Bari • Polignano a Mare • Alberobello • Cisternino • Ostuni • Lecce • Otranto
Twelve slow days across the heel of Italy — sea towns, trulli, masserie and baroque Lecce, guided by locals who grew up here.
Starting from $5590 PP + Air (based on double occupancy)
Request this tripThe itinerary
Begin your journey in Bari, a vibrant coastal city where historic streets and local life meet the Adriatic Sea.
Continue to Polignano a Mare, famous for its dramatic cliffs, crystal-clear waters, and iconic old town suspended above the sea.
Discover the heart of Puglia in the Itria Valley, one of the most authentic and picturesque regions in Southern Italy.
Explore Alberobello, home to the UNESCO-listed trulli, where guests will enjoy a unique overnight stay in a traditional trullo, offering an immersive experience in one of Italy's most iconic and charming accommodations.
Continue through Cisternino and Ostuni, the famous "White City," surrounded by olive groves, rolling countryside, and timeless rural landscapes.
Continue to Ostuni, the dazzling "White City."
During your stay, guests will enjoy a unique overnight experience in an authentic Puglian masseria, surrounded by centuries-old olive groves and the peaceful countryside of the Itria Valley, offering a true immersion into rural Italian life.
Then travel south to Lecce, the "Florence of the South," celebrated for its extraordinary Baroque architecture, artisan culture, and vibrant historic center.
Immerse yourself in the breathtaking southern tip of Puglia, where turquoise waters, dramatic coastlines, and historic seaside towns define the landscape.
Enjoy a full beach experience in Porto Cesareo, relax along the Ionian coast, and continue to Santa Maria di Leuca, where the Ionian and Adriatic seas meet in a spectacular natural setting.
Conclude your journey in Otranto, one of Italy's most beautiful coastal towns, with time to explore its historic center, seaside promenade, and crystal-clear waters at a relaxed pace.
Transfers toward Milan or Rome for guests wishing to continue exploring Italy can be arranged upon request.
Andiamo
Tell us who's coming, when you dream of going, and which corner of Italy is calling.
