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Benvenuto! Welcome to Puglia – the heel of Italy’s boot. Your adventure kicks off in the coastal city of Bari, where you’ll be met at the airport and transferred to your hotel. You’ll have a welcome meeting at 6 pm tonight to meet your local leader and fellow travellers joining you on your adventure. If you arrive early, why not wander the mazelike Old Town or see the 11th-century Basilica di San Nicola – a key pilgrimage site that holds some of St. Nicholas’ remains. You could also pop into a local cornetteria for a decadent Italian croissant. After your meeting, get to know your group over an included dinner, where your local leader will introduce you to Puglia’s cuisine.

Leave the coastline behind as you travel inland by private vehicle to the little town of Alberobello. Set among a tranquil landscape of olive groves, the town is famed for its unique beehive-shaped trulli (dwellings built from limestone in the 14th century). While the origins of the buildings are unclear, one theory suggests the houses were created to be easily dismantled in a feudal tax evasion scheme. Whatever their purpose, the buildings make the Apulia region unlike anywhere else in the world. Join a local guide for an insider’s look at the town, wandering through the Old Town quarter of Rione Monti, dotted with thousands of trulli, and Rione Aia Piccola. Your guide will point out the different shapes of spires and the religious symbols adorning the roofs. Finally, see the Church de Sant’Antonio – a huge cathedral built in the trulli style. You’ll then visit Polignano a Mare to explore another gorgeous coastal town popular for its beaches, rugged cliffside dwellings and bright turquoise waters. Upon returning to Bari in the late afternoon, your tour leader will take you on an orientation walk to help you get your bearings in the city. Discover key landmarks, local eateries, and hidden spots you may want to explore during your free evening. The rest of the night is yours to enjoy — perhaps try a classic orecchiette pasta in Bari Vecchia or join the locals for a “passeggiata” along the seafront promenade.

This morning, visit a local olive oil producer on a farm that’s been active since Roman times. You’ll learn how production techniques have changed over the centuries, taste some of the olive oil for yourself and enjoy an included lunch of regional favourites. Then, visit the small city of Ostuni and explore its whitewashed streets flanked with Gothic, Romanesque and Byzantine buildings. From here, travel to the quiet town of Nardo and join an expert local guide for a walking tour through the Old Town, where there are more than a dozen grand palazzos. Tonight, settle into your Feature Stay accommodation – three 13th century Baronial Palaces, once home to aristocracy from the Kingdom of Naples, which have been converted into a hotel by a local architect. Spend the evening exploring the palaces and grounds that feature artwork and sculptures by local artists. In Palazzo Mignano, you’ll find an excellent on-site restaurant offering Salento dishes and a panoramic view from the terrace.

Before breakfast, you may like to take a walk through your Feature Stay’s historic ‘secret garden’ where it seems as if figures from days gone by could walk around the corner at any minute. Today head to the beautiful city of Lecce. With its ornate baroque buildings, lively university and ancient Roman ruins, Lecce’s narrow streets are a delight to explore. Let a local guide show you hidden corners and share the city’s history with you this morning. You’ll also have some free time to explore this historic city on your own before heading back to Nardo. Later this afternoon, join your group for a cooking class on traditional Puglia regional cuisine.

Enjoy a final morning at your Feature Stay hotel, sitting back with a coffee and soaking up the scenery. Then, it’s time to say goodbye and travel to Matera – an ancient city on a rocky outcrop. Along the way, stop at a local winery for some wine tasting and lunch before continuing to Matera. Matera is believed to be the third-longest continuously inhabited human settlement in the world. You’ll be exploring the city’s famous sassi houses in depth tomorrow, so this evening why not take a walk around Matera to discover its churches, traditional restaurants and thousands of years of human history.

Today, dive into Matera’s Old Town, made famous by sassi – more than 3000 stone houses formed from natural grottoes and tufo cliffs, some dating back as far as the 8th century. Join a local guide who will lead you through a labyrinth of staircases and alleyways that cut their way through limestone ravines, dipping in and out of ancient sassi houses as you go. Up until the late 1950s, the sassi were considered the ‘Shame of Italy’ due to the gruelling living conditions and poverty suffered by those who lived here – a result of the city’s rapid population growth. The Italian government intervened, and 15,000 inhabitants were forcibly relocated. Today, the sassi are undergoing extensive restoration, with some dwellings featuring exhibits that recreate inhabited caves. You’ll also visit an ancient underground neighbourhood, made up of houses, streets, cisterns and churches.

Begin the day by driving to the storied town of Pompeii, home to one of Europe’s most well-known archaeological sites – the ruins of Pompeii, caused by the eruption of Mt Vesuvius in 79 AD. Join a local guide to discover the remains of this once thriving Roman trading centre. After the eruption, the city was covered in a layer of ash and remained undisturbed until the 18th century, when the ruins were rediscovered. Walk among well-preserved villas, temples, theatres, markets and chariot-marked streets as your expert guide helps you to imagine what life here once looked like. You can also visit the Roman Forum and basilica, temples, public baths, and the tiny Odeon created for music recitals. Later in the day, travel to the buzzing city of Naples where you’ll join your group for a final dinner and a chance to look back on all you’ve seen on your journey.

Your adventure comes to an end after breakfast this morning. If you would like to spend more time discovering Naples, just get in touch ahead of time to arrange additional accommodation.