This morning, you’ll head to the airport to catch a flight to Puglia. Upon arrival in Bari, meet your driver and continue to Ostuni, often called the “White City” for its whitewashed buildings set against the hillside.

In the afternoon, set out on a guided walking tour of the historic center. Begin at Piazza della Libertà, home to the town hall and the column of Sant’Oronzo, then continue into the old town along narrow streets lined with small shops and local cafés. Visit the Cathedral of Santa Maria Assunta, known for its detailed façade and large rose window.

Walk along the old defensive walls for views over the surrounding countryside before reaching one of the city’s historic gates.

Today is dedicated to the food traditions of Puglia. Begin with visits to local producers, including artisan bakeries and a working dairy. See how traditional Apulian bread is made, then continue to a farm where cheeses such as mozzarella, burrata, stracciatella, scamorza, and ricotta are produced. Learn about each stage of the process, from milk production to final preparation, with tastings along the way.

In the afternoon, visit Alberobello, a UNESCO World Heritage Site known for its distinctive trulli (whitewashed stone houses with conical roofs). On a guided walking tour, explore the districts of Rione Monti and Aia Piccola, where these structures line narrow streets. Your guide will explain their construction, history, and the meaning behind the symbols often seen on their roofs.

Visit Matera, a UNESCO World Heritage Site known for its ancient cave dwellings, the Sassi. On a guided walking tour, explore this unique landscape of stone houses carved into the hillside, along with key landmarks such as Palazzo Lanfranchi and the churches of San Pietro Caveoso and Santa Lucia alle Malve, known for its historic frescoes. Step inside a traditional Casa Grotta to see how families once lived in these cave homes, then continue through the Sasso Barisano district and along the ravine that defines the city’s layout.

The tour concludes in the historic center with visits to churches including St. Clare, St. Francesco d’Assisi, and the Romanesque cathedral overlooking the city.

Begin the day with an olive oil tasting at a traditional masseria, where you’ll learn about the production of extra virgin olive oil from harvest to pressing. Sample several varieties produced on-site, gaining a better understanding of flavor profiles and regional differences.

In the afternoon, head to Lecce for a guided food tour through its baroque streets. Walk through the historic center and a local market, where fresh produce and regional specialties reflect the area’s agricultural traditions. Along the way, stop to taste local favorites such as caffè leccese and pasticciotto, along with wine, olive oil, and other Salento specialties.

Explore the coastline of Polignano a Mare on a two-hour boat tour. Cruise beneath dramatic cliffs and into sea caves carved by the Adriatic, with views back toward the town’s skyline perched above the water. Weather permitting, there may be time to stop for a swim along the way.

After the boat excursion, enjoy time at leisure to explore Polignano a Mare. Walk through the historic center set atop the cliffs, with viewpoints overlooking the sea and narrow streets that reflect the town’s long history.

Your driver will meet you at your hotel and transfer you to the airport for your departure flight home.