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Highlights of Puglia Cycling

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  • Holiday type
    Self-guided cycling
  • Duration
    10 nights
  • Accommodation
    hotel-to-hotel
    , , and
  • Activity level
  • From $3879per person, tour only
  • Departures
    selected Mons, Weds & Sats from 20 Mar '23 to 23 Oct '23
  • What your holiday price includes
  • 10 nights 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
  • GPS route directions and maps
  • Headwater navigation app
  • High quality bikes
  • Standard transfers at the start/end of the trip (if booking inclusive flights)
  • Luggage transfers between hotels
  • Optional Upgrades
  • Tandems available
  • Room upgrades and extra nights at selected hotels
  • Suitable for
  • Couples
  • Excellent choice for
  • Food lovers, wine lovers, flora & fauna, art & history, swimming opportunities, vegetarian meals, coastal routes
      from 5 reviews

Mrs Hope says...
The trip went like clockwork.Headwater delivered the entire y like clockwork .
Read reviews »

Italy: Puglia

Highlights of Puglia Cycling

  • Sun-drenched, unspoilt region; contrasting cycling routes taking in the rugged coast and lush green countryside
  • Vibrant fishing villages, white-sand beaches, historic wine towns and ancient olive orchards
  • Stunning Salento coast - visit Otranto and Baroque Lecce
  • Hand-picked accommodation including a unique trullo house in UNESCO Alberobello
  • Excellent regional wines and Mediterranean cuisine

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.



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

cycling elevations




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 at Conversano

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)

Day 2: Conversano to Alberobello 39km/24.5mi

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)

Day 3: At Alberobello

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)

Day 4: Alberobello to Pezze di Greco 49km/30.5mi

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)

Day 5: At Pezze di Greco

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)

Day 6: Pezze di Greco to Monopoli 37km/23.5mi

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)

Day 7: At Monopoli

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)

Day 8: Monopoli to Otranto 42km/26.5mi

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)

Day 9: At Otranto

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)

Day 10: Otranto to Lecce 37km/23.5mi

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)

Day 11: Leave Lecce

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.

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.

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.

Relais Corte Altavilla, Conversano

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The 4-star hotel Corte Altavilla Relais & Charme is located right in the historic centre of Conversano, just off one of the main squares - Piazza Conciliazione. The hotel is in an old medieval building with inner courtyard that once served as an old medieval courthouse for the town.

Following major renovation works in 2002 the hotel opened as an elegant four-star boutique hotel with 32 elegant rooms and appartments, each with its own personality and charm, with white stone walls, wrought iron furnishings, wooden-beams and vaulted ceilings.

All rooms are equipped with modern amenities including: air-conditioning, satellite-TV, direct-dial telephone, safe, Internet and mini-bar/fridge.

Local tourist tax not included (pay hotel locally)


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.

Trullidea, Alberobello

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.

Masseria San Martino, Pezze di Greco

Swimming Pool IconHair dryer icon

Masseria San Martino is a restored manor dating back to the 17th Century. It is surrounded by olive groves. The rooms have a rustic traditional style and are equipped with all comforts. These rooms were once the living spaces of the Masseria where farmers used to live. Rooms have been remodeled and refurnished in perfect Mediterranean style, maintaining the original features.


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

Albergo Diffuso Monopoli, Monopoli

Hair dryer iconNEARBY: Swimming Pool Icon

This property is 3 minutes walk from the beach. Set in various locations around the historical centre, just a stroll from Monopoli's seafront and its beautiful beaches, Albergo Diffuso Monopoli offers elegant rooms, all air-conditioned rooms either have a terrace or balcony.

Accommodation has exposed Tuffo-stone walls and quality furniture. There is free WiFi, flat screen TV, air conditioning and a private bathroom with bath or shower.

Breakfast in the hotel's central cafe and dinner will be in a good local restaurant.

Local tourist tax not included (pay hotel locally)


Room upgrades and extra nights: Contact us for details.


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

Hotel San Giuseppe, Otranto

Hair dryer iconNEARBY:

Hotel San Giuseppe is set in a 16th-century farmhouse typical of the Puglia region, only 350 yards from the sea in Otranto's historic centre. It offers air-conditioned rooms and which have been restored in a modern style that preserves the flavour of the old farm.They feature high ceilings and tiled floors, and are equipped with a minibar and satellite TV featuring free Sky channels including sports, cinema and entertainment.


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

Resort Hotel Risorgimento, Lecce

Hair dryer iconNEARBY:

Featuring a roof-top restaurant with panoramic views, the Risorgimento Resort is located in Lecce's Baroque historic centre. It offers free WiFi throughout, large modern rooms, and a relaxing spa.

Rooms are air conditioned and come with a minibar and satellite TV. Each has a marble bathroom with bathrobes and slippers. The attentive staff provide a continental buffet breakfast. The 3 restaurants offer both Salento flavours and classic Italian cooking. Alternatively there are plenty of good restaurants nearby. Drinks and snacks are available all day at the Janet Ross Bar.

The health club offers a Turkish bath and multisensory shower. Massage and beauty treatments are also available.The hotel doesn't have a pool but there's everything else! Its even got it's own golf course (3km away)!

Piazza Sant'Oronzo is just 100 yards from Risorgimento Resort . The Cathedral is a 5-minute walk away.


Room upgrades: Deluxe Double, Executive, Junior Suite or Garden Suite.

Travel

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 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.


Mrs Hope, 18/11/2022

The trip went like clockwork.Headwater delivered the entire y like clockwork .


Mrs Mccartney, 05/09/2022

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.


Mrs Blease, 28/06/2022

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


Dr Taylor, 20/09/2020

excellent itinerary with lots of variety .

excellent local support when we needed it


Mrs Rodely, 29/06/2019

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.



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 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

GPS route directions and maps

Headwater navigation app

High quality bikes

Standard transfers at the start/end of the trip (if booking inclusive flights)

Luggage transfers between hotels


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.

  • Mar 2023
  • Apr 2023
  • May 2023
  • Jun 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 Mons, Weds & Sats from 20th Mar 2023 to 23rd Oct 2023, 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.

Tailor-made travel

Tour only

Transfers can be arranged at a supplement from Bari airport at 14:45, and back to Brindisi airport at 09:30.

How to book

For further details, or to check availability, speak to our sales team on 1-800-267-3347 or click on the appropriate 'Check availability' button above 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 above to complete our holiday enquiry form.

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