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Cycling Holidays

Showing 110 out of 326 trips

We believe that a cycling holiday is one of the best ways to get to know a new destination. Exploring places on two wheels allows you to go further faster, giving you plenty of chances to extend your time in places that interest you. Whether you want to cycle solo on one of our self-guided tours or hit the road with a group and guide, we're sure you'll find something to enjoy.

We head to some of the best cycling holiday destinations in the world, from the rolling hills of  . Wherever you choose to visit, you can expect to see breathtaking landscapes, sample local dishes and immerse yourself in the culture of your destination.

What are you waiting for? Freewheel your way to a new adventure by checking out our cycling holidays below.



Which cycling holiday destinations do you go to?

There are many incredible cycling holiday destinations you can visit with us. Each route has been carefully chosen to ensure you see the very best of the area, including popular spots and lesser-known gems along the way. Here are some of the places you can visit during our cycling holidays:

Italy

We offer both self-guided and guided cycling holidays in Italy, allowing you to experience this magnificent country in a way that suits you. Head to the north and cycle from the Dolomites to Venice, or visit the south to explore the sun-soaked region of Puglia on two wheels.

If you're keen to explore the largest island in the Mediterranean, our Secrets of Sicily tour will be right up your street. Alternatively, you could head to the vineyards of Veneto to immerse yourself in the quaint Italian countryside.

Greece

You can discover the natural beauty of Greece during one of our fantastic cycling holidays. It's one of the most popular cycling destinations thanks to its varied landscape, with incredible vineyards, mountains, coastline and villages to explore.

Get a taste of island life by navigating eastern Crete, visiting archaeological sites, relaxing on golden beaches and enjoying tasty dishes at local tavernas. Or head to the mainland to explore the beautiful Peloponnese and the historic city of Athens, with a guided tour of the Acropolis.

France

France is the perfect place for bike lovers, with a huge number of picturesque trails to enjoy throughout the country. Visit the UNESCO World Heritage area of Champagne or Beaune, the beautiful wine capital of Burgundy, for some well-deserved vino after a day of cycling.

We also have trips to the stunning Loire Valley, the hilltop villages of Provence, breathtaking Brittany and the delightful Dordogne . You can head out on your own on our self-guided tours or ride with a group of like-minded cyclists on our group holidays.

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Bosnia / Croatia

Sarajevo to Dubrovnik by E-Bike

£1749

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

6 meals
included

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£1039


4.7 (54 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

1 meals
included

Italy : Umbria

The Wine Trails of Umbria Cycling

£1149


5.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Denmark

Cycling from Copenhagen

£1169


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : The Dolomites

Cycling from the Dolomites to Venice

£1209


4.6 (9 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Albania

E-bike Across Southern Albania

£1239


4.9 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Greece : Peloponnese

Cycling in the Peloponnese

£1279


4.8 (12 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Lombardy

Cycling from Bormio to Lake Como

£1289

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Galicia

Cycle from Tui to Santiago in Style: Stay in Historic Paradors Hotels

£1439

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Belgium / The Netherlands

Cycling from Bruges to Amsterdam

£1509


4.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

£1529


4.0 (1 reviews)

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Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

France : Champagne

Cycling Champagne in Luxury

£1599

NEW FOR 2026

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Self-guided cycling

4 nights,
single centre

Level: 2
Moderate

Navigation App

The Netherlands : Holland

Cycling the Highlights of Holland

£1629


4.7 (6 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1639


4.8 (17 reviews)

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

2 meals
included

France : Brittany

St. Malo to Mont-Saint-Michel Cycling

£1649

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : Mainland Portugal

Cycling in the Douro Valley

£1679

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

1 meals
included

France : Atlantic Coast

Cycling along the Atlantic Coast

£1689

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1799

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark Premium

£1979

 
 

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Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£2049

 
 

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

1 meals
included

Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

£2729

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

10 meals
included

Norway

Cycling the Norwegian Archipelago South of Bergen

£2819

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

10 meals
included

Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

£3249

 
 

