Cycling holidays in the Channel Islands | Headwater

1. Holiday types
  Self-Guided Walking
  
  Pilgrimages
  
  Cultural Tours
  
  Private Guided Walking
  
  Guided Walking
  
  New for 2025
  
  View All Walking Holidays
2. Destinations
  France
  
  Italy
  
  Portugal
  
  Spain
  
  United Kingdom
  
  All Walking Destinations...
  
  Albania
  
  Andorra
  
  Austria
  
  Azores
  
  Balearic Islands
  
  Bermuda
  
  Bosnia
  
  Canada
  
  Canary Islands
  
  Cape Verde
  
  Channel Islands
  
  China
  
  Costa Rica
  
  Croatia
  
  Cyprus
  
  Czechia
  
  Egypt
  
  Estonia
  
  France
  
  Germany
  
  Gozo
  
  Greece
  
  Iceland
  
  Ireland
  
  Italy
  
  Japan
  
  Kenya
  
  Madeira
  
  Malta
  
  Montenegro
  
  Morocco
  
  Nepal
  
  Norway
  
  Peru
  
  Portugal
  
  Romania
  
  Slovenia
  
  South Africa
  
  Spain
  
  Sri Lanka
  
  Switzerland
  
  United Kingdom
3. Information
  Walking Activity Levels
  
  Headwater Navigation App
  
  Maps & Notes
  
  Read Our Walking Blogs
Featured Holiday

Walking the trails of Tenerife

Few places can match the natural beauty of the Canary Islands, especially Tenerife, which has become a mecca for enthusiastic walkers. Join us on this week long walking holiday, taking in the highlights of this stunning year-round destination.
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Featured Holiday

Walking the trails of Tenerife

Few places can match the natural beauty of the Canary Islands, especially Tenerife, which has become a mecca for enthusiastic walkers. Join us on this week long walking holiday, taking in the highlights of this stunning year-round destination.
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1. Holiday types
  Self-Guided Cycling
  
  Ebike Cycling Holidays
  
  Pilgrimages
  
  Tandem Cycling Holidays
  
  Guided Cycling
  
  Multi-Activity Holidays
  
  New For 2025
  
  View All Cycling Holidays
2. Destinations
  Austria
  
  France
  
  Italy
  
  Portugal
  
  Spain
  
  All Cycling Destinations...
  
  Albania
  
  Austria
  
  Azores
  
  Balearic Islands
  
  Belgium
  
  Channel Islands
  
  Croatia
  
  Denmark
  
  Estonia
  
  France
  
  Germany
  
  Greece
  
  Holland
  
  Ireland
  
  Italy
  
  Norway
  
  Portugal
  
  Slovenia
  
  South Africa
  
  Spain
  
  Sweden
  
  Thailand
  
  USA
  
  United Kingdom
3. Information
  Cycling Activity Levels
  
  Headwater Navigation App
  
  Maps & Notes
  
  Read Our Cycling Blogs
Featured Holiday

Cycling from Vienna to Budapest

Enjoy meandering rides along the Danube river and through 3 iconic cities - from Vienna in Austria, through Bratislava in Slovakia and on to Budapest in Hungary. The cycling is mostly along the river through small villages and nature reserves but the real highlights are the stunning architecture.
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Featured Holiday

Cycling from Vienna to Budapest

Enjoy meandering rides along the Danube river and through 3 iconic cities - from Vienna in Austria, through Bratislava in Slovakia and on to Budapest in Hungary. The cycling is mostly along the river through small villages and nature reserves but the real highlights are the stunning architecture.
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1. Walking
  Self-Guided Walking
  
  Group Guided Walking
  
  Private Guided Walks
  
  View All Walking Holidays
2. Cycling
  Self-Guided Cycling
  
  Guided Cycling
  
  View All Cycling Holidays
3. Pilgrimages
  Italy
  
  Portugal
  
  Spain
  
  View All Pilgrimages
4. Cultural Tours
  Denmark
  
  France
  
  Iceland
  
  Italy
  
  Morocco
  
  Portugal
  
  Spain
  
  View All Cultural Tours
5. Cross-Country Skiing
  Austria
  
  Finland
  
  Italy
  
  Norway
  
  Switzerland
  
  View All Cross-Country Skiing Holidays
6. Multi-Activity Holidays
  Austria
  
  Canada
  
  Croatia
  
  France
  
  Ireland
  
  Japan
  
  Spain
  
  View All Multi-Activity Holidays
7. Canoeing Holidays
  France
  
  View All Canoeing Holidays
Featured Holiday

Walking Amalfi's Path of the Gods

Discover some of the highlights of the world renowned Amalfi Coast, along panoramic footpaths lined with terraced vineyards and fragrant lemon groves, connecting Amalfi, Ravello and picture perfect Positano.
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Featured Holiday

