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Cycling Holidays

Showing 105 out of 341 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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Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

£1039


4.7 (44 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy

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
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15% OFF THIS TRIP

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Denmark

Cycling from Copenhagen

£1169


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
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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

15% OFF THIS TRIP

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Albania

E-bike Across Southern Albania

£1239


4.9 (7 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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15% OFF THIS TRIP

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Greece : Peloponnese

Cycling in the Peloponnese

£1369


4.8 (12 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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15% OFF THIS TRIP

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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
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15% OFF THIS TRIP

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Holland

Cycling the Highlights of Holland

£1449


4.8 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

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Belgium / Holland

Cycling from Bruges to Amsterdam

£1459


4.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

10% OFF THIS TRIP

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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
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15% OFF THIS TRIP

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France

St. Malo to Mont-Saint-Michel Cycling

£1579

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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Portugal : Mainland Portugal

Cycling in the Douro Valley

£1589

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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15% OFF THIS TRIP

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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

15% OFF THIS TRIP

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Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

£1639


4.7 (14 reviews)

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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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

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Switzerland : The Bernese Oberland

Cycling the Swiss Lakes - Vevey to Lucerne

£1689

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

15% OFF THIS TRIP

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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

Headwater
Navigation App

15% OFF THIS TRIP

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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

Printed route
directions

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Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

£2049

 
 

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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15% OFF THIS TRIP

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Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

£2469

NEW FOR 2026

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

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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 & 3

Navigation App

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Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

£3079

 
 

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
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Norway

Cycling in the Lofoten Islands

£3699


4.8 (4 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Veneto

Heart of Veneto Cycling

£1069


4.8 (73 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
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Italy : Veneto

Bolzano, Verona & Venice Ride

£1129


4.7 (20 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

15% OFF THIS TRIP

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Italy : Tuscany

A Taste of Tuscany Cycling

£1319


4.9 (29 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
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Italy : Sicily

Secrets of Sicily Cycling

£1339


4.6 (25 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : The Algarve

Cycling in The Real Algarve

£1399


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

Cycling through Baroque Sicily

£1629


4.5 (23 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Slovenia / Italy

Julian Alps to the Adriatic Cycling

£2229


4.8 (128 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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10% OFF THIS TRIP

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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

10% OFF THIS TRIP

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France : The Dordogne

Dordogne Valleys & Villages Cycling

£1169


4.7 (52 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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15% OFF THIS TRIP

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Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

£1299


4.7 (35 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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15% OFF THIS TRIP

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Austria : Salzburg

Austrian Lakes Activities

£1359


4.8 (69 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

£1419


4.7 (56 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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Italy : Puglia

Contrasts of Puglia Cycling

£1449


4.6 (126 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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15% OFF THIS TRIP

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Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

£1499


4.4 (17 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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15% OFF THIS TRIP

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Austria / Germany / Switzerland

Lake Constance Cycling

£1509


4.7 (95 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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15% OFF THIS TRIP

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Croatia

Coastal Croatia - Porec to Pula Cycling

£1529


4.7 (87 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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15% OFF THIS TRIP

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Portugal : Mainland Portugal

Porto Coastal Cycling

£1639


4.4 (59 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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10% OFF THIS TRIP

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Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

£2089


4.8 (89 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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15% OFF THIS TRIP

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France : Burgundy

Classic Burgundy Cycling

£869


4.0 (1 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

10% OFF THIS TRIP

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France : Provence

Tour de France - Provence

£949

 
 

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

15% OFF THIS TRIP

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France : Champagne

Cycling the Vineyards of Champagne

£969

 
 

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Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

20% OFF THIS TRIP

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Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

£969


4.8 (8 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
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10% OFF THIS TRIP

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France : Alsace

Cycling the Wine Route of Alsace

£969


4.8 (10 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

10% OFF THIS TRIP

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Italy : Italian Lakes

Cycling Lake Garda by e-bike

£1029


4.6 (5 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
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15% OFF THIS TRIP

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France : Bordeaux

Cycling The Grand Crus of Bordeaux

£1049


4.5 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

10% OFF THIS TRIP

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Italy / Slovenia / Croatia

Adriatic Coast - Venice to Porec Ride

£1079


4.3 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

15% OFF THIS TRIP

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France : The Loire

Cycling The Chateaux Of The Loire - Short Break

£1099


4.8 (8 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

10% OFF THIS TRIP

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France : The Loire

Cycling The UNESCO Loire Valley

£1109


5.0 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

10% OFF THIS TRIP

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Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

£1109


4.7 (9 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

10% OFF THIS TRIP

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Austria : The Danube

Cycling along the Danube from Passau to Vienna

£1119


4.9 (28 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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France : The Loire

Multi Activity in the Loire

£1119


5.0 (2 reviews)

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Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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France : Provence

Cycling the Colourful villages of Provence

£1149

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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France : Provence

Provence : between Vineyards and olive groves

£1159


4.0 (2 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

10% OFF THIS TRIP

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Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

£1159


5.0 (1 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

10% OFF THIS TRIP

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Austria / Germany / Switzerland

