HELPS says...
This cycling trip in Puglia was wonderful. All accommodations and locations were excellent. This area of Italy was new to us and it didn’t disappoint. ...
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This self-guided, ten-night cycling holiday explores Italy's beautiful, sun-drenched Puglia region with its vibrant fishing villages, sandy beaches and beautiful, rolling hills, all above the mesmerising blue of the Adriatic Sea.
Puglia offers a wonderful contrast of landscapes, from the fertile farming hamlets, vineyards and orchards of its interior to its dramatic, rocky coastline. Your holiday starts in Conversano and heads inland where you'll be blown away by a rich landscape of vineyards, olive groves, fruit orchards and fields of tomatoes and peppers alive with colour. Marvel at the UNESCO World Heritage Site of Alberobello with its unique trulli houses - emblematic of the region - and the glistening, whitewashed village of Ostuni. After a transfer to San Cataldo you'll discover the delights of the stunning Salento coast, taking in Puglia's easternmost and southernmost point - an amazing sight - and the Baroque masterpiece that is Lecce, renowned for its stunning 18th century architecture and known as the 'Florence of the South'.
You'll stay in an excellent variety of accommodation on this holiday, including four star or five star hotels! In Conversano your elegant boutique hotel is just a short walk from the medieval streets and Romanesque cathedral of this historic town; and an authentic trullo house in Alberobello. While in Lecce you stay in the heart of the beautiful old town in sumptuous five star hotel, close to the Roman amphitheatre and Baroque palazzi, with the hotel's roof garden offering one of the best views there is over the city.
Arrive at your hotel for a welcome briefing. There's time to discover the historic town of Conversano befroe choosing one of the many restaurants for dinner (payable locally).
You stay at the Relais Corte Altavilla (breakfast included)
Today's pedalling takes you through the rolling hills of the Valle d'Itria where the air is perfumed with wild mint and herbs. Stop off in the little towns of Putignano and Noci, and view their characteristic whitewashed houses and narrow alleyways. It's then off to unique Alberobello and its plethora of trulli houses, the architectural symbol of the region. On arrival you'll be met by one of the staff, who will show you to your own private trullo house.
You stay at the Trullidea (breakfast included)
Explore the narrow streets and kitsch souvenir shops, or visit the Museo del Territorio. Alternatively, cycle into the Itria Valley to visit stunning Locorotondo, with its panoramic views across the valley. Continue on to Martina Franca, with its beautiful Baroque architechture and stunning palazzi.
You stay at the Trullidea (breakfast included)
You'll spend this morning cycling along beautiful undulating country lanes lined with weathered stone walls, before enjoying a long downhill run with panoramic views of the Adriatic coastline and the lower fertile plains. This incredible descent will bring you down towards Capitolo and finishes through a patchwork of almond orchards, olive groves, vineyards and gloriously coloured fields of fresh tomatoes and peppers.
You stay at the Masseria San Martino (breakfast and evening meal)
Relax by the hotel's pool, or cycle to the nearby beach. For the more energetic, ride to charming Ostuni whose whitewashed houses are neatly piled on hills rich in olive groves and vineyards.
You stay at the Masseria San Martino (breakfast and evening meal)
This morning you leave the masseria and head back to the Adriatic coast on a gentle flat route. You will cycle past the colourful fishing village of Savelletri, a perfect stop for an authentic Italian espresso or to indulge in a delicious seafood lunch. Your ride will continue past the archaeological site of Egnazia, once the location of a Greco-Roman town, dating as far back as 4BC. You then return to the picturesque coastal town of Monopoli and the 4-star Albergo Diffuso in time for a stroll before choosing your evening restaurant from one of the many eateries in the heart of the old town.
You stay at Albergo Diffuso (Breakfast included)
Today's route takes you along the stunning coastline all the way to the beautiful Polignano a Mare. Take the time to explore this vibrant fishing village before continuing to the picturesque village of San Vito with its multi-coloured boats. Head back to Monopoli and enjoy an aperitivo in the old town's square watching the world walk past.
You stay at Albergo Diffuso (Breakfast included)
We transfer you and your bike to Acaya, from where you'll cycle along the stunning Salento coast to Otranto, taking in ancient olive groves and fishing villages en route.
You stay at the Hotel San Giuseppe (breakfast included)
A free day in Otranto today, or an optional challenging day's cycling (55km/34.5mi) which takes you up and down along the coast south and west of Otranto, where you'll see the easternmost and southernmost point of Puglia - a spectacular sight! You can also visit the Castel di Salve winery on your way to Santa Maria di Leuca, which is known as De Finibus Terrae, 'the end of the earth', before taking a shuttle back to the hotel.
You stay at the Hotel San Giuseppe (breakfast included)
Today you head to Lecce on mostly flat terrain amidst endless olive orchards and menhirs. Tonight you'll stay at the stylish Risorgimento Resort (5 star) , just a few steps from some of Lecce's Baroque masterpieces.
You stay at the Resort Hotel Risorgimento (breakfast included)
Please note: This tour has been given a 1 Bike + rating based on ascents/descents and distance; the cycling may feel harder over the hotter months.
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.
To find out more call our sales team on 0044 1606 720199, use our live webchat or email sales@headwater.com
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Room upgrades: Junior Suite .
The Junior Suite has charming furniture with a living room and panoramic view.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
A unique and authentic experience staying in a trulli, a traditional 15th century Apulian stone building with conical roof.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Room upgrades and extra nights: Contact us for details.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Room upgrades: Deluxe Double, Executive, Junior Suite or Garden Suite.
