Walking & Cycling Holidays in Puglia

Showing 7 out of 313 trips

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 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.

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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Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

£1169


4.8 (73 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Activity level: 2

Activity level: 2

Bed and
breakfast

Italy : Puglia

Contrasts of Puglia Cycling

£1409


4.6 (129 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Activity level: 4

Activity level: 4

Breakfasts plus
2 meals

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

£899


4.8 (17 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Activity level: 3

Activity level: 3

Bed and
breakfast

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£1039


4.7 (55 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Activity level: 4

Activity level: 4

Breakfasts plus
1 meal

Italy : Puglia

Journey through Puglia to Matera

£1169

NEW FOR 2027

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Cultural tour

7 nights,
hotel-to-hotel

Bed and
breakfast

Headwater
Navigation App

Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1639


4.8 (22 reviews)

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Self-guided cycling

11 nights,
hotel-to-hotel

Activity level: 4

Activity level: 4

Breakfasts plus
2 meals

Italy : Puglia

Highlights of Puglia Cycling

£1939


4.7 (14 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Activity level: 4

Activity level: 4

Breakfasts plus
2 meals

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