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Showing 55 out of 334 trips

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£1049


4.7 (40 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Albania

E-bike Across Southern Albania

£1189

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Italy : Umbria

The Wine Trails of Umbria Cycling

£1229


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Greece

Cycling in the Peloponnese

£1339


4.8 (11 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Belgium

Cycling from Bruges to Amsterdam

£1419


4.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Trentino

Brenner Pass to Venice Cycling

£1469


5.0 (2 reviews)

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Self-guided cycling

9 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1629


4.6 (11 reviews)

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1649

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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Greece

Cycling in Greece

£1749

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

£2479

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Norway

Cycling the Norwegian Archipelago South of Bergen

£2809

NEW FOR 2025

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Norway

Cycling in the Lofoten Islands

£3569


5.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Veneto

Bolzano, Verona & Venice Ride

£1069


4.7 (18 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Tuscany

A Taste of Tuscany Cycling

£1319


4.9 (27 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

£1419


4.7 (62 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

£1579


4.4 (20 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Dordogne

Dordogne Valleys & Villages Cycling

£1169


4.7 (42 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

£1279


4.7 (26 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

£2039


4.8 (88 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Champagne

Cycling the Vineyards of Champagne

£879

 
 

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Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

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Italy : Italian Lakes

Cycling Lake Garda with e-bike

£1029


4.5 (2 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
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Italy : Veneto

Adriatic Coast - Venice to Porec Ride

£1039

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : Provence

Hilltop Villages of Provence Cycling - Short Break

£1069


4.9 (7 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

£1099


4.6 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

£1159

 
 

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Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

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Spain : Catalonia

Classic Catalan Cycling

£1219


4.8 (11 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Champagne

Cycle The Wine Route of Champagne

£1239

 
 

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Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

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Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

£1249


4.5 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Belgium

Cycling from Brussels to Bruges

£1269


4.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

£1279


4.3 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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Ireland

Walking and Cycling the Wild Atlantic Way

£1279

 
 

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : Bordeaux

Cycling The Grand Crus of Bordeaux

£1289


4.5 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : Provence

Hilltop Villages of Provence Cycling

£1309


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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France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

£1319


4.7 (3 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Ireland

Unspoilt Ring of Kerry Cycling

£1329


4.4 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : Rioja

Vineyards of La Rioja Cycling

£1379


4.6 (7 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Dordogne

Dordogne Activities

£1389


4.8 (31 reviews)

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Holland

Cycling from Amsterdam to Brussels

£1419


5.0 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1459


4.9 (9 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

£1459

NEW FOR 2025

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Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

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Spain : Extremadura

Cycling Central Spain in Style

£1489

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Atlantic Coast

Tour de France - Atlantic Coast

£1499

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

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Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

£1529


4.5 (16 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Emilia Romagna

Emilia Romagna – Bologna to Parma Cycling

£1579


4.7 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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United Kingdom : The Cotswolds

Best of the Cotswolds Cycling

£1719


4.0 (1 reviews)

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Self-guided cycling

6 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

£1729


4.8 (5 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Italy : Italian Lakes

Cycling the Italian Lakes

£1749


4.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Estonia

Cycle the Baltics

£1749

 
 

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Guided group cycling

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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France : Corsica

Corsica with Ebike

£1789


4.5 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

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Slovenia

Secrets of Slovenia Cycling

£1799


4.9 (11 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Spain : Catalonia

Cycling the Mediterranean Coast in Spain

£2199

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

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USA : Maine

Cycling Maine's Coast & National Park

£3119

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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France

Tour de France

£5259

NEW FOR 2025

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Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

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Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1745

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Croatia

Cycling Croatia's Dalmatian Coast

£1795

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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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.