Arrive into Bari airport and we will provide you with a private transfer to the beautiful UNESCO World Heritage Site of Matera. Check in, unwind and relax.
Today you will ride from Matera to Alberobello. The town of Alberobello is famous for its traditional ‘trulli’, small conical shaped stone buildings dating back hundreds of years. Originally trulli were constructed without the use of cement meaning they were exempt from tax as they were deemed temporary structures. The oldest trulli you will see were constructed in the 14th century so they have lasted quite well considering they were temporary.
Today’s ride sees you cycle from Alberobello to the Adriatic town of Monopoli. Enjoy the Paese Vecchio, the typically whitewashed buildings, as well as Roman alleyways leading to ancient squares where you can sip espresso with the locals.
Today you will ride from one whitewashed old town in Monopoli to another, in Ostuni. The old town of Ostuni, perched over the sea, goes back to Roman times. The cobbled paving from the city square banks sharply as you make your way up to the ancient cathedral and the best gelateria in the town. From there, you can head back out of town right down to the coast or even organise a day on a sailing boat from the small harbour.
Today you can choose to have the day off and get the train from Ostuni to Lecce, or cycle the 85kms to Lecce. Lecce is one of the bigger towns you will visit and you will notice the countryside giving way as you get close to Lecce. Often known as the ‘Florence of the South’, the Piazza del Duomo is one of the best places to watch the world go by.
Today you will ride to Ortranto, the closest point Italy has with Albania across the water. The town is quite quiet but the beaches are buzzing with locals enjoying the crystal blue waters of the Adriatic. Take some time to hit the beach in the afternoon or visit the incredible cathedral where the macabre sight of the bones of the martyrs is displayed to commemorate the 1480 Turkish massacre as well as the medieval floor mosaic.
Today you will ride to the bottom tip of Italy and visit Leuca. Your ride will take you to the famous Leuca lighthouse and the Basilica which stands alongside it, built to commemorate St Peter’s travels from Leuca.
Today you will ride back up to the Ionian coast and visit the old town of Gallipoli. New makes way for old as you cycle through across the bridge to the old town which stands alone in the Ionian sea. This beautiful town dates back, as legend has it, to the ancient Greek empire but centuries of conflict means you can see Roman, Greek, Turkish and even Norman influences.
Today you have the choice of staying an extra night in Gallipoli to enjoy the old town or if you prefer, you can ride back to Lecce. Please also feel free to shorten or extend you trip by asking our cycling experience team. Remember our trip can be tailored to your requirements.
Today we will take you back to Bari airport for your return flight home.
The heel of Italy’s ‘boot’ is known for its whitewashed hill towns, centuries-old farmland and hundreds of kilometres of Mediterranean and Adriatic coastline. The terrain is mainly flat and lends itself perfectly to a cycling holiday allowing you to easily explore this beautiful region.