Morning: Land at Brindisi Airport, collect your rental car and enjoy a quick coffee on Piazza Cavour while admiring the Roman Column and the bustling harbor.
Afternoon: Drive to the white‑washed hill town of Ostuni, wander its labyrinthine streets, and visit the stunning Cathedral of Ostuni overlooking the Adriatic.
Evening: Return to Brindisi for a seaside dinner at a trattoria on Lungomare Cristoforo Colombo, sampling fresh orecchiette and local fish.
Find HotelsMorning: Head north to Alberobello, the UNESCO town of trulli; explore the Trullo Sovrano museum and snap photos of the iconic conical roofs.
Afternoon: Continue to the dramatic cliffs of Polignano a Mare, dip your toes in the crystal‑clear sea and enjoy a gelato on the historic piazza.
Evening: Stroll through the charming streets of Monopoli, dine at a harbor restaurant, and watch the sunset over the Adriatic from the Porto Antico promenade.
Find HotelsMorning: Arrive in Lecce, often called the “Florence of the South”; marvel at the intricate façade of the Santa Croce Basilica and the Roman Amphitheatre.
Afternoon: Wander the elegant Piazza del Duomo, visit the Lecce Cathedral, and indulge in a tasting of the famed local pasticciotto.
Evening: Experience a lively aperitivo in the historic centre, then savor dinner at a traditional osteria featuring dishes flavored with extra‑virgin olive oil from nearby olive groves.
Find HotelsMorning: Drive to the picturesque town of Gallipoli; explore the old town’s narrow alleys and the impressive Gallipoli Castle perched on the sea.
Afternoon: Head east to the scenic seaside village of Otranto, visit the historic Otranto Cathedral with its mosaic floor, and relax on the sandy beaches of Alimini Bay.
Evening: Return to Brindisi, enjoy a farewell dinner near the port, and prepare for your departure the next morning.
Find HotelsIf you have extra time, consider adding a day trip to the UNESCO hilltop town of Matera or the sparkling beaches of Porto Cesareo. To shorten the itinerary, skip Monopoli and Otranto, focusing instead on Alberobello and Lecce, which still capture the essence of Puglia while reducing driving time.