Our 2026 Cycling Brochure Has Arrived

Save up to 15% When You Book Early Using Code BIKE26

To celebrate the launch of our brand-new 2026 Cycling Brochure, we’re giving you up to 15% off selected Headwater cycling holidays – but only if you book before 25 November 2025.

Plus, you can save on multi-activity, canoeing, cross-country skiing and cultural tours too!

Whether you’re seeking a gentle countryside ride or a challenging climb further afield, every Headwater holiday is designed so all the details are taken care of – leaving you free to simply enjoy the journey.

Don’t miss out – this early booking offer ends 25 November 2025. Contact our friendly, knowledgeable team today to secure your next adventure and enjoy up to 15% discount.

Celebrate the launch of our cycling brochure and claim up to 15% off.



* Terms and conditions apply - see below for details

 
Tap here to filter results
 

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

NZ$2290


4.7 (44 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Denmark

Cycling from Copenhagen

NZ$2375


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : Puglia

Journey through Puglia to Matera

NZ$2485


4.8 (15 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

Albania

E-bike Across Southern Albania

NZ$2620


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : The Dolomites

Cycling from the Dolomites to Venice

NZ$2660


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : Umbria

The Wine Trails of Umbria Cycling

NZ$2880


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Holland

Cycling the Highlights of Holland

NZ$3190


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Greece : Peloponnese

Cycling in the Peloponnese

NZ$3255


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Belgium

Cycling from Bruges to Amsterdam

NZ$3345


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

NZ$3365


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

France

St. Malo to Mont-Saint-Michel Cycling

NZ$3475

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : Mainland Portugal

Cycling in the Douro Valley

NZ$3500

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

France : Champagne

Cycling Champagne in Luxury

NZ$3520

NEW FOR 2026

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 2
Moderate

Navigation App

Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

NZ$3610


4.7 (14 reviews)

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Atlantic Coast

Cycling along the Atlantic Coast

NZ$3720

NEW FOR 2026

VIEW TRIP

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

NZ$3720

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

NZ$4380

 
 

VIEW TRIP

Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Norway

Cycling Norway's Fjords: Hardangerfjord from Bergen

NZ$5435

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Cycling the Norwegian Archipelago South of Bergen

NZ$6205

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

NZ$6775

 
 

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

Norway

Cycling in the Lofoten Islands

NZ$8140


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Veneto

Heart of Veneto Cycling

NZ$2355


4.8 (73 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : Veneto

Bolzano, Verona & Venice Ride

NZ$2485


4.7 (20 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Sicily

Secrets of Sicily Cycling

NZ$2815


4.6 (25 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Cycling

NZ$2905


4.9 (28 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : The Algarve

Cycling in The Real Algarve

NZ$3080


4.7 (66 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Cycling through Baroque Sicily

NZ$3720


4.5 (23 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Slovenia

Julian Alps to the Adriatic Cycling

NZ$4905


4.8 (128 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : The Danube

Cycling from Vienna to Budapest

NZ$2620


4.6 (66 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Dordogne

Dordogne Valleys & Villages Cycling

NZ$2685


4.7 (52 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

NZ$2860


4.7 (35 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Austria : Salzburg

Austrian Lakes Activities

NZ$3080


4.8 (69 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling

NZ$3125


4.7 (56 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

NZ$3190


4.4 (17 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Italy : Puglia

Contrasts of Puglia Cycling

NZ$3190


4.6 (126 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Lake Constance

Lake Constance Cycling

NZ$3320


4.7 (95 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Croatia

Coastal Croatia - Porec to Pula Cycling

NZ$3475


4.7 (87 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Norfolk

Contrasts of Norfolk Cycling

NZ$3610


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto Coastal Cycling

NZ$3610


4.4 (59 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Norway : Gudbrandsdalen

Cross-country skiing at Venabu

NZ$4225


4.8 (293 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

NZ$4820


4.8 (89 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Switzerland : The Bernese Oberland

Cross-country skiing and winter walking in Kandersteg

NZ$1670


4.7 (6 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Switzerland : The Bernese Oberland

Cross-country skiing and winter walking in Kandersteg - Short Break

NZ$1740


4.8 (4 reviews)

VIEW TRIP

Winter snow holiday

5 nights,
single centre



France : Champagne

Cycling the Vineyards of Champagne

NZ$1935

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

France : Burgundy

Classic Burgundy Cycling

NZ$1980


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

France : Provence

Tour de France - Provence

NZ$2090

 
 

