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Heel of Italy Cycling

from $3,165.00

Explore Puglia’s unspoilt villages, gently rolling hills with a backdrop of
the clear, emerald Adriatic.

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  • Vacation Style Holiday Type
    Self-guided
  • Activity Level Leisurely / Moderate
All about the Heel of Italy Cycling.

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 begins in the picturesque coastal town of Monopoli, from where you follow the coast north, passing white sandy beaches and secluded coves with wonderful opportunities for seafood lunches along the way. Head inland and 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 C18 architecture and known as the ‘Florence of the South’.

The tour package inclusions and exclusions at a glance
What is included in this tour?Items that are included in the cost of tour price.

* All accommodation
* All continental breakfasts and 3 evening meals
* Management by your local Headwater-appointed agent
* GPS route directions and maps
* /RideWithGPS/ navigation app
* High quality bikes
* Luggage transfers between hotels

What is not included in this tour?
  • Flights
  • Single Accommodation (available on request, inquire for supplement)

Highlights

  • 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
  1. Day 1 Arrive at Monopoli

    Arrive at your hotel for a welcome briefing. There’s time to discover the historic town of Monopoli before dinner.* (Staying at Albergo Diffuso, evening meal at a local restaurant)*

  2. Day 2 Monopoli to Conversano

    A charming route takes you along the stunning coastline from Monopoli before heading inland to Conversano. En route take time to visit the small, but vibrant fishing village of Polignano a Mare, idyllically perched on the side of the rocky limestone cliffs. Continue through the quaint, picturesque village of San Vito, with its multi-coloured boats moored up in the tiny port, before finishing your journey in the sleepy, beautiful little town of Conversano.* (Staying at Relais Corte Atavilla)*

  3. Day 3 Conversano to Alberobello

    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.* (Staying at Trullidea)*

  4. Day 4 At Alberobello

    Spend today roaming around the historic centre, navigating your way through narrow streets, kitsch souvenir shops and tasting local delicacies. Or maybe visit the Museo del Territorio to discover the history of this unique UNESCO World Heritage Site. Alternatively, a circular cycle route (45km/28.5mi – route notes provided) takes you deep into the Itria Valley to visit stunning Locorotondo, with wonderful panoramic views across the valley. Continue on to Martina Franca, a must-see town given its marvellously intact historic centre, beautiful Baroque architecture, and stunning palazzi.* (Staying at Trullidea)*

  5. Day 5 Alberobello to Pezze di Greco

    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.* (Staying at Masseria Salamina)*

  6. Day 6 At Pezze di Greco

    Today you could just relax by the hotel’s pool, or cycle to the nearby beach. For the more energetic, a circular cycle ride (48km/30mi – route notes provided) takes you to charming Ostuni whose whitewashed arches and houses are neatly piled like sugar cubes on hills rich in olive groves and vineyards!* (Staying at Masseria Salamina)*

  7. Day 7 Pezze di Greco to Monopoli

    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.* (Staying at Albergo Diffuso)*

  8. Day 8 Monopoli to Otranto

    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 4 star Corte di Nettuno by the harbour in Otranto, close to the old town where there are numerous options for dinner. * (Staying at Hotel Corte di Nettuno) *

  9. Day 9 At Otranto (free day or optional ride)

    A more 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. * (Staying at Hotel Corte di Nettuno) *

  10. Day 10 Otranto to Lecce

    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*) , just a few steps from some of Lecce’s Baroque masterpieces. * (Staying at Resort Hotel Risorgimento) *

  11. Day 11 Leave Lecce

    Leave Lecce

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Where you stay

Hotels

Your accommodation is as varied as the landscape, with each place specially chosen for its unique charm and character. In Monopoli, you stay in characterful rooms set in various locations just 3 minutes from the beach; in Conversano, your beautiful C12 former court house, with barrel-vaulted ceilings, is just a stone’s throw from the elegant Romanesque cathedral; in Alberobello, you cannot fail to be seduced by the authentic trullo houses (limestone dwellings with conical roofs that are the architectural symbol of Puglia), and, in Pezze di Greco, you spend two nights in a beautifully restored C17 masseria (fortified farmhouse) with lovely pool, open courtyard and 200 hectares of ancient palms and olive trees.

Eating and Drinking

In Puglia you will find genuine regional cooking that has strong links to the land and the sea. To give you just a small list of the types of food on offer in Puglia: Bread from the Murge, durum wheat pasta, olives, the pasta delicacy Orecchiette served with a sauce of turnip-tops or fresh tomato and sheep’s ricotta-cheese, Cavatelli with pulses, aubergine and parmesan bake, grilled fish and seafood, burrata (soft mozzarella and cream cheese), plus excellent wines. This region is a food lovers paradise and the abundance of delicious vegetables makes it a perfect destination for vegetarians! On this trip there will be many opportunities to taste the best local specialties.

Cycling Conditions
Classification: SelfGuided
Activity Level: 2 (Leisurely/Moderate)
Average daily distance: 49.75km (25 miles).
No. of days cycling: 9 (3 optional)
Terrain and route: The cycle routes mainly follow tarmac country roads.
Vehicle Support: This is a self-guided trip for those who prefer to cycle independently, but with our assistance to take out the stress of the logistics and planning. We arrange your accommodation, provide you with a map and route notes so that you can cycle at your own pace, while your bags are transported from one hotel to the next.

It is important that you are happy reading maps and following route notes, we make these as accurate as possible and they are regularly checked.

As this is a self-guided holiday there is no group and no leader. There maybe others on the same departure date as you, but you will not be organised together. The routes notes contain a 24-hour emergency assistance telephone number should you need it and in emergencies, the hotels are normally able to dispatch a taxi or pick you up themselves. They may wish to charge for this service.

Overall Rating
0/5

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Package Confirmed Dates Trip Status Trip Status Price (PP) Excluding Flights Price (PP) Including Flights  
March 13, 2019
Available
$3,165.00
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March 16, 2019
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$3,165.00
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March 18, 2019
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$3,165.00
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$3,165.00
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$3,165.00
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$3,165.00
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$3,165.00
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March 30, 2019
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$3,165.00
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$3,165.00
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$3,165.00
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April 10, 2019
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April 13, 2019
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$3,165.00
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April 15, 2019
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$3,165.00
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April 17, 2019
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$3,195.00
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April 20, 2019
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April 22, 2019
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April 29, 2019
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May 1, 2019
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$3,355.00
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May 4, 2019
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May 6, 2019
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May 8, 2019
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May 11, 2019
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May 13, 2019
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May 15, 2019
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May 18, 2019
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May 20, 2019
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May 25, 2019
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May 29, 2019
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June 5, 2019
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June 8, 2019
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June 10, 2019
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June 12, 2019
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June 15, 2019
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August 5, 2019
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August 24, 2019
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August 26, 2019
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August 28, 2019
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August 31, 2019
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September 2, 2019
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September 4, 2019
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September 7, 2019
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September 9, 2019
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September 11, 2019
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September 14, 2019
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$3,385.00
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September 16, 2019
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$3,335.00
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September 18, 2019
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$3,335.00
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September 21, 2019
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$3,335.00
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September 23, 2019
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$3,335.00
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September 25, 2019
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$3,335.00
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September 28, 2019
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$3,335.00
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September 30, 2019
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$3,335.00
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October 2, 2019
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$3,165.00
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October 5, 2019
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$3,165.00
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October 7, 2019
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October 9, 2019
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October 16, 2019
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October 19, 2019
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October 21, 2019
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October 23, 2019
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October 26, 2019
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