Transfers can be arranged at a supplement from Bari airport at 14:45, and back to Brindisi airport at 09:30.
Call now to speak to our specialist team at 0044 1606 720199 or email us at sales@headwater.com for enquiries or to book your trip.
Everyone who goes on a Headwater holiday will be emailed a link to our post-holiday questionnaire where they can give us an honest assessment of all aspects of their holiday - everything from how quickly we answer the phone to how clean the hotels were - plus an overall rating and comments about their holiday.
Any feedback collected is posted to our website, so that people can make an informed decision based on past experiences before heading off on holiday. We don’t edit the reviews, the only thing we do is proofread them and alter any typos, where necessary, to ensure they are easy to read for everyone. All reviews will be published (except in certain extreme circumstances), and a member of the Headwater team will respond to any constructive criticisms/comments under the reviews, at their discretion. So, for the real tales, twists and turns of our holidays, look no further than the reviews from our previous travellers.
This cycling trip in Puglia was wonderful. All accommodations and locations were excellent. This area of Italy was new to us and it didn’t disappoint. The range of areas and experiences was excellent from staying in Trulli to Masserias and quirky auberges. The support of the local agent was excellent and they were so supportive when one of our party had an injury. There was probably more road cycling than compared with other cycling trips we have done but mostly they were quiet. We would definitely recommend this as a trip and hope to visit other parts of Puglia.
The trip went like clockwork.Headwater delivered the entire y like clockwork .
This was an amazing holiday. From the time of booking to the completion of the tour all ran smoothly. The app for navigation was brilliant - would only go on trips like this in future if this app was used. Puglia Cycling who did our transfers were always on time and very pleasant. Luggage was delivered by 4 pm each day, often earlier and usually waiting in room for us.
The weather was hot but a breeze kept it comfortable. Plenty of water is essential. It is worth noting that in some towns the public toilets are locked during siesta time but restaurants/bars were still open. There are many beaches and swimming holes along the way to stop and have a dip.
Unforgettable. Thank you to Headwater and Puglia Cycling.
This seemed much harder than the other 1+ Dolomites to Lake Garda cycling holiday we have done despite our fitness being better. However this was probably largely due to an Italian heatwave in late May/early June when we travelled with the thermometer at 30C in the shade each day by 9am. Thoroughly enjoyed it though and were very glad we chose the 10 rather than 7 night option. The extra nights further south contrasted well and it was good to cycle by the sea. Hotels all of good quality and each had its own special qualities. Not being tecchies and with basic phone contracts had some concerns re the GPS app pre travel but after a few minutes on the first morning we coped fine with it. Much easier than the old paper instructions. Had taken a battery charger pack but never used more than half a phones battery whilst out. Amazed how cheap prices were when stopping for drinks in small rural villages eg 1 euro for usual menu of coffees
excellent itinerary with lots of variety .
excellent local support when we needed it
Puglia is a super place to visit, the scenery is stunning, the towns so beautiful and interesting, the routes well planned and the assistance wonderful.
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 10 night self-guided cycling holiday includes:
Hotel-to-hotel accommodation in a mix of , , and hotels
All continental breakfasts and 2 evening meals included
Management by your local Headwater-appointed agent
Headwater navigation app for your smartphone
Bike hire
Standard transfers at the start/end of the trip (if booking inclusive flights)
Luggage transfers between hotels
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.
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30th Sep 2023 | US$3649 | US$568 | Tour only: US$3649 Single supp: US$568 |
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2nd Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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4th Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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7th Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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9th Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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11th Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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14th Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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16th Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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18th Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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21st Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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23rd Oct 2023 | US$3449 | US$568 | Tour only: US$3449 Single supp: US$568 |
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20th Mar 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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23rd Mar 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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25th Mar 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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27th Mar 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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30th Mar 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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1st Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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3rd Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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6th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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8th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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10th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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13th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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15th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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17th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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20th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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22nd Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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24th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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27th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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29th Apr 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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1st May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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4th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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6th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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8th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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11th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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13th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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15th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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18th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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20th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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22nd May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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25th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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27th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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29th May 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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1st Jun 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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3rd Jun 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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5th Jun 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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8th Jun 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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10th Jun 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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12th Jun 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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15th Jun 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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31st Aug 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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2nd Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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4th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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7th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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9th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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11th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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14th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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16th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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18th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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21st Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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23rd Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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25th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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28th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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30th Sep 2024 | US$3899 | US$568 | Tour only: US$3899 Single supp: US$568 |
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2nd Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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5th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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7th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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9th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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12th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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14th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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16th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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19th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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21st Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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23rd Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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26th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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28th Oct 2024 | US$3679 | US$568 | Tour only: US$3679 Single supp: US$568 |
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The prices quoted for each individual departure supercede those published in our current brochures. Air prices are subject to change and we advise early booking to obtain the best prices. Please see our Planning your holiday and What's included in the price? pages for additional information.
Solo travellers
Please call for details and prices
Children
This holiday is unsuitable for children.
Holiday type
Self-guided cycling Managed locally by Headwater appointed agent.
Departures
selected Mons, Weds & Sats from 30th Sep 2023 to 28th Oct 2024, for 10 nights. All dates are subject to availability, please contact us to check.
Meals
All continental breakfasts and 2 evening meals included
Tandems
It is possible to hire tandem bikes for this holiday at a supplement of £305 per bike. As these are available on a first come first served basis, we recommend early booking to avoid disappointment.
Other details
Airport transfers are subject to at least 2 people (in total) booked on each departure.
Tour only
Transfers can be arranged at a supplement from Bari airport at 14:45, and back to Brindisi airport at 09:30.
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.