With a Headwater holiday, it's all in the cultural details. We've spent over three decades creating and fine-tuning our itineraries to make sure each one takes you to the very essence of the region's culture, so you walk away with the most memorable experiences.

We seek out the most authentic accommodation, highest quality restaurants, best-kept local secrets and meticulously compile route directions so you can truly experience life behind the scenes. From visiting 1,000-year-old crypts and French gothic cathedrals on our Cycling the Grand Cru of Beaune trip to discovering beautiful art galleries and charming boutiques in the Croatian town of Rovinj on our Pula to Porec Cycling trip, our detailed trip itineraries guide you towards the most cultural experiences, firmly off the beaten track.

When it comes to travelling on foot, why not enjoy an afternoon cookery course in Chianciano Terme for a true Taste of Tuscany. Or, take your time visiting the archaeological park of S. M. Agnano, complete with a delicious dinner and overnight stay in a renovated farmhouse typical of the Apulian region during our Walking in Puglia and Matera trip.

Regardless of where you choose to travel with us, rest assured that culture-enriching experiences are around every corner.

 

Italy : Veneto

Heart of Veneto Cycling

AU$2195


4.8 (73 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

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Italy : Veneto

Walking in the Venetian Hills

AU$2235


4.7 (90 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Italy : Tuscany

A Taste of Tuscany Walking

AU$2605


4.9 (31 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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Italy : Tuscany

A Taste of Tuscany Cycling

AU$2705


4.9 (28 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
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Portugal : The Algarve

Cycling in The Real Algarve

AU$2910


4.7 (66 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Sicily

Cycling through Baroque Sicily

AU$3260


4.5 (22 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Slovenia

Julian Alps to the Adriatic Cycling

AU$4570


4.8 (123 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Italy : Puglia

Contrasts of Puglia Cycling

AU$3015


4.6 (125 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Norfolk

Contrasts of Norfolk Cycling

AU$3180


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Croatia

Coastal Croatia - Porec to Pula Cycling

AU$3240


4.7 (86 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Germany : Bavaria

Walking Bavaria's Lakes and Mountains

AU$2130


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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France : Burgundy

Cycling The Grand Crus of Burgundy

AU$2565


5.0 (1 reviews)

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Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

France : Provence

Hilltop Villages of Provence Cycling

AU$2685


4.8 (16 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.

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