Bignami
- Matera: Sassi Hotel
- Alberobello: Trullidea Resort
- Ostuni: Hotel La Terra
Arrival: MEET UP IS AT 18.00 at Hotel Palazzo Bignami for the welcome with your guide and an evening meal together.
We will do a group transfer from Brindisi Airport to Lecce between 15.00 and 16.00 – it is the closest airport at only 20 minutes away.
We can arrange taxi’s for any arrivals at an extra costs of 48 euros from Brindisi and 109 euros from Bari ( 2 hours away) We connect women to travel together wherever possible. We will organise this for you.
Getting there: It is possible to travel from the UK by train going via Paris to Rome and on to Naples and onwards to Bari – if you have time. Last year someone enjoyed her journey from Naples to Lecce by FlixBus. Otherwise, the main airport is Bari or you can fly to the nearer airport of Brindisi.
Departure: Group transfer to Brindisi Airport leaves after breakfast at 11am to get you to the airport 11.30am. We recommend booking flights after 13.30.
We can arrange return taxi’s at times to suit you – this is an extra costs.
Price: £3,100 per person per holiday for this unique trip (this price is for solo occupancy in boutique hotels)
If you bring a partner/friend and share a room there is a discount of £300 per person. Total price £2,800 per person.
This is a small group holidays and this is limited to 10 women.
What’s included:
- 7 nights in ensuite solo occupancy room
- All breakfasts
- 7 evening meals
- Light lunch day 2 (drinks not included)
- Packed lunches day 3 and 5 (drinks not included)
- Bread making workshop and tasting in Matera
- Matera specialist guided tour, day 4
- Mozzarella tasting and dairy visit, day 6
- Tasting of farm products day 7
- Group transfers into and out of Bari Airport or Brindisi Airport
- All local travel required for our walks
- Luggage transportation hotel to hotel so you only need day packs
- Local experienced guide throughout your stay
- WalkingWomen support person
What’s not included:
- Meals not on the itinerary ( you are well fed and may not need other meals!)
- Drinks
- Entrance fees and tips
- Hotel tourist taxes which have to paid locally – expect 2-3 euros per person per night.
- Travel to Italy where the main airport is Bari or you can fly to the nearer airport of Brindisi.
This is the holiday for those wishing for an adventure discovering the most southern region of Italy. Experiencing the area with a local guide is not to be missed!
DETAILS

Our local partner Claudia tells us that walking is the best way to experience this region. You will meander along local paths, in olive groves, along an ancient aqueduct, and beside the Adriatic Sea. You see beautiful views, marvel at hidden places and experience the authentic Puglia.
You stay in Unesco towns, sleep in Trulli houses and cave hotels, taste local produce and learn about the history of this wonderful area.
ITINERARY
IMPORTANT: Due to organisational reasons, weather conditions or local conditions the itinerary may change. Our guide will brief you each day on the following days activities and inform if anything has to change. An adventurous, flexible spirit is helpful on this very special trek.
Day 1 Arrival in Lecce
Welcome to Lecce – a city that will surprise with its stunning Baroque style and the whiteness of its stones.
Welcome briefing and dinner in Lecce – arrive by 18:00 at the hotel.
Day 2 Lecce – Otranto – Lecce (9km, +100m -100m)
After breakfast, the group will take a private transfer (about 40min) to Otranto from where you will start your walk. You spend the first day in and around the most eastern city of Italy, which has always been a link between East and West.
You walk along the stunning coastline enjoying unspoiled landscapes until you see the most eastern tip of Italy: the fascinating Cape of Otranto. Here the currents of the two seas, Adriatic and Ionian, meet in an incredible scenery. You will see the now famous, abandoned bauxite quarry or Blue Lake for a breathtaking picture full of colours and strong feelings. Light lunch is included at a beach bar and there is an opportunity to swim for those interested.
Time permitting you can also explore Otranto and its stunning architecture or stay and relax on the beach.
Return to Lecce with private transfer (about 40min) for dinner and your overnight stay.
Day 3 The Park of Rock Churches (11km, +320m -320m)
After breakfast a private transfer (about 2hrs) will take you to the surroundings of Matera.
We hike down and up the ravine to Murgia Timone, the Natural Park Chiese Rupestri (Rock Churches) of Matera. Today’s route will take us along an enchanting panoramic trail, rich in nature and dotted with churches carved into the rocks of the hillside. As we get close to Matera we will have stunning views over the town and its Sassi (caves).
Overnight in a ‘cave hotel’ in the beautiful Matera.
Day 4 Matera
In the morning we will go to a bread workshop to learn more about this product that has always been a symbol of Matera. We will of course enjoy ‘a tasting’ of the homemade products. In the afternoon a private guided walking tour to learn more about this unique city and UNESCO heritage site (2hrs) that was considered to be the embarrassment of Italy just 40 years ago.
Second overnight in the beautiful Matera.
Day 5 Locorotondo – Alberobello (13km, +110m -140m)
After breakfast we take a private transfer (about 1hr) to the Itria Valley, an area known for its architectural and craft specialities.
Today we walk along the Greenway of Puglia Aqueduct, the longest aqueduct in Europe to Locorotondo. From Locorotondo a short train ride (15min) to Alberobello for overnight in a typical ‘Trullo’ house. You will think you are in a film set.
Day 6 Alberobello and its forest (6km, +100m -100m)
In the morning a circular walk in beautiful forest to explore 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. End the walk at a local diary for a visit and mozzarella tasting.
Private transfer back to Alberobello and time to explore some more. A second overnight in the fairytale Alberobello.
Day 7 Ostuni and the Natural Park Dune Costiere (12km, +230m -110m)
After breakfast we take a private transfer (about 1hr) to an old farmhouse in the Natural Park Dune Costiere, the starting point of today’s walk.
You will hike through fields and alongside olive groves: here the soil is rich and fertile, and each season is able to give an incredible variety of crops. After a short tasting menu (lunch) in a small family-run farm you will continue up the hills, through the forest, climbing slowly towards Ostuni and its hilltop white old town.
Farewell dinner and overnight in Ostuni, the “White City”.
Day 8 Ostuni
After breakfast free time. Group transfer to the airport. Book your flights after 14:00.
CALL 01784 664063 – EMAIL CONTACTUS@WALKINGWOMEN.COM
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