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

NZ$2135


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

France : Alsace

Cycling the Wine Route of Alsace

NZ$2135


4.8 (10 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Austria : The Tyrol

Cross-country skiing at Leutasch

NZ$2155


4.5 (13 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



France : Bordeaux

Cycling The Grand Crus of Bordeaux

NZ$2310


4.5 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

NZ$2420


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : Veneto

Adriatic Coast - Venice to Porec Ride

NZ$2420


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Loire

Cycling The UNESCO Loire Valley

NZ$2440


5.0 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : Bavaria

Cycling Bavaria's Lake Chiemsee

NZ$2440


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Italy : Tuscany

Cycling in Tuscany: Pisa to Florence

NZ$2440


4.7 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : The Dolomites

Cross-country skiing in the Dolomites

NZ$2440


4.7 (3 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Austria : The Danube

Cycling along the Danube from Passau to Vienna

NZ$2465


4.9 (28 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

NZ$2465


5.0 (2 reviews)

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : Champagne

Cycle The Wine Route of Champagne

NZ$2530


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

France : Provence

Cycling the Colourful villages of Provence

NZ$2530

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Provence

Provence : between Vineyards and olive groves

NZ$2550


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

NZ$2550


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

Italy : Italian Lakes

Cycling Lake Garda by e-bike

NZ$2660


4.6 (5 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Austria : Lake Constance

Highlights of Lake Constance by bike

NZ$2705


4.9 (30 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Ireland

Walking and Cycling the Wild Atlantic Way

NZ$2705

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Normandy

D-Day Beaches Of Normandy Cycling

NZ$2730


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

France : The French Riviera

The French Riviera Golden Islands

NZ$2730

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

Finland

Cross-country skiing in Lapland

NZ$2750


4.8 (24 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



United Kingdom : Norfolk

Highlights of Norfolk Cycling

NZ$2770


4.4 (11 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Greece : Crete

Cycling the Coast of Eastern Crete

NZ$2815


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Portugal : Mainland Portugal

Tour the Treasures of Portugal

NZ$2815


4.8 (5 reviews)

VIEW TRIP

Cultural tour

7 nights,
twin centre



Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

NZ$2860


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Catalonia

Classic Catalan Cycling

NZ$2880


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Tour de France - Loire

NZ$2925

 
 

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

NZ$2925


4.7 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France

Cycling The UNESCO Loire Valley - Deluxe

NZ$2970


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Belgium

Cycling from Brussels to Bruges

NZ$2970


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Dordogne

Canoeing on the Dordogne

NZ$2990


4.9 (61 reviews)

VIEW TRIP

8 nights,
hotel-to-hotel

Printed route
directions



Germany : Bavaria

Lakes and Mountains of Bavaria Cycling

NZ$2990


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : Andalucia

Three Cities of Andalucia

NZ$2990


4.8 (6 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel



France : Burgundy

Cycling the Vineyards From Beaune to Macon

NZ$3015


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : The Loire

Canoeing on the Loire

NZ$3060


4.0 (1 reviews)

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App



France : Canal du Midi

Tour de France - Canal du Midi

NZ$3060


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Ireland

Unspoilt Ring of Kerry Cycling

NZ$3060


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sardinia

Undiscovered Sardinia Cycling

NZ$3060


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

NZ$3080


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : Alsace

Cycling the Scenic Rhine: Strasbourg to Mainz

NZ$3080

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : The Moselle

Meandering the Moselle Cycle Path

NZ$3080


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : The Loire

Cycling The Chateaux Of The Loire

NZ$3100


4.5 (12 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : Rioja

Vineyards of La Rioja Cycling

NZ$3125


4.5 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

NZ$3125


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

France : The Dordogne

Dordogne Activities

NZ$3190


4.8 (34 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Sicily: Vino & Volcanoes

NZ$3190


5.0 (2 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

NZ$3255


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

Sweden : sweden

Cycling Stockholm's Archipelago

NZ$3280


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Extremadura

Cycling Central Spain in Style

NZ$3280


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

France : Atlantic Coast

Tour de France - Atlantic Coast

NZ$3300

 
 

