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Headwater Cycling Trips Under £1000

You'd be surprised how far you can get for under £1000. These Headwater holidays represent exquisite value for money, with many included meals, local produce tasting, superb rep service and handpicked boutique accommodation making every holiday extra special.

Cyclists have a lot to look forward to within that £1000. On many of these holidays not only will you be provided with expertly written and detailed route guidance, you'll also be able to enjoy the benefits of the Headwater Navigation app which gives you hands-free audio navigation - no more stopping to check the map, quibbling over which turn to take, or heavy route description booklets to carry around. We've included all luggage transfers from hotel to hotel, so you're never weighed down on your ride. And if you're short on time, then it's good to know our expertise has been distilled into each itinerary so you don't need to worry about organisation - all the time you have can be spent enjoying your holiday.


Cycling from Amsterdam
Holland

Cycling from Amsterdam

Take your pick from one of the many spectacular routes cycling around the Netherlands capital city. Immediately recognisable for its elaborate canal system and narrow houses, Amsterdam is the perfect destination for a first-time cycling trip.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration3 nights, single centre
  • Activity level
  • Excellent for
  • From £699per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Flights from London (if booking incl. flights)
Cycling the Vineyards of Champagne
France: Champagne

Cycling the Vineyards of Champagne

Explore the Champagne wine-growing area, listed as a World Heritage site by UNESCO, and the stunning villages. The winemakers’ open their doors to you, for tastings and tours of the cellars.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration3 nights, single centre
  • Activity level
  • Excellent for
  • From £719per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Flights from London (if booking incl. flights)
Cycling the Heel of Italy - Alberobello to Lecce
Italy: Puglia

Cycling the Heel of Italy - Alberobello to Lecce

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello and whitewashed Ostuni.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £849per person, tour only

  • 42 Reviews
  • All accommodation
  • All breakfasts and 1 evening meal
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
E-bike Across Southern Albania
Albania

E-bike Across Southern Albania

Our 7 night e-bike trip takes you from the rugged Albanian Alps to the serene Albanian Riveria with UNESCO sites and archaeological wonders along the way.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £859per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling from Copenhagen
Denmark

Cycling from Copenhagen

Enjoy daily rides heading out from capital of Denmark, Copenhagen to discover Viking history and relax at sandy beaches.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, single centre
  • Activity level
  • Excellent for
  • From £869per person, tour only
  • All accommodation
  • Breakfast
  • High quality bikes provided
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Heart of Veneto Cycling
Italy: Veneto

Heart of Veneto Cycling

The perfect choice for people wanting a genuine grass-roots Italian experience. You'll stay on a family-run farm, in the heart of the Venetian countryside, with private pool and vineyards. Venice, Verona and Padua are all possible day trips.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From £879per person, tour only

  • 72 Reviews
  • All accommodation
  • All continental breakfasts and evening meals
  • High quality bikes provided
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Cycling Lake Garda with e-bike
Italy: Veneto

Cycling Lake Garda with e-bike

Spend 6 nights on Lake Garda, the playground of cycling! Your unique hotel has been transformed from an old rail station, close to the waters edge.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, single centre
  • Activity level
  • Excellent for
  • From £889per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Cycling along the Danube from Passau to Vienna
Austria: The Danube

Cycling along the Danube from Passau to Vienna

Follow the curves and bends of the Danube as it flows through steep-sided valleys and wide riverside woods towards beautiful Vienna. You will pass many delightful castles, ruins and abbeys whilst visiting historic towns such as Linz, Melk and Krems. The final destination of Vienna is the perfect place to explore.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £889per person, tour only

  • 23 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling In The Royal Loire Valley
France: The Loire

Cycling In The Royal Loire Valley

Experience a chateau lifestyle during a romantic stay in a 4* manor house in the heart of the charming royal city of Amboise. Ride from chateau to chateau, stroll through peaceful gardens and stop in local cellars to taste the Loire Valley's delicious wines.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration3 nights, single centre
  • Activity level
  • Excellent for
  • From £899per person, tour only
  • All accommodation
  • all breakfast and 1 evening meal
  • High quality bikes provided
  • Route notes and maps provided
  • Flights from London (if booking incl. flights)
Cycling from Stockholm
Sweden

Cycling from Stockholm

Based in Stockholm with daily cycle routes around the city and into the archipelago. A fabulous region to explore by bike with many cultural highlights including UNESCO Drottningholm Palace along with the natural highlights of the islands.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration5 nights, single centre
  • Activity level
  • Excellent for
  • From £899per person, tour only
  • All accommodation
  • Breakfast
  • High quality bikes provided
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Adriatic Coast - Venice to Poreč Ride
Italy / Slovenia / Croatia: Veneto

Adriatic Coast - Venice to Poreč Ride

Embark on a picturesque cycling journey from Venice to Poreč, immersing yourself in the stunning landscape and rich cultural heritage. Explore historic towns such as Trieste and Piran, indulge in delicious cuisine and experience the beauty and diversity of the Adriatic coast on this unforgettable cycling adventure.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £899per person, tour only
  • All accommodation
  • Bed and Breakfast
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling The Chateaux Of The Loire - Short Break
France: The Loire