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

1 meals
included

Norway

Cycling in the Lofoten Islands

£3919


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

9 meals
included

Italy : Veneto

Heart of Veneto Cycling

£1089


4.8 (73 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : Veneto

Bolzano, Verona & Venice Ride

£1229


4.7 (21 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Tuscany

A Taste of Tuscany Cycling

£1319


4.9 (33 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Sicily

Secrets of Sicily Cycling

£1389


4.6 (28 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

1 meals
included

Portugal : The Algarve

Cycling in The Real Algarve

£1459


4.7 (68 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

3 meals
included

Italy : Sicily

Cycling through Baroque Sicily

£1649


4.5 (24 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

3 meals
included

Slovenia / Italy

Julian Alps to the Adriatic Cycling

£2179


4.8 (133 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria / Slovakia / Hungary

Cycling from Vienna to Budapest

£1159


4.6 (66 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Dordogne

Dordogne Valleys & Villages Cycling

£1169


4.7 (53 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

2 meals
included

Spain : Catalonia

Contrasts of Catalunya Cycling

£1269


4.7 (56 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

2 meals
included

Austria : Salzburg

Austrian Lakes Activities

£1289


4.8 (69 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

£1359


4.8 (40 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Puglia

Contrasts of Puglia Cycling

£1449


4.6 (127 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

2 meals
included

Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

£1499


4.5 (20 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Austria / Germany / Switzerland

Lake Constance Cycling

£1509


4.7 (96 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Croatia

Coastal Croatia - Porec to Pula Cycling

£1579


4.7 (90 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto Coastal Cycling

£1709


4.5 (61 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

2 meals
included

Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

£2149


4.8 (91 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

4 meals
included

Spain : French Camino

Camino Frances: Stage 4, 5 and 6 - Cycling from Leon to Santiago de Compostela

£779

NEW FOR 2026

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Self-guided pilgrimage

7 nights,
hotel-to-hotel

Level: 2 & 2+

Secure 2027 Holy Year Camino at 2026 prices

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France : Burgundy

Classic Burgundy Cycling

£869


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

1 meals
included

France : Provence

Tour of France - Provence

£949

 
 

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

£949


4.8 (9 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

1 meals
included

France : Champagne

Cycling the Vineyards of Champagne

£969

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

France : Alsace

Cycling the Wine Route of Alsace

£969


4.7 (11 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : Bavaria

Highlights of Lake Chiemsee by Bike

£979


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Italy : Italian Lakes

Cycling Lake Garda by e-bike

£1029


4.7 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

£1099


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling The UNESCO Loire Valley

£1109


5.0 (5 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Austria : The Danube

Cycling along the Danube from Passau to Vienna

£1119


4.8 (30 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Multi Activity in the Loire

£1119


5.0 (2 reviews)

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy / Slovenia / Croatia

Adriatic Coast - Venice to Porec Ride

£1139


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Provence

Cycling the Colourful villages of Provence

£1149


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

£1149


4.7 (10 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Provence

Provence : between Vineyards and olive groves

£1159


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Bordeaux

Cycling The Grand Crus of Bordeaux

£1179


4.5 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Austria / Germany / Switzerland

Highlights of Lake Constance by bike

£1179


4.9 (31 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

France : Normandy

D-Day Beaches Of Normandy Cycling

£1239


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

1 meals
included

Greece : Crete

Cycling the Coast of Eastern Crete

£1279


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Germany : Bavaria

Cycling Bavaria's Lake Chiemsee

£1289


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Tour of France - Loire

£1319

 
 

