In the heart of the Mediterranean lies Puglia, a unique landscape sandwiched between the Adriatic and Ionian seas. We explore the very best of this captivating region and begin by cycling through two towns that both possess UNESCO world heritage sites. The region is mainly flat, which lends itself perfectly to the self-guided cycle ahead; filled with spectacular views; beautiful coastline and mouth-watering cuisine.
This holiday is offered with a choice of mainly 3 Star, or mainly 4 Star accommodation. The 3 Star accommodation is listed on the hotels page.
Make your way to Matera, 2019's European Capital of Culture, and one of the oldest inhabited human settlements in the world.
On leaving Matera, ride past its beautiful UNESCO recognised honey-coloured stone houses. Called 'Sassi', these dwellings have been housing residents for the past 9,000 years. From one famous world heritage site to another, head towards Alberobello, where you can admire its distinctive trulli houses made from local limestone.
Cycle through the lush Valle d'Itria, passing more white-tipped trulli houses on the way. Boasting beautiful coastal views, the route takes you through the famous wine town of Locorotondo, regarded as one of Italy's most stunning villages. After sampling some of the local sparkling white wine, continue to the white city of Ostuni - so called for the dazzling effect of its whitewashed houses.
Take a train to the fascinating Baroque town of Lecce. From here cycle deep into the Salentinian countryside before approaching the Ionian coast. Here you will reach Gallipolli, known as the 'Ionian Pearl' with its Old Town situated on a rocky island.
Cycle towards the most southerly point of Salento at Santa Maria di Leuca, where the crystal waters of the Ionian and Adriatic Sea meet. This village is home to one of the most important lighthouses in Italy, as well as numerous villas built at the turn of the century.
Pedal along the south coast of the Adriatic Sea, stopping off at the famous Grotta Zinzulusa and the thermal baths of Santa Cesarea Terme. Your final destination is Otranto, the most eastern point of Italy with a stunning cathedral and Aragonese castle.
Follow the shoreline through olive groves to the Baroque metropolis of Lecce. Known as the 'Florence of the South', Lecce is home to over 30 churches, an amphitheatre and a Roman theatre dating back to Emperor Augustus.
During your holiday you stay at the following hotels. If you'd like to extend your time at any of these or, if you'd like to enhance your stay with an upgraded room, just let us know at the time of booking.
NEARBY: Located in the Sasso Caveoso, and just a few steps from the Sassi di Matera UNESCO site. Il Belvedere Hotel is a unique location for a perfect view of the Sassi and is close to the typical cave churches, on the main access street to the town. Hotel Il Belvedere is an elegant and typical Hotel in Matera, the rooms are elegant and unique, most of them are built within the cave and each one presents original tufa wall.
A unique and authentic experience staying in a trulli, a traditional 15th century Apulian stone building with conical roof.
The origins of Relais Sant'Eligio date back to the first half of 1500 when the Queen Bona Sforza d'Aragona imposed all coastal cities from Naples and Otranto to have a resting station. The Resting Station of Camposada in Ostuni was built along the ancient 'Via del Procaccia', the route running along the ancient walls of the White Town. Between 1630 and 1810, it became the Home of the Zevallos dukes as proved by several decorative friezes and ornaments.
NEARBY: Located in the centre of Gallipoli and only a short walk from Corso Roma, Hotel Joli Park is modern and comfortable.
Hotel Terminal is nestled among the eclectic villas, on the central nineteenth-century seafront dedicated to Cristoforo Colombo, the heart of the town, with a beautiful view on Punta Ristola and Punta Melis.
NEARBY: Located in the centre of Otranto, Hotel Albania owes its name to the majestic Albanian mountains which on a clear day offers guests breathtaking views and are visible from the hotel terrace.
Here at Headwater we thrive on feedback and pride ourselves on our excellent customer service. Below is a small selection of reviews we've received from our satisfied customers.
Megan was very helpful during my initial enquiry about the trip that we had selected and was able to give me lots of additional and useful information, including possible travel options to get to our holiday destination. She was also very knowledgeable and thorough during the booking process to ensure I booked the holiday that I wanted. It's never straightforward booking a holiday from Scotland!
Jo was incredibly helpful and her guidance was invaluable.
Very quick to respond to emails and helpful without being pushy.
Good service from sales & admin team. Managed our travel changes effectively. The Headwater itinerary document didn't always make chronological sense and with some event duplication. IT system problem?
You can be confident that our pricing includes all the standard requirements of your holiday and many additional extras. Always ensure that you are comparing like for like when booking your holiday.
This 7 night self-guided cycling holiday includes:
Hotel-to-hotel accommodation in a mix of , and hotels
Bike fitting and briefing at the start of your holiday
Headwater navigation app for your smartphone
Luggage transfers between hotels
Train transfer from Ostuni to Lecce on day 4
How to book:
To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' or 'check availability' button below.
To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'check availability' button below.
We do not currently have departure dates and prices available on-line. The season may have ended for this tour, or we are still in the process of adding these details to our website. Please contact us for further details.
Please call for details and prices
This holiday is unsuitable for children.
Self-guided cycling Managed by Headwater rep.
It is possible to hire electric bikes for this holiday at a supplement of £215 per person. As these are available on a first come first served basis, we recommend early booking to avoid disappointment.
It is possible to hire tandem bikes for this holiday at a supplement of £292 per bike. As these are available on a first come first served basis, we recommend early booking to avoid disappointment.
This holiday is also available with mainly 4 Star accommodation.
Transfers can be arranged at a supplement from Bari Airport at 14:20.
To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' button above.
If you need further information before you book simply complete our Holiday Enquiry Form and a member of our sales team will get back to you.
To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'Check availability' button below.