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Showing 75 out of 334 trips

Denmark

Cycling from Copenhagen

£1019


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
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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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Italy : The Dolomites

Cycling from the Dolomites to Venice

£1109


4.8 (6 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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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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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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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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Portugal : Mainland Portugal

Cycling in the Douro Valley

£1519

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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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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Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£1989

NEW FOR 2025

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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 : Sicily

Secrets of Sicily Cycling

£1259


4.6 (22 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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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Italy : Veneto

Venetian Villas and Vineyards Cycling

£1319


4.7 (57 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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France : Provence

Cotes du Ventoux Cycling

£1389


4.8 (36 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely 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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Slovenia

Julian Alps to the Adriatic Cycling

£2229


4.8 (118 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Austria : The Danube

Cycling from Vienna to Budapest

£1119


4.6 (49 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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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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Austria : Salzburg

Austrian Lakes Activities

£1169


4.8 (68 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
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Spain : Catalonia

Contrasts of Catalunya Cycling

£1209


4.7 (53 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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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 : Puglia

Contrasts of Puglia Cycling

£1379


4.6 (123 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

£1449


4.3 (12 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Austria : Carinthia

Lake Constance Cycling

£1489


4.7 (88 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Croatia

Coastal Croatia - Porec to Pula Cycling

£1499


4.7 (85 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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United Kingdom : Norfolk

Contrasts of Norfolk Cycling

£1549


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Portugal : Mainland Portugal

Porto Coastal Cycling

£1549


4.4 (59 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Holland

Cycling from Amsterdam

£839

NEW FOR 2025

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Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

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Spain : Catalonia

Catalonia Activities

£859


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

£899


4.6 (5 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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
Navigation App

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Austria : The Danube

Cycling along the Danube from Passau to Vienna

£1049


4.9 (20 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Sweden : sweden

Cycling from Stockholm

£1059

 
 

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Self-guided cycling

5 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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
Navigation App

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France : The Loire

Cycling The Chateaux Of The Loire - Short Break

£1069


4.8 (6 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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France : The Loire

Cycling The UNESCO Loire Valley

£1069


5.0 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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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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Germany : Bavaria

Highlights of Lake Chiemsee by Bike

£1109


5.0 (1 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

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Germany : Bavaria

Cycling Bavaria's Lake Chiemsee

£1109


4.8 (4 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

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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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Austria : Lake Constance

Highlights of Lake Constance by bike

£1159


4.9 (26 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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France : Normandy

D-Day Beaches Of Normandy Cycling

£1199


4.5 (6 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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France : Burgundy

Cycling The Grand Crus of Burgundy

£1219


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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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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United Kingdom : Norfolk

Highlights of Norfolk Cycling

£1239


4.3 (10 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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
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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 : The Loire

Cycling The UNESCO Loire Valley - Deluxe

£1299


4.3 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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
Navigation App

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France : Burgundy

Cycling the Vineyards From Beaune to Macon

£1329


4.8 (5 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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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
Navigation App

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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

£1339


4.7 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Germany : The Moselle

Meandering the Moselle Cycle Path

£1349

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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France : The Loire

Cycling The Chateaux Of The Loire

£1369


4.5 (10 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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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
Navigation App

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Sweden : sweden

Cycling Stockholm's Archipelago

£1389


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Austria : The Danube

Passau to Vienna Cycling

£1399


4.8 (75 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

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
Navigation App

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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
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
Navigation App

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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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Spain : Galicia

Cycling the Camino de Santiago

£1579


4.5 (6 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

£1719


4.8 (4 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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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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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Sweden : sweden

Stockholm to Copenhagen Cycling

£1809


4.3 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Porto to Coimbra Cycling

£1829


4.8 (56 reviews)

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Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Highlights of Puglia Cycling

£1969


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

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

VIEW TRIP
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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.