• Visit two UNESCO World Heritage Sites
  • Explore Alberobello, famous for its trulli houses
  • Hike in the Regional Park of the Rupestrian Rock Churches
  • See the Stone Age cave dwellings of Sassi di Matera
  • Lunch with a family of shepherds in their traditional home

Join us on this new Walk in Italys most beautiful and undiscovered southern region, combining fresh air and open skies with history, elegance, fabulous food and delicious wine. We hike quiet trails through olive groves and vineyards and visit two UNESCO World Heritage Sites as well as picturesque seaside towns. See the famous trulli houses and spend two days in the town of Matera, whose inhabitants lived in caves carved out of a limestone promontory cut in two by a spectacular ravine. Of course it wouldn't be Italy without good food and wine and Puglia is home to some of Italys most interesting cuisine, from fresh seafood to an opulent array of antipasti.

Sunday Overnight: Hotel Patria Palace

Rendezvous at Brindisi airport for a transfer to our hotel in Lecce, a town named the Florence of the South for its magnificent baroque architecture. In the evening we meet for our Welcome Dinner and Introductory Talk.

Monday Overnight: Hotel Patria Palace

Transfer to Otranto and a walking tour of this fascinating coastal settlement dating back to the Classical era, including the ancient Roman Torre del Serpe watchtower. After lunch we have more time to explore Otranto before we return to Lecce for a guided tour of the town.

Tuesday Overnight: Hotel Il Palmento

We transfer from Lecce towards Ceglie Messapica from where we walk along the recently restored water conduit of the Sele River. This huge project was started in 1906 to bring fresh water to arid Puglia. After lunch in a local trattoria we continue walking along the aqueduct and transfer to our hotel in Alberobello.

Wednesday Overnight: Hotel Il Palmento

From the hotel we continue the walk along the aqueduct. Our lunch is served in a local farm dating back to the Middle Ages. Here we see a mozzarella cheese making demonstration. After lunch with a local guide, we explore Alberobello, a UNESCO World Heritage site, famous for its 1,500 trulli houses. Trulli are built of dry stones (no mortar) with pyramidal, domed or conical roofs.

Thursday Overnight: Hotel Sextantio

We walk in the Archeological and Naturalistic Park of the Rupestrian Rock Churches of Matera. These unique ancient cave churches are scattered over area of about 8,000 hectares encompassing a wealth of Neolithic settlements, fortified farms, and cisterns. After lunch a guide takes us on a visit of the town of Sassi di Matera in Basilicata, famous for its subterranean houses and a World Heritage Site. Many of the dwellings are little more than caves and some have been inhabited for 9,000 years. Matera has been used many times as a movie location, including Mel Gibson's The Passion of the Christ.

Friday Overnight: Hotel Sextantio

Our Walk starts from the hotel and takes us along the spectacular Gravina Canyon. After a gourmet lunch in the beautiful town of Montescaglioso we have a guided tour of the abbey and return to our hotel for our exquisite Farewell Dinner.


The Wayfarers transfer you to Bari airport and see you on your way.
"The Walk Leaders are excellent and always engaged with you"
Terrain: Firm ground, dirt tracks and contoured rocky paths. Some loose stones.
8-12 miles walking per day.


6 nights, 7 days from

(Single Supplement $595.00)
Our Wayfarers friends' Price is $4,395.00


From Sep 24 to Sep 30 (more dates)
Request booking
Arrival: Brindisi Airport
Departure: Bari Airport


Walk Classic
Puglia Stroppie Group September 2017 Map

Hotels - Where we stay

Hotel Patria Palace

Hotel Patria Palace

The Patria Palace brings back to life an 18th century aristocratic mansion, the D'Anna-Petrarolo Palace. Sumptuously refurbished by artists and craftsmen, the palace has been embellished with frescoes and Art Deco frills. The bedrooms, each with its own decor, are all personalized with frescoes painted by John Duggan. They are finely furnished and equipped with all services, comforts and modern technology. The bathrooms are built with precious marble. The Atenze restaurant offers fine dining with selected dishes from traditional Apulian, Mediterranean and Italian cuisines.

Hotel Il Palmento

Hotel Il Palmento

The Hotel Il Palmento offers the chance to stay in an old trullo, tastefully and imaginatively converted to provide luxury accommodation with ensuite facilities, telephone, satellite television, hairdryer, safe, mini-bar. The Palmento was part of an old enclosed village and its history as a group of buildings used to make wine is reflected in the titles of the charming suites, each named after a grape variety. The comfortable restaurant offers the delicious local specialties of Apulian cuisine in a relaxed atmosphere. Outside beautiful gardens surround the hotel.

Hotel Sextantio

Hotel Sextantio

Le Grotte della Civita is in the oldest part of the Sassi (the stone settlement), facing the spectacular Murgia park and its rock-hewn churches. Candlelit rooms with stand-alone bathtubs and a restaurant in a 13th-century church make up this extraordinary and romantic albergo diffuso cave hotel. Each of the 18 rooms is unique, converted from a cave in this cluster of prehistoric dwellings. Each room is different and lit candles bathe the stone with a golden glow (although there are discreet lamps too). Simplicity is the key, but there are power showers, luxury bathtubs, underfloor heating, hair dryers and free WiFi. Hotel breakfasts feature delicious home-baked cakes, handmade jams and herb-dusted cheeses and The Tasting Room, set in the ancient church hewn into the rock, is the place to eat by candlelight, enjoying local ingredients prepared using traditional methods.

Start planning your trip

What Is Included in the Price of My Vacation

  • Full-time services of two staff - a Walk Leader and Walk Manager
  • A backup vehicle for resting walkers and moving luggage
  • Comprehensive Travel Information Package and Reading List
  • Diverse itineraries with an emphasis on history, geography, culture, peoples, flora and fauna
  • Demonstrations, wine tasting, admissions to museums and historic sites
  • All ground transfers (ferries, cable cars, trains, etc.)
  • Maps and unique souvenirs to commemorate your trip
  • First-class accommodations with cultural and historical interest
  • All meals - with choices - (Special dietary requirements? No problem!)
  • Wine with dinner
  • On-trail snacks and refreshments
  • All gratuities at hotels and restaurants