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

Austria : The Danube

Passau to Vienna Cycling

NZ$3300


4.8 (77 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

Holland

Cycling from Amsterdam to Brussels

NZ$3345


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Croatia

Hike, Bike & Paddle Croatia

NZ$3365


4.0 (1 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

NZ$3500


4.5 (17 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Cycling

NZ$3630


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

France

Paris to the Sea Along the Seine River

NZ$3915

NEW FOR 2026

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

NZ$3960


4.8 (8 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : Corsica

Corsica with Ebike

NZ$4005


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Italian Lakes

Cycling the Italian Lakes

NZ$4090


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : Mainland Portugal

Porto to Coimbra Cycling

NZ$4160


4.8 (56 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Sweden : sweden

Stockholm to Copenhagen Cycling

NZ$4225


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 Loire in Luxury

NZ$4310

NEW FOR 2026

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Slovenia

Secrets of Slovenia Cycling

NZ$4335


4.9 (14 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Denmark

Nordic Cities by Rail

NZ$4400


5.0 (1 reviews)

VIEW TRIP

Cultural tour

9 nights,
hotel-to-hotel



Morocco

Morocco: Mountains, Desert & Coast

NZ$4445

 
 

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel



Italy : Puglia

Highlights of Puglia Cycling

NZ$4575


4.8 (13 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

USA : Maine

Cycling Maine's Coast & National Park

NZ$7040

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Japan

Japan: Hiroshima & Island Hopping

NZ$8205

 
 

VIEW TRIP

Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Japan

Exploring the land of Shogun and Samurai

NZ$8535

NEW FOR 2026

VIEW TRIP

Cultural tour

10 nights,
hotel-to-hotel

8 meals
included

France

Tour de France

NZ$12145

 
 

VIEW TRIP

Self-guided cycling

20 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Tap here to filter results

Filter and sort

Holiday type
Self-guided cycling, Skiing, Canoeing, Multi activity, Cultural tour

  • Self-guided walking
  • Self-guided cycling
  • Ski holidays
  • Canoeing
  • Multi activity
  • Pilgrimage
  • Private guided walking
  • Cultural tour
  • Guided group walking
  • Guided group cycling

Destination
All

  • Italy
  • Spain
  • France
  • Portugal
  • UK
  • Albania
  • Andorra
  • Austria
  • Belgium
  • Bermuda
  • Bosnia
  • Canada
  • Cape Verde
  • China
  • Croatia
  • Cyprus
  • Czechia
  • Denmark
  • Estonia
  • Faroe Islands
  • Finland
  • Germany
  • Greece
  • Holland
  • Iceland
  • Ireland
  • Japan
  • Malta + Gozo
  • Montenegro
  • Morocco
  • Norway
  • Peru
  • Romania
  • Slovakia
  • Slovenia
  • Sweden
  • Switzerland
  • USA

Departure month
All

  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec

Activity level
All


  • Leisurely

  • Moderate

  • Demanding

  • Challenging

Accommodation type
All


  • Single centre

  • Twin centre  

  • Hotel-to-hotel

Best for
All

  • Singles
  • Couples
  • Families
  • Food lovers
  • Wine lovers
  • Nature lovers
  • Bird watchers
  • Historic sites
  • Vegetarians
  • Swimming opportunities
  • Electric bikes
  • Tandem bikes
  • Headwater Navigation App
  • Dog friendly
  • Positive impact
  • In luxury
  • Coastal routes
  • Island exploring
  • Lakes and rivers
  • High peaks
  • Parador hotels
  • New holidays
  • Bestsellers

Sorted by


  • Price

  • Duration

  • Level

Update filters

 

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.


Terms & Conditions

  • Please quote offer code 'BIKE26' at the time of booking (if booking online please enter this code in the 'Special Requests' box).
  • Valid on bookings between 1st November 2025 and 25th November 2025 only.
  • Valid on selected departures between 1st November 2025 and 31st October 2026 only.
  • Valid on new bookings only, cannot be applied to existing bookings, cannot be used to rebook the same trip, or to rebook any trip cancelled after 4th October 25.
  • Excludes all Exodus Adventure Travels operated (small group guided) holidays and all walking (including Pilgrimages, Private Guided) holidays.
  • The relevant discount will be applied to your final balance, not the deposit amount.
  • Offer is valid for direct customers only and excludes bookings made via travel agents.
  • This offer is not combinable with any other promotional offers, including Loyalty Discounts.
  • The discount only applies to the tour price, not to any additional items such as flights, train travel, single supplements or optional extra accommodation, etc.
  • The relevant tour price discount will be either 10% or 15%. The discount % will be shown on the individual trip webpage or can be requested at the time of your enquiry.
  • All other Headwater standard booking terms and conditions apply.
  • This offer is subject to availability and Headwater reserves the right to change this offer at any time.
  • This offer is not transferrable, there is no cash alternative, and no correspondence will be entered into.
  • This offer is not available to Headwater staff or their immediate families.

Back to top