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Puglia - Cycling the Heel of Italy

1-800-267-3347

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  • Holiday type
    Self-guided cycling
  • Duration
    7 nights
  • Accommodation
    hotel-to-hotel
    and
  • Activity level
  • From $2079per person, tour only
  • Departures
    Selected from 3 Jul to 17 Oct 2022 and from 20 Mar to 16 Oct 2023
  • What your holiday price includes
  • 7 nights hotel-to-hotel accommodation in a mix of and hotels
  • All breakfasts
  • Management by your local Headwater-appointed agent
  • GPS route directions and maps
  • Headwater navigation app
  • High quality bikes
  • Luggage transfers between hotels
  • Train transfer from Ostuni to Lecce on day 4
  • Optional Upgrades
  • Electric bikes available
  • Tandems available
  • Hotel upgrades
  • Suitable for
  • Solo travellers
  • Couples
  • Excellent choice for
  • Food lovers, wine lovers, art & history, swimming opportunities, vegetarian meals, coastal routes
      from 8 reviews

Mr Rhodes says...
A very enjoyable holiday, staying at interesting places in good accommodation. We would certainly book with Headwater again for a cycling holiday
Read reviews »

Italy: Puglia

Cycle from the spectacular UNESCO town of Matera along an idyllic coastline to Lecce

  • Matera's ancient cave dwellings and Alberobello's fairy-tale trulli houses
  • Olive groves, towering limestone cliffs and Roman amphitheatres
  • The white city of Ostuni, the majestic castle of Otranto and Baroque Lecce

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.



We're here to help

If you have any questions about this holiday call our sales team on 1-800-267-3347, use our live webchat or email usa@exodustravels.com

Day-by-day itinerary



We're here to help

If you've any questions about this holiday call our sales team on 1-800-267-3347 , or email usa@exodustravels.com

Day 1: Arrive in Matera

Make your way to Matera, 2019's European Capital of Culture, and one of the oldest inhabited human settlements in the world.
Breakfast included

Day 2: Matera to Alberobello 72km/45mi

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.
Breakfast included

Day 3: Alberobello to Ostuni 49km/31mi

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

Day 4: Ostuni/Lecce to Gallipoli 53km/33.5mi

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.
Breakfast included

Day 5: Gallipoli to Santa Maria di Leuca 50km/31.5mi

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

Day 6: Santa Maria di Leuca to Otranto 53km/33.5mi

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

Day 7: Otranto to Lecce 54km/34mi

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

Day 8: Leave Lecce


Where you stay

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. If you'd like to keep your bikes with you for any extra nights we can arrange this for you for just £ per adult per day and £ per child per day.

To find out more call our sales team on 1-800-267-3347, use our live webchat or email usa@exodustravels.com


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Belvedere, Matera

Hair dryer iconNEARBY:

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.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Trullidea, Alberobello

Hair dryer icon

A unique and authentic experience staying in a trulli, a traditional 15th century Apulian stone building with conical roof.

Each trulli house is made up of a double bedroom, small bathroom with shower and living area with sofa and small kitchenette.

The trullis are located in the centre of historic Alberobello, a UNESCO world heritage site, within walking distance of cafes, restaurants and shops.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Sant'Eligio Relais, Ostuni

Hair dryer icon

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.

The name 'Sant'Eligio' derives from the patron saint of the farriers working in the stables of 'Camposada' Resting Station. The ancient emblem highlights the evocative written in Latin language: QUISQUIS HUC VENIT HUC REDIET (if you come once, you will necessarily come back again)

The rooms at Hotel Relais Sant'Eligio are elegant and comfortable.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Joly Park, Gallipoli

Hair dryer iconNEARBY:

Located in the centre of Gallipoli and only a short walk from Corso Roma, Hotel Joli Park is modern and comfortable.

The rooms are well equipped and contemporary. The hotels offers guests a private shuttle service to take you to and from the private beach “Lido delle Sirene”.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Terminal, Leuca

Swimming Pool IconHair dryer iconNEARBY:

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.

The hotel has it's own private beach that can be reached by a picturesque underpass. Rooms are comfortable and well equipped.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Albania, Otranto

Hair dryer iconNEARBY:

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.

Rooms are comfortable and modern.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Eos Hotel, Lecce

Hair dryer iconNEARBY:

Situated just outside of the historic town of Lecce, Hotel Eos is a modern hotel with modern facilities.

Rooms are contemporary and fully furnished.

Travel

Transfers can be arranged at a supplement from Bari Airport at 14:20.

Call now to speak to our specialist team at 1-800-267-3347 or email us at usa@exodustravels.com for enquiries or to book your trip.

Reviews

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.