Highlights of Lake Constance by bike

£1179


4.9 (30 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

15% OFF THIS TRIP

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France

D-Day Beaches Of Normandy Cycling

£1239


4.6 (7 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

10% OFF THIS TRIP

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France : Champagne

Cycle The Wine Route of Champagne

£1269


5.0 (1 reviews)

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Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

20% OFF THIS TRIP

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Greece : Crete

Cycling the Coast of Eastern Crete

£1279


4.4 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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15% OFF THIS TRIP

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Germany : Bavaria

Cycling Bavaria's Lake Chiemsee

£1289


4.8 (6 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

£1299


4.6 (9 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

15% OFF THIS TRIP

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Spain : Catalonia

Classic Catalan Cycling

£1309


4.8 (12 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

15% OFF THIS TRIP

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Belgium

Cycling from Brussels to Bruges

£1319


4.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

10% OFF THIS TRIP

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France : The Loire

Tour de France - Loire

£1329

 
 

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

15% OFF THIS TRIP

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France : Burgundy

Cycling the Vineyards From Beaune to Macon

£1329


4.8 (6 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

10% OFF THIS TRIP

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France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

£1329


4.7 (6 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

15% OFF THIS TRIP

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France

Cycling The UNESCO Loire Valley - Deluxe

£1349


4.3 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

10% OFF THIS TRIP

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Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

£1359


4.4 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

15% OFF THIS TRIP

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France : Canal du Midi

Tour de France - Canal du Midi

£1389


5.0 (1 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

15% OFF THIS TRIP

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Italy : Sardinia

Undiscovered Sardinia Cycling

£1389


4.7 (19 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

£1399


4.8 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

10% OFF THIS TRIP

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France / Germany

Cycling the Scenic Rhine: Strasbourg to Mainz

£1399

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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Germany : The Moselle

Meandering the Moselle Cycle Path

£1399


4.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

15% OFF THIS TRIP

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France : The Loire

Cycling The Chateaux Of The Loire

£1409


4.5 (12 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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Spain : Rioja

Vineyards of La Rioja Cycling

£1419


4.5 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

10% OFF THIS TRIP

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France

Dordogne Activities

£1419


4.8 (34 reviews)

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

15% OFF THIS TRIP

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Austria : The Danube

Passau to Vienna Cycling

£1459


4.8 (77 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

15% OFF THIS TRIP

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Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

£1479


4.0 (1 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

15% OFF THIS TRIP

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Sweden : sweden

Cycling Stockholm's Archipelago

£1489


4.3 (3 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

15% OFF THIS TRIP

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France : Atlantic Coast

Tour de France - Atlantic Coast

£1499

 
 

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

15% OFF THIS TRIP

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Spain : Extremadura

Cycling Central Spain in Style

£1519


4.5 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

15% OFF THIS TRIP

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Ireland

Unspoilt Ring of Kerry Cycling

£1569


4.5 (6 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

20% OFF THIS TRIP

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Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

£1569


4.9 (10 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

20% OFF THIS TRIP

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Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

£1639


4.5 (17 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

15% OFF THIS TRIP

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Holland / Belgium

Cycling from Amsterdam to Brussels

£1669


5.0 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

20% OFF THIS TRIP

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France

Paris to the Sea Along the Seine River

£1779

NEW FOR 2026

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

15% OFF THIS TRIP

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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

£1799


4.8 (8 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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France : Corsica

Corsica with Ebike

£1819


4.7 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

10% OFF THIS TRIP

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France

Cycling the Loire in Luxury

£1849

NEW FOR 2026

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Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

15% OFF THIS TRIP

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Italy : Italian Lakes

Cycling the Italian Lakes

£1859


4.9 (9 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

15% OFF THIS TRIP

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Portugal : Mainland Portugal

Porto to Coimbra Cycling

£1889


4.8 (56 reviews)

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Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

15% OFF THIS TRIP

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Sweden / Denmark

Stockholm to Copenhagen Cycling

£1919


4.2 (5 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

15% OFF THIS TRIP

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Slovenia

Secrets of Slovenia Cycling

£1969


4.9 (14 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

15% OFF THIS TRIP

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Italy : Puglia

Highlights of Puglia Cycling

£2079


4.8 (13 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

15% OFF THIS TRIP

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USA : Maine

Cycling Maine's Coast & National Park

£3199

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

10% OFF THIS TRIP

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France

Tour de France

£5519

 
 

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Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

15% OFF THIS TRIP

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Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

£1635

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Greece

Cycling in Greece

£1719

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Estonia

Cycle the Baltics

£1909

 
 

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Guided group cycling

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Croatia

Cycling Croatia's Dalmatian Coast

£1995

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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South Africa

Cycling the Cape & Winelands

£2589

 
 

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Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Spain : Catalonia

Cycling the Mediterranean Coast in Spain

£2849

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

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Thailand / Cambodia / Vietnam

Cycle Indochina & Angkor - Premium Adventure

£3679

 
 

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Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

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.

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.