Lake Bled to Grado Cycling

Our 7 night holiday starts at Slovenia's Lake Bled, nestled below the jagged Julian Alps. It then follows cycle paths along the Alpe Adria Trail, passing into Italy. Wind down through the historic towns of Venzone, Udine and Palmanova to the Adriatic coast and the island of Grado.
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Featured Holiday

Highlights of the Camino de Santiago Walk

Enjoy a real sense of camaraderie and achievement on this seven-night pilgrim walk from Sarria to Santiago de Compostela.
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Featured Holiday

Morocco: Mountains, Desert & Coast

This 7 night Moroccan escape takes you from the Atlas Mountains, to the Agafay Desert to the coastal oasis of Essaouira. Enjoy guided tours, a wine tasting, and traditional lunches as you explore this fascinating country.
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Featured Holiday

Cross-country skiing at Venabu

A friendly, family-run hotel in a spectacular setting, offering complete escapism. Totally reliable snow and a good chance of seeing the Northern Lights, especially in December and January, make for a truly magical Norway winter holiday.
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Featured Holiday

Walk & Paddle Canada’s Sunshine Coast

This self-drive walking and sea kayaking trip welcomes you into the intriguing world of Canada's Sunshine Coast. Explore the region’s expansive waterscapes, lush rainforest trails, and the eclectic culinary and arts scene along the way.
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Featured Holiday

Canoeing on the Dordogne

A safe, undemanding canoeing activity holiday on the most celebrated river in France. This is a great choice for families as all hotels have pools and, for a limited period, all customers will have the option to hire a fully kitted-out bike for all non-canoe days, making it easy to explore locally too.
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1. Europe
  Albania
  
  Andorra
  
  Austria
  
  Belgium
  
  Bosnia
  
  Croatia
  
  Cyprus
  
  Czechia
  
  Denmark
  
  Estonia
  
  Finland
  
  France
  
  Germany
  
  Gozo
  
  Greece
  
  Holland
  
  Iceland
  
  Ireland
  
  Italy
  
  Malta
  
  Montenegro
  
  Norway
  
  Portugal
  
  Romania
  
  Slovenia
  
  Spain
  
  Sweden
  
  Switzerland
  
  United Kingdom
2. Africa
  Cape Verde
  
  Egypt
  
  Kenya
  
  Morocco
  
  South Africa
3. Americas
  Bermuda
  
  Canada
  
  Costa Rica
  
  Peru
  
  USA
4. Asia
  China
  
  Japan
  
  Nepal
  
  Sri Lanka
  
  Thailand
Featured Holiday

Self Guided Walking in Puglia: From Lecce to Matera

Independent walking trip to discover the beauty of Puglia and Matera. Starting in the heel of Italy’s Baroque Lecce, head north through gently rolling countryside filled with olive groves and vineyards. Visit the white city of Ostuni, Alberobello with its iconic 'trulli' houses and the UNESCO World Heritage site of Matera with its unique cave houses.
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Featured Holiday

Cape Verde's Northern Islands - With Private Guide

Immerse yourself in the untouched beauty of Cape Verde's northern islands; our eight-day walking tour with a private guide combines history and culture across the spectacular landscape - perfect for hiking enthusiasts looking for a unique experience.
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Featured Holiday

Islands of Bermuda Walk

Famed for its stunning turquoise waters and pink sand beaches, the stunning archipelago of Bermuda is a tiny historic treasure trove packed with natural beauty - flowers, fish, birds - and fabulous year-round sunshine.
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Featured Holiday

Walk the Nakasendo Trail

Follow the historic Nakasendo Trail, exploring the incredible cities of Kyoto and Tokyo either side of your journey.
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Cycling Holidays in the Channel Islands

Here are our cycling holidays in the Channel Islands. Use the search options to refine your search - you can select multiple options for each selection to see the results below.

Cycling in Jersey, Guernsey and Sark

United Kingdom: The Channel Islands

Cycling in Jersey, Guernsey and Sark

Explore these unique islands In a large splash of green and blue and get ready to be amazed!

DEPARTURE MONTHS

Book Early and Save 10%. T&Cs Apply

Holiday codeC06CI
Holiday typeSelf-guided cycling
Duration6 nights, twin centre
Activity level
Excellent for

From £1299per person, tour only
1 Reviews

All accommodation
All breakfasts
Bike hire included
Headwater navigation provided
Luggage transfers between hotels