Mr Rhodes, 02/06/2022

A very enjoyable holiday, staying at interesting places in good accommodation. We would certainly book with Headwater again for a cycling holiday


Mr Becket, 19/05/2022

Fantastic way to see the glorious countryside, towns, cities and natural beauty of Puglia. Well organised, good bikes, good accommodation and we think the best way to immerse yourself in a location. As firstimers with Headwater would highly recommend to anyone.


Mrs Dudgeon, 19/05/2022

Excellent. the App was easy to use for middle aged people who usually ask their children to work this kind of thing out. The Headwater emails were well timed and informative and when you passed us on to Gulia cycle tours, they were equally as efficient. The route was fantastic, the hotels just ideal for this holiday. The people we met from Puglia Tours delightful. We had 2 potentially big problems - A) one of our parties' bags didn't arrive from England on our flight. So we logged a missing bag form at Barri airport but it was difficult with language barrier and not knowing where we would be if and when the bag might catch up with us. Headwater were amazing and the bag caught us up 2 days later. And the driver from Puglio Tours took us from Barri airport to a hypermarket ( thank god open on a Sunday pm) to buy essentials. We also had a problem with a bike and again - fantastic backup and all sorted. Best holiday & when probs occurred the finest back up


Mr Hrouda, 24/04/2022

An exceptional route - everything had been thought of. The first day is a long distance so it might be off putting for those who don’t cycle long distances regularly. The food everywhere is of a fantastically high standard. We recommend Le Bubbole in Matera, La Cantina in Alberobello and The Dish in Ostuni. Booking in advance recommended.


Mr WADE, 04/11/2021

Our holiday was a celebration for our 30th wedding anniversary. In order to be consistent with the previous thirty years of marriage I left the planning until the last minute. I contacted Headwaters barely two weeks before the half term started yet they were able , as ever, to provide a first class service which totally met what we were looking for. From the moment we landed, where we met Mimmo our agent, until our departure from our gorgeous Lecce hotel on the final morning, we encountered nothing but an amazing service wherever we visited or stayed. We loved all of the accommodation as well as the stunning routes. Puglia is indeed an astonishingly beautiful region in Italy, as evidenced by the breath taking coastal routes to Gallipoli and Otranto. Likewise the climb to the hilltop town of Ostuni, as well the town itself, was simply stunning. I am running out of synonyms for brilliant but that is the adjective that I want to use to describe the everything about the trip. Thank you.


Mr HALL, 19/10/2021

It was a well thought-out itinerary which took in the high-lights of Puglia - rural rides to beautiful hill-top towns and coastal rides with lovely views over the Mediterranean.


Mr Paul, 13/11/2019

Excellent holiday with good hotels, great scenery and realistic riding days for the described activity level. The bikes were excellent and comfortable.


Mr Partridge, 30/10/2019

This was our first cycling holiday (we are in our seventies) We had the most enjoyable time, meeting up with fellow cyclist from other countries on route

The towns we stayed in and the hotel were all very good. The cycling was almost all on quiet roads. We would certainly like to book another trip. Mary and Tim



Dates and prices

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

All breakfasts

Management by your local Headwater-appointed agent

GPS route directions and maps

Headwater navigation app

High quality bikes

Luggage transfers between hotels

Train transfer from Ostuni to Lecce on day 4


How to book:

For further details, or to check availability, speak to our sales team on 1-800-267-3347 or click on the 'check availability' links below to complete our holiday enquiry form (we'll contact you at a time that's most convenient for you).

To enquire about this holiday, or for further information, call our sales team on 1-800-267-3347 or click on the 'Check availability' links below to complete our holiday enquiry form.

  • Jul 2022
  • Aug 2022
  • Sep 2022
  • Oct 2022
  • Mar 2023
  • Apr 2023
  • May 2023
  • Jun 2023
  • Jul 2023
  • Aug 2023
  • Sep 2023
  • Oct 2023
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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.

Holiday details

Children
This holiday is unsuitable for children.

Holiday type
Self-guided cycling Managed locally by Headwater appointed agent.

Departures
Selected from 3rd Jul 2022 to 16th Oct 2023, for 7 nights. All dates are subject to availability, please contact us to check.

Meals
All breakfasts

Electric bikes
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.

Tandems
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.

Other details
This holiday is also available with mainly 4 Star accommodation.

Tailor-made travel

Tour only

Transfers can be arranged at a supplement from Bari Airport at 14:20.

How to book

For further details, or to check availability, speak to our sales team on 1-800-267-3347 or complete our holiday enquiry form (we'll contact you at a time that's most convenient for you).

Call now to speak to our specialist team at 1-800-267-3347 or email us at usa@exodustravels.com for enquiries or to book your trip.

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