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Italy : Sardinia

Undiscovered Sardinia Cycling

£1319


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : Sierra de Aracena

E-biking in Andalucia: Sierra de Aracena

£1319


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

4 meals
included

France : Burgundy

Cycling the Vineyards From Beaune to Macon

£1329


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

£1329


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

1 meals
included

Sweden : sweden

Cycling Stockholm's Archipelago

£1339


4.3 (4 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Loire

Cycling The UNESCO Loire Valley - Deluxe

£1349


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

£1359


4.4 (7 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

£1359


4.6 (10 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Canal du Midi

Tour of France - Canal du Midi

£1389


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

France : Champagne

Cycle The Wine Route of Champagne

£1399


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

£1399


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : The Moselle

Meandering the Moselle Cycle Path

£1399


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Optional
e-bike hire

Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

£1409


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

6 meals
included

France : The Loire

Cycling The Chateaux Of The Loire

£1409


4.5 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : Catalonia

Classic Catalan Cycling

£1409


4.8 (14 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

2 meals
included

Italy : Veneto

Cycling the Venetian Hills to Bassano del Grappa

£1419

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

5 meals
included

Spain : Rioja

Vineyards of La Rioja Cycling

£1419


4.5 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Dordogne

Dordogne Activities

£1419


4.8 (34 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

5 meals
included

Belgium

Cycling from Brussels to Bruges

£1429


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France / Germany

Cycling the Scenic Rhine: Strasbourg to Mainz

£1459

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Austria : The Danube

Passau to Vienna Cycling

£1459


4.8 (78 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

£1479


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

France : Atlantic Coast

Tour of France - Atlantic Coast

£1499

 
 

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

Spain : Extremadura

Cycling Central Spain in Style

£1519


4.7 (7 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Ireland

Unspoilt Ring of Kerry Cycling

£1569


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

1 meals
included

Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1629


4.9 (10 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

£1639


4.5 (17 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

The Netherlands / Belgium

Cycling from Amsterdam to Brussels

£1669


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Normandy

Paris to the Sea Along the Seine River

£1779

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Sweden / Denmark

Stockholm to Copenhagen Cycling

£1809


4.2 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

£1829


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling the Loire in Luxury

£1849

NEW FOR 2026

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

2 meals
included

France : Corsica

Corsica with Ebike

£1879


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Slovenia

Secrets of Slovenia Cycling

£1879


4.9 (14 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

1 meals
included

Portugal : Mainland Portugal

Porto to Coimbra Cycling

£1889


4.8 (59 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

1 meals
included

Italy : Puglia

Highlights of Puglia Cycling

£2119


4.7 (14 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

2 meals
included

Italy : Italian Lakes

Cycling the Italian Lakes

£2139


4.9 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

USA : Maine

Cycling Maine's Coast & National Park

£3319

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

France

Tour of France

£5309

 
 

VIEW TRIP

Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Greece

Cycling in Greece

£1839

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1980

 
 

VIEW TRIP

Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Croatia

Cycling Croatia's Dalmatian Coast

£2120

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Estonia

Cycle the Baltics

£2199

 
 

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Guided group cycling

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Catalonia

Cycling the Mediterranean Coast in Spain

£2569

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

South Africa

Cycling the Cape & Winelands

£2699

 
 

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Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Thailand / Cambodia / Vietnam

Cycle Southeast Asia – Premium Adventure

£4269

 
 

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Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Holiday type
Self-guided cycling, Guided group cycling

  • Self-guided walking
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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.

Why choose Headwater for cycling holidays?

Since 1985, we've been creating exceptional holidays that allow you to enjoy the best of your chosen destination. Here are some key reasons you should book your cycling holiday with us:

  • Satisfied customers: We're delighted to have an array of five-star reviews and a great overall rating on Feefo.
  • Carefully crafted itineraries: Our team use their expertise and first-hand experience to create the ultimate itineraries for your holiday.
  • Flight bookings: You can choose to book your flights through us, saving you the time and hassle of organising your travel.
  • ABTA and ATOL protection: When you book with us, you'll know your holiday is protected. Find out more about your key rights when travelling with us.
  • Award-winning holidays: We're proud that our holidays have won awards, including 3 British Travel Awards in 2022.
  • Focus on sustainability: We want to make our trips Nature Positive, which is why we have a People, Places and Planet plan focusing on sustainability.
  • We support communities: We do our bit to support communities around the world through the Exodus Travels Foundation.
If you're keen to make your dream cycling holiday a reality, book online now or get in touch with our friendly team for more information.