OATES says...
A lovely itinerary with something different every day. Good accommodation and food.
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Starting in Matera, the city of 'Sassi' and a UNESCO world heritage site, and through the local canyons, the 'gravine', you will enter Puglia, a unique landscape sandwiched between the Adriatic and Ionian seas. We explore the very best of this captivating region from Murgia to Salento.
Your daily cycle routes allow you to explore a series of architectural and natural wonders, sites of immense historical and cultural interest, and of course, to be tempted by local culinary specialties! Cycle through the Murghe plateau, the Salento plain and along the coast through a landscape of ancient olive groves and vineyards and past traditional masserie, coastal watchtowers and splendid Baroque towns.
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. Stays are in the UNESCO listed towns of Matera and Alberobello; Putignano, known for its ancient carnival; white-washed Ostuni; Galipolli, where the historic centre is on an island; Santa Maria de Leuca, where the Ionian and Adriatic seas meet; Otranto, known as the gateway to the Orient and Lecce, known as the 'Florence of the South'. Stay also in Castellaneta and Avetrana where evening meals are included.
Make your way to Matera, one of the oldest inhabited human settlements in the world.
Explore the UNESCO-listed Sassi of Matera; a complex of houses built into the natural caves of the Murgia.
Breakfast included
Your first cycling day takes you through a landscape of wheat fields and wide panoramas. Visit the town of Laterza, famous for its tasty bakery products and majolica pottery. Continue to Castellaneta, a small city perched on the edge of a ravine.
Breakfast and evening meal included
Today you will cycle in the Terra delle Gravine Natural Park, amongst deep canyons, carved by rivers over millions of years. Leaving the ravines you will soon discover the iconic Puglia scenery: dry stone walls, old masserie (fortified stansteads) and trulli, rural houses with a conic roof typical to the area, built without any cement or mortar. Reach Putignano, known for its ancient carnival.
Breakfast included
Leaving the medieval centre of Putignano, cycle in the lush countryside to reach Castellana Caves. It is the main karst site in the South of Italy and a visit is recommended.After the caves, continue along the rolling lanes of the countryside where olive, almond, apricot and cherry trees grow. Continue to the UNESCO heritage site of Alberobello, the world capital of Trulli.
Breakfast included
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.
Breakfast included
Cycle through the colourful Salentinian countryside, characterized by olive groves and red soil towards the medieval towns of Oria and Manduria with their authentic historic centres.
Breakfast and evening meal included
Head to Torre Colimena on the Ionian Sea, then follow the coast alongside a series of beaches and the old coastal towers of Salento. Reach Gallipoli, known as the 'Ionian Pearl' with its Old Town situated on a rocky island. Take time to wander the narrow lanes of the historic centre to discover its baroque cathedral, elegant palazzi and enticing restaurants.
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.
Breakfast included
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.
Breakfast included
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.
Breakfast included
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.
NEARBY:
Find out more on the hotel website.
Le Grotte di Sileno is an agriturismo, set on a farm that produces olive oil and wine. The agriturismo has only recently been completed and rooms are spacious.
Read customer reviews on Tripadvisor.
NEARBY:
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Find out more on the hotel website.
Masseria Strazzati is an old farm estate and is set within 100 hectares of olive groves. Your evening meal is taken at the Masseria Bosco where the pool can also be used.
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:
If you'd like to extend your trip with extra nights at the start or end, or if you'd like to arrange a stop off point en-route, then we recommend the following hotels.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Transfers can be arranged at a supplement from Bari Airport at 14:20.
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.
A lovely itinerary with something different every day. Good accommodation and food.
We had a wonderful holiday in Puglia cycling from Matera to Lecce over 9 days. It is a stunning part of the world and on a bike you have the advantage of seeing things and meeting people that you wouldn't if traveling by car. Overall, we would highly recommend this holiday. As we were cycling in April we did find a lot of the coastal areas were just getting ready for holiday season, so they were quiet and cafes were not always open. However, this was also a positive in that the roads were extremely quiet (apart from towns), so on balance this was good for us. The introduction and bike hike through Puglia Cycle Tours was excellent and our choice of electric bikes definitely the best decision for us as it was hilly in places. The electric bikes meant that we didn't walk up any hills! My only regret bikewise was that I didn't take my gel saddle with me but otherwise all worked well and we would love to return to this part of the world to explore further.
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 11 night self-guided cycling holiday includes:
Hotel-to-hotel accommodation in a mix of , and hotels
All breakfasts and 2 evening meals
Management by your local Headwater-appointed agent
Headwater navigation app for your smartphone
Bike hire
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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1st Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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3rd Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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5th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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8th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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10th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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12th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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15th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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17th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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19th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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22nd Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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24th Oct 2023 | US$2879 | US$448 | Tour only: US$2879 Single supp: US$448 |
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17th Mar 2024 | US$2999 | US$448 | Tour only: US$2999 Single supp: US$448 |
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19th Mar 2024 | US$2999 | US$448 | Tour only: US$2999 Single supp: US$448 |
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21st Mar 2024 | US$2999 | US$448 | Tour only: US$2999 Single supp: US$448 |
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24th Mar 2024 | US$2999 | US$448 | Tour only: US$2999 Single supp: US$448 |
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26th Mar 2024 | US$2999 | US$448 | Tour only: US$2999 Single supp: US$448 |
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28th Mar 2024 | US$2999 | US$448 | Tour only: US$2999 Single supp: US$448 |
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31st Mar 2024 | US$2999 | US$448 | Tour only: US$2999 Single supp: US$448 |
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2nd Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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4th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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7th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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9th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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11th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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14th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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16th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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18th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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21st Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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23rd Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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25th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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28th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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30th Apr 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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2nd May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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5th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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7th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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9th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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12th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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14th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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16th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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19th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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21st May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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23rd May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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26th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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28th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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30th May 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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2nd Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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4th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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6th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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9th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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11th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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13th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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16th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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18th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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20th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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23rd Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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25th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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27th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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30th Jun 2024 | US$3449 | US$448 | Tour only: US$3449 Single supp: US$448 |
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2nd Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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4th Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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7th Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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9th Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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11th Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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14th Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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16th Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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18th Jul 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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27th Aug 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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29th Aug 2024 | US$3699 | US$448 | Tour only: US$3699 Single supp: US$448 |
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1st Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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3rd Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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5th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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8th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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10th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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12th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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15th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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17th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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19th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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22nd Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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24th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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26th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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29th Sep 2024 | US$3579 | US$448 | Tour only: US$3579 Single supp: US$448 |
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Departing | Tour only | Prices ![]() |
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1st Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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3rd Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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6th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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8th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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10th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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13th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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15th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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17th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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20th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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22nd Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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24th Oct 2024 | US$3079 | US$448 | Tour only: US$3079 Single supp: US$448 |
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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
Tuesday, Thursday & Sunday departures from 1st Oct 2023 to 24th Oct 2024, for 11 nights. All dates are subject to availability, please contact us to check.
Meals
All breakfasts and 2 evening meals
Electric bikes
It is possible to hire electric bikes for this holiday at a supplement of £364 per person. As these are available on a first come first served basis, we recommend early booking to avoid disappointment.
Tandems
It is possible to hire tandem bikes for this holiday at a supplement of £220 per bike. As these are available on a first come first served basis, we recommend early booking to avoid disappointment.
Other details
This holiday is also available with mainly 4 Star accommodation.
Tour only
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.