Feefo - Independent reviews
1-800-567-6286

News | E‑news | Brochures | Blog | Contact us

Advanced options

Short break 'taster' cycling holidays

If you'd like to try a cycling holiday but can't fit in a full week away, or perhaps you're new to cycling and would prefer a short introduction to cycling with Headwater, a short break cycling holiday is just for you.

Our traditional cycling holidays are typically structured so that you cycle one day, stay put the next, etc. for the duration of your trip. With our 4-night breaks, the formula has been changed so that you move on every day. In this way, you'll see the maximum the region has to offer within the shortest space of time. To make sure you still have time to visit places of interest, go wine-tasting, laze by the pool and so on, we've kept the cycling distances short and, generally, on the flat. Of course, we still provide detailed maps and route notes (and GPS route navigation), and our staff move your bags from hotel to hotel for you - just as with our regular cycling holidays.

Click on the appropriate 'View Holiday' button for full holiday details or take a look at our activities section for further information about how our cycling holidays work.

View 9 holidays below


Loch Ness and the Highlands Cycling

Loch Ness and the Highlands Cycling

Loch Ness is about much more than an elusive beastie! Here a host of smaller lochs appear to hold the sky beneath their surfaces and ancient ruins languish at the water’s edge. Battlefields long silent and castles made famous by Shakespeare sit side-by-side with woodland that is home to a dazzling array of wildlife. The misty peaks and vast, fern covered landscapes that surround it all only add to the sense that this is a place where history and folklore remain largely inseparable.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £589per person, tour only
  • Full Scottish Breakfasts included
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
Cycling in 'The Real Algarve' - Short Break

Cycling in 'The Real Algarve' - Short Break

Discover a land that time forgot as you explore the unspoilt wild coastlines, pretty white villages and deserted cycling routes of the Algarve. The area is a birdwatchers paradise, with endemic and migratory species passing through from Africa and Northern Europe.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £729per person, tour only
  • All continental breakfasts, and 3 evening meals included
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Chablis Vineyards Cycling - Short Break

Chablis Vineyards Cycling - Short Break

Gentle, relaxing 4-night cycling holiday through traditional french villages and the vineyards of Burgundy. Lots of wine tasting opportunities of world-famous wines along your route!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £779per person, tour only

  • 4 Reviews
  • All continental breakfasts and 2 evening meals included
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Highlights of Gozo Cycling - Short Break

Highlights of Gozo Cycling - Short Break

Wonderfully easy year-round cycling staying in luxury hotels with superb swimming pools and taking in ancient archaelogical treasures, hidden hilltop hamlets and colourful fishing villages. Beautiful bays and stunning turquoise seas.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £779per person, tour only
  • All buffet breakfasts and evening meals included
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
Contrasts of Catalunya Cycling - Short Break

Contrasts of Catalunya Cycling - Short Break

Packed with contrast and variety, this easy 4-night cycling tour takes in the unspoilt Catalan coast, passing through olive groves, peach orchards and stunningly beautiful, pretty coloured villages. All the hotels have pools and 1 night is spent in a luxury C14 castle.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £794per person, tour only
  • All continental breakfasts and 2 evening meals included
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Côtes du Ventoux Cycling - Short Break

Côtes du Ventoux Cycling - Short Break

The Vaucluse is characterised by several things but none perhaps as much as the vineyards which cover the patchwork landscape and the ever present shape of Mt Ventoux, 'the Giant of Provence', silent and ever watchful on the horizon. This 4 night short break cycle takes you around the eastern side of the Vaucluse, where you will have ample opportunities to taste the local produce as you venture right up to the foot of the mountain.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £799per person, tour only
  • All continental breakfasts and evening meals included
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
Hilltop Villages of Provence Cycling - Short Break

Hilltop Villages of Provence Cycling - Short Break

Provence is a place whose natural light and landscapes have served as inspiration to such iconic figures as Van Gogh, Cezanne, Picasso and Dumas (not to mention Peter Mayle!), and this 4 night holiday has been designed to give you a taste of the famous hilltop villages which dot its breath-taking, lavender-scented Luberon region.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £867per person, tour only
  • All continental breakfasts and 3 evening meals included
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
Loire Gastronomic Cycling - Short Break

Loire Gastronomic Cycling - Short Break

A gentle, unhurried introduction to the very essence of the Loire Valley: majestic châteaux, wide rivers, world-famous wines and some of the finest food we've ever eaten in France! Holiday includes two nights in a luxury château.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £979per person, tour only
  • All continental breakfast and gastronomic evening meals included
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Gastronomic Burgundy Cycling - Short Break

Gastronomic Burgundy Cycling - Short Break

Gastronomic meals and world famous wines, mediaeval towns and traditional villages, historic hotels and chateaux, and the picturesque Canal de Bourgogne. These are some of the highlights of this 4-night cycle around the beautiful Cote D'Or along quiet lanes, vineyard tracks and tranquil waterside paths.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1069per person, tour only
  • All continental breakfasts and gastronomic evening meals included
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels