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Touring holidays to Puglia

Are you looking to book an activity holiday to Puglia? If so, we have an amazing range of trips for you to choose from. Whether you'd like to go on a self-guided cycling tour to discover deserted white sandy beaches or would prefer a guided walking holiday in the tranquil countryside, we have something for every explorer at Headwater.

Due to its strategic coastal location, Puglia has been invaded, conquered and colonised by practically every major power - from the Greeks and Saracens to the Normans and Spanish. Each successive empire has left its own indelible traces and added something special and unique to the region.

In Puglia, not only are there Greek-style whitewashed villages, gaudy Baroque buildings built by the Spanish and opulent Norman cathedrals, but you may even get the chance to see the odd Roman ruin, framed by olive groves and glittering seas, too. The fact that it's relatively off-the-beaten-track and well off the typical tourist trails makes it all the more alluring for cyclists and walkers who wish to discover the real Italy.

The captivating region of Puglia lies in the remote heel of Italy's boot. Slumbering under the warm southern skies, this is an undiscovered region of extraordinary variety and beauty, from its dramatically rugged Adriatic coastline to the rich, fertile plains of its lush interior.

Our holidays to Puglia will leave you with unforgettable memories. Whether you choose to pedal up the coast and pass hidden coves and golden sandy beaches before sitting down for some lunch in a colourful fishing village, or take it slow with a stroll through vineyards and olive groves, our selection of guided and self-guided holidays will provide you with an experience you'll never forget.

Need some help to book your holiday to Puglia?

Click on the appropriate 'View Holiday' button for full holiday details, take a look at our activities section for further information about how our holidays work, or look on our Italy page find out more about our activity holidays.

Our Puglia tours can be upgraded to include flights and you can expect a flight time of around two and a half hours.

If you're about to plan your next holiday and have any questions about one of our Puglia tours, one of our experienced team will be able to help.

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Self-Guided Walking in Puglia and Matera
Italy: Puglia

Self-Guided Walking in Puglia and Matera

Independent walking trip allowing you to discover the beauty of Puglia and Matera. Starting in the UNESCO World Heritage site of Matera, you'll make your way south east, through gently rolling countryside filled with olive groves and vineyards, stopping at Alberobello with its 'trulli' houses and the White City of Ostuni before finishing at the heel of Italy in Otranto with a walk along the coastline.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1129per person, tour only
  • All accommodation
  • All breakfasts
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Contrasts of Puglia Cycling
Italy: Puglia

Contrasts of Puglia Cycling

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello and whitewashed Ostuni.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1419per person, tour only

  • 108 Reviews
  • All accommodation
  • All continental breakfasts and 2 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Matera to Monopoli Cycling
Italy: Puglia

Matera to Monopoli Cycling

Start at Matera, one of the oldest inhabited cities in the world and cycle through the Alta Murgia National Park, the largest natural park in Italy. Reach the Adriatic coastline at Trani, known as the 'Pearl of Puglia' and continue your ride, south, along the coast to Bari and your final destination, Monopoli.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1479per person, tour only
  • All accommodation
  • All breakfasts and 1 evening meal
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Puglia - Cycling the Heel of Italy
Italy: Puglia

Puglia - Cycling the Heel of Italy

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello and whitewashed Ostuni.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1019per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Highlights of Puglia Cycling
Italy: Puglia

Highlights of Puglia Cycling

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello, whitewashed Ostuni and beautiful Baroque Lecce.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £2039per person, tour only
  • All accommodation
  • All continental breakfasts and 3 evening meals included
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Landscapes of Matera and Puglia Cycling
Italy: Puglia

Landscapes of Matera and Puglia Cycling

Start at Matera, one of the oldest inhabited cities in the world and cycle through the Alta Murgia National Park, the largest natural park in Italy.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration14 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £2399per person, tour only
  • All accommodation
  • All breakfasts and 3 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walks in Puglia and Matera
Italy: Puglia

Walks in Puglia and Matera

This guided walking holiday explores the fascinating region of Puglia taking in the UNESCO towns of Matera and Alberobello and the 'white city' of Ostuni. Walk over rolling hills, through ancient olive groves and past vineyards overlooking the coast.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1199per person, tour only

  • 21 Reviews
  • All breakfasts, 2 dinners and 1 wine and produce tasting 
  • All accommodation
  • Flights from London (if booking incl. flights)
  • Transfers for group flights