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Explore Puglia the Heel of Italy

9 nights from £1245.00

Cycling Trip Highlights

  • Traditional trulli, conical shaped stone houses
  • UNESCO World Heritage Sites
  • The best food in Italy
  • Whitewashed hill villages overlooking the Adriatic
Explore Puglia the Heel of Italy
9 nights from £1245.00
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WE LOVEPuglia's Food
Puglia is one of Europe’s great agricultural areas with its rolling hills and immense plains producing much of Italy’s wine and olive oil and most of the hard durum wheat used to make its pasta. Puglia’s food is simple but spectacular. Sample plates of orecchiette (“little ears”, after their shape), troccoli, cavatelli, stacchiodde, curti, gruessi and many more pastas you won't find elsewhere.
WE LOVETraditional Trulli
Nothing quite says Puglia like trulli. These stone houses with unique conical roofs have come to represent the region and they date back to the 14th century. They were built without mortar so that they could be dismantled quickly and thus avoid taxes on permanent residences. Hundreds of years later, trulli still dominate the Puglia landscape.

What's Included

Day By Day Explore Puglia the Heel of Italy

We can tailor make this trip for you
Day 1Arrival into Bari

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.

Day 2Cycling to Alberobello

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.

Total distance75km
Day 3Cycling to Monopoli

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.

Total distance50km
Day 4Cycling to Ostuni

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.

Total distance60km
Day 5Ostuni to Lecce (By bike or train)

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.

Total distance85km
Day 6Cycling to Otranto

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.

Total distance55km
Day 7Cycling to Leuca

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.

Total distance60km
Day 8Cycling to Gallipoli

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.

Total distance50km
Day 9Cycling to Lecce or stay in Gallipoli

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.

Day 10Departure

Today we will take you back to Bari airport for your return flight home.

Make an Enquiry

Make an Enquiry Call us on 0207 157-1519

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What to Expect

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.


10day holiday
Or tailor make your trip
60km avg
Expect to ride up to 60km per day

How's the Weather? in Puglia

The SpringMarch to May
Spring brings warm and sunny weather to Puglia, with plenty of sunny days and makes it an ideal season for cycling. In the beginning of May, f the Adriatic Sea starts to warm up again so you can enjoy some swimming during your holiday.
The SummerJune to August
The whitewashed towns and dazzling turquoise waters bring Puglia to life in summer. It's hot but your rides will finish at hotels with pools and beaches with golden sands. It's also a great time to enjoy a well earned gelato.
The AutumnSeptember to November
Autumn in Puglia can remain warm and it is an ideal season for cycling in Puglia. Sunny days and a temperate climate makes for the perfect cycling holiday.
The WinterDecember to February
Puglia enjoys a mild climate and so temperatures will fluctuate between 6-15 degrees. The air is fresh with not much rain so winter can still be a great time for escaping the cold weather of northern Europe.

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