Cycling The Chateaux Of The Loire - Short Break

All the greatest chateaux of the Loire in a short break. Bike from a chateau to another is just a short ride. Through the vineyards, on peaceful bike routes or along the Loire river, discover the royal Loire Valley.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration5 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £909per person, tour only

  • 6 Reviews
  • All accommodation
  • All continental breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling The UNESCO Loire Valley
France: The Loire

Cycling The UNESCO Loire Valley

Ride the famous 'Loire a velo' cycling path from Tours to Angers. All along the route, you stick closely to France’s last great wild river, with its sandy banks and islands, its vine-covered slopes, its typical towns and villages, its fine food and its unique atmosphere.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration5 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £909per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Highlights of Lake Chiemsee by Bike
Germany

Highlights of Lake Chiemsee by Bike

Explore Southern Bavaria's treasures at your own pace with this cycling holiday around Lake Chiemsee. Discover the region's natural wonders, from majestic mountains to serene lakes, and captivating nature reserves. Dive into the refreshing waters for a swim and uncover the area's captivating historical sites.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, single centre
  • Activity level
  • Excellent for
  • From £909per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Flights from London (if booking incl. flights)
Cycling the Lakes and Rivers of the Salzkammergut
Austria: Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

Explore Austria's Salzkammergut on a cycling adventure through crystal clear lakes, alpine villages, and lush meadows. Explore the historic depth of Bad Ischl and the charming town of Gmunden, surrounded by majestic Alpine peaks. Savour local culinary treasures and immerse yourself in the captivating natural beauty and rich history of the region.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, single centre
  • Activity level
  • Excellent for
  • From £929per person, tour only
  • All accommodation
  • Breakfasts daily (HB compulsory between 26 Jun & 3 Sep inclusive)
  • High quality bikes provided
  • Route notes and maps provided
  • Flights from London (if booking incl. flights)
Cycling from Vienna to Budapest
Austria / Slovakia / Hungary: The Danube

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.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £949per person, tour only

  • 50 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling the Wine Route of Alsace
France: Alsace

Cycling the Wine Route of Alsace

From Colmar to Strasbourg : Discover the famous Alsace vineyards along the Alsace wine road cycle trail.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration5 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £969per person, tour only

  • 9 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling from the Dolomites to Venice
Italy: The Dolomites

Cycling from the Dolomites to Venice

From the northeastern Dolomites, cycle through the Alta Val Pusteria below the famous Drei Zinnen, through the valley of the ice cream makers and across the plains to reach Venice.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £979per person, tour only

  • 6 Reviews
  • All accommodation
  • All buffet breakfasts
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling in Beaune Vineyards
France: Burgundy

Cycling in Beaune Vineyards

A short break for an epicurean life style in Beaune, the wine capital of Burgundy to explore the world famous vineyards with prestigious wine estates as well as the fine local cuisine.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, single centre
  • Activity level
  • Excellent for
  • From £999per person, tour only
  • All accommodation
  • All breakfast and 1 evening meal
  • High quality bikes provided
  • Route notes and maps provided
  • Flights from London (if booking incl. flights)
Highlights of Lake Constance by bike
Austria / Germany / Switzerland: Lake Constance

Highlights of Lake Constance by bike

Explore Lake Constance by bike on gentle cycling trails, stopping for lunches at waterfront restaurants and discovering some of the cultural and historic highlights of this region, staying in Austria, Switzerland and Germany.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £999per person, tour only

  • 26 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Classic Catalan Cycling
Spain: Catalonia

Classic Catalan Cycling

This 8-night holiday explores the wonderfully undiscovered Catalan countryside, a region of pine-fringed valleys dotted with historic castles, hilltop fortresses, ancient wine villages and beautiful countryside. It's wonderfully quiet cycling too, where you can discover unspoilt Catalonia (Catalunya).

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £999per person, tour only

  • 11 Reviews
  • All accommodation
  • All breakfasts and 2 evening meals
  • High quality bikes provided
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Catalonia Activities
Spain: Catalonia

Catalonia Activities

Combine a stay at the beach with your choice of gentle walking and cycling routes for an active family holiday. You stay in the fishing village of Calella de Palafrugell, where the rocky coastline has small coves to explore. A complimentary Headwater bike for your exclusive use is provided to give you total flexibility.

DEPARTURE MONTHS

JFMAMJJASOND

Book Early and Save 10%. T&Cs Apply
  • Holiday typeMulti activity holiday
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From £779per person, tour only

  • 13 Reviews
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • Headwater navigation provided
  • Flights from London (if booking incl. flights)
Multi Activity in the Loire
France: The Loire

Multi Activity in the Loire

Experience a journey in the Valley of the Kings cycling, canoeing and walking where stunning scenery and rich history contribute to this region reputation as the most romantic destination.

DEPARTURE MONTHS

JFMAMJJASOND

Book Early and Save 10%. T&Cs Apply
  • Holiday typeMulti activity holiday
  • Duration5 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £899per person, tour only
  • All accommodation
  • All breakfast included
  • High quality bikes provided
  • Route notes and maps provided
  • Luggage transfers between hotels

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