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This trip is Self Guided allowing you to discover the area and explore on your own but we can arrange guiding if you prefer.
This trip is ideal for Cycling Breaks with Friends and Seasoned Cyclists.
British Cycling say: Don’t let the breeze disguise the heat. Check out our advice on cycling in the heat. 

Tailor-Made Experiences

We can tailor this trip to meet your requirements. If you are looking for a different duration, itinerary or other services please enquire today and get a truly unique experience.

from £895.00 per person


Choose your departure date:


Situated in the heel of "Italy's boot" Puglia offers beautiful villages, a stunning coastline and luscious green vineyards and olive fields, all perfect for exploring on a bike. Explore this beautiful part of Italy at your own pace but make sure you sample the local wines and cuisine.  
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

Your first cycle in Puglia will take you to Alberobello, best known for its stone buildings, with tiled roofs shaped as cones. These buildings are called 'trulli' and were a way to avoid tax in the middle ages as they were classed as temporary buildings. Given they're trulli standing today, they are every much a permanent fixture of this stunning countryside. They are now a UNESCO World Heritage Site. We recommend sampling some of the the local delicacies or paying a visit to Museo del Territorio.       
Today's ride is approximately 75kms. 

DAY 3Cycling to Monopoli

Perched on Piglia's Adriatic coast lies the picturesque town of Monopoli, today's destination. Brimming with colourful markets, a 16th century cathedral and a castle, this town is picture book Italy. Immerse yourself in the Old Town and explore the countless squares and side streets full of restaurants and cafes. You'll have a wide variety of choice for a coffee stop and dinner tonight.  

Today's ride is approximately 50km.

DAY 4Cycling to Ostuni

Imagine a town situated on top of a hill overlooking the sea, filled with white arches, houses and cobbled streets, surrounded by olive fields and vineyards. You've pictured Ostuni. This Roman town boasts a gothic cathedral and mouth watering gelato as just some of it's attractions. Take a walk down to the coast where you can catch a boat from the harbour.
Today's ride is approximately 60kms.

DAY 5Cycling to Lecce

Today your tour will end in Leece, although it is your choice how you get there! If you fancy a break from cycling, hop on the train from Ostuni, or if you're feeling adventurous cycle the 85km. Known as the 'Florence of the south' you'll notice it is much busier than the previous destinations you have visited. The Piazza del Duomo is a must for people watching, whilst a trip to the amphitheatre will give you an insight into the towns Roman history.  

Today's ride is approximately 85kms although you can have the day off and use the train if you prefer.

DAY 6Departure

Check out at your leisure and we will take you back to the airport for your flight home.

A map of a cycling holiday in Puglia Italy


The heel of Italy's 'boot' is known for its whitewahsed hill towns, centuries-old farmland and hundreds of kilometers of Mediterranean coastline. The terrain is mainly flat and lends itself perfectly to a cycling holiday allowing you to easily explore this beautiful region of the Mediterranean.      


The Southern Italy region of Puglia boasts a wonderful Mediterranean climate. With sunshine all year round and little rainfall this is an excellent cycling destination throughout the year. Even in the warmer summer months you are never more than 30km from the sea which has a moderating effect on the weather.


Your accommodation will be in 4* hotels or tailor make your quote 
You will be met and collected at Brindisi or Bari Airport airport before being whisked away to the hotel. On you final day, you will be taken back to the airport.  
Your trip will be bed and breakfast but we can upgrade you to half board if you prefer. Please just let our cycling experience team know when you enquire.  
The holiday is a self guided holiday allowing you to explore Puglia at your own pace. We know the area very well and have put together some recommended routes in GPX format which allows you to download these to most GPS enabled devices, and with certain software, to your smartphone. These will be sent to you once you have booked your holiday with Love Velo and each file will be titled with a short description of the ride and the distance. If you would like to see the profile of each route, we recommend that you download the files before your holiday and open them with a GPS viewer. If you would like guiding instead, please just ask our cycle experience team.  
You will want to know that your bike is in great condition and that you won’t have any mechanical problems during your ride. Our bikes are extremely well serviced and maintained but in the very unlikely event there is a mechanical issue with the bike (not including basic maintenance such as slipped chains or punctures), we will provide you with an emergency number for someone to come out and repair or replace your bike.  
The bike we will provide you with is a fabulous hybrid bicycle, perfect for exploring the Tuscan countryside. If you would like a road bike, please ask as we can provide these as well.  
Your bike will come equipped with essential tools for you to repair a puncture, replace an inner tube or fix a slipped chain.  
On days where you change hotel your bags will be collected in the morning and taken from your accommodation to the next night’s accommodation. We suggest you keep a day bag with you for all your essentials. 
Travel to Brindisi or Bari Airport is not included but please ask our cycling experience team if you would like us to book flights for you.   
We consider travel insurance to be essential. Accordingly, it is a condition of making a booking through us that you have suitable insurance cover for the booking you have made and any activities which you expect to take part in. This insurance as a minimum should cover cancellation, baggage loss, accidents and health issues while you are away. We also recommend that you take your policy details with you when you travel. Please ask our cycling experience team if you would like us to arrange travel insurance for you.