The wine cellar at Ciasa Salares Gourmet Hotel in the Italian Dolomites, home to 24,000 bottles from every corner of the world. Stay and dine at the hotel as part of our self-guided Walking the Dolomites of Alta Badia holiday.

A typically wine tasting session in Tuscany. Enjoy plentiful opportunities to sample local wines and delicacies on our self-guided Taste of Tuscany Walking and Taste of Tuscany Cycling holidays.

Gastronomic Holidays

As avid food-lovers ourselves, we know how important local culinary experiences are when discovering the heart of a destination, which is why each one of our Headwater holidays is perfect for food lovers and connoisseurs of fine cuisine.

Every trip itinerary is carefully curated to guide you towards street food delights, traditional fishing villages and fantastic restaurants whose menus epitomise the local cuisine. We’ve even created a selection of gastro-led cycling and walking holidays that offer you Michelin star restaurant experiences, intimate wine tastings with regional producers and cooking classes with local chefs so you can get a real taste of the region.

From delicious dining experiences prepared by artisan chefs and professional sommeliers at Villa D’Amelia, on our Gastronomic Barolo Cycling trip, to discovering fine dining in ancient cave dwellings on our Walking in Puglia and Matera trip, you’re sure to find spectacular eateries and mouth-watering dishes on our Headwater holidays.


What's included?

Breakfast is included at every hotel you stay at, although what's provided will vary greatly from country to country. As a minimum, you will be offered continental style drinks/ breads/ pastries, however in some of our hotels you can expect lavish hot and cold international buffets.

Lunches are usually left to you – although we do include these on selected guided walking holidays. Where lunch is included, it will either be a picnic or a light lunch in a local cafe/restaurant. On holidays where lunch is left to you, we give you recommendations of places to stop and eat en route, or on where you might like to go to make up a picnic. Most of our hoteliers are also happy to provide a packed lunch for you.

In the evenings, meals are usually included – unless you are staying somewhere with lots of local restaurants to choose from. Menus vary enormously from country to country, however you can expect a minimum of three courses – often four or five – with dishes reflecting the best of regional cuisine. If fine dining is particularly important to you, then perhaps consider one of our ‘gastronomic’ holidays where we include gourmet menus on every night of your stay.

Find out about our great selection of holidays for wine-lovers, or take a look at our foodie collection for walkers and our foodie collection for cyclists.

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Why choose Headwater?

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Listed below are the holidays that match your search criteria. Use the 'Filter and sort' options to refine your results.

United Kingdom : Devon

The English Riviera & Dart Valley Walk

NZ$1450

 
 

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

NZ$1475

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
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United Kingdom : The Channel Islands

Walking in Jersey Premium

NZ$1605

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
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Spain : Andalucia

Walking in Sierra de Aracena

NZ$2090


4.8 (10 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : Asturias

Majestic Mountains of the Picos de Europa

NZ$2180


4.8 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Austria : The Tyrol

Walking the Kitzbühel Alps Trail

NZ$2220

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Denmark

Cycling from Copenhagen

NZ$2245


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

United Kingdom : Scotland

Walking St Cuthbert's Way

NZ$2245


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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Spain : The Canary Islands

Contrasts of Lanzarote

NZ$2290


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

NZ$2310


4.7 (40 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : The Canary Islands

Contrasts of La Gomera

NZ$2310


4.2 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Portugal : Madeira

Walking the Waterways and villages of Madeira

NZ$2310


4.2 (6 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
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United Kingdom : Scotland

Walking the Speyside Way

NZ$2330


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Italy : Umbria

Undiscovered Villages of Umbria Walk

NZ$2355


4.8 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Spain : The Canary Islands

Walking on Gran Canaria

NZ$2400


5.0 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Dolomites

Cycling from the Dolomites to Venice

NZ$2440


4.8 (6 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

United Kingdom : Scotland

Walking the Rob Roy Way

NZ$2485

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

NZ$2510

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
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Italy : Puglia

Journey through Puglia to Matera

NZ$2530


4.8 (8 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel



United Kingdom : Scotland

Walking the West Highland Way

NZ$2530


4.0 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Albania

E-bike Across Southern Albania

NZ$2620

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : The Pyrenees

Basque Country : From the Mountains to the Ocean

NZ$2640

 
 

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Umbria

The Wine Trails of Umbria Cycling

NZ$2705


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Croatia

Dalmatian Coast Island Hopping

NZ$2705


4.8 (13 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Alsace

St Malo to Mont St Michel Cycling

NZ$2750

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : The Canary Islands

Walking across La Gomera

NZ$2950

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

NZ$2950

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

NZ$3015


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Greece

Cycling in the Peloponnese

NZ$3100


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Belgium

Cycling from Bruges to Amsterdam

NZ$3125


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Trentino

Brenner Pass to Venice Cycling

NZ$3235


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

NZ$3300


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Portugal : Mainland Portugal

Cycling in the Douro Valley

NZ$3345

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

NZ$3585


4.6 (11 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$4050

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

NZ$4290

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

NZ$4380

NEW FOR 2025

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$5455

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Cycling the Norwegian Archipelago South of Bergen

NZ$6180

NEW FOR 2025

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

NZ$6865

NEW FOR 2025

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Cycling in the Lofoten Islands

NZ$7855


5.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Loire

Chateaux Of The Loire Walk

NZ$2990


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Corsica

North Corsican Wonders Between Coast and Mountains

NZ$2840


4.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

NZ$2795


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Italy : The Bay of Naples

Paths of the Amalfi Coast

NZ$1825


4.6 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : The Bay of Naples

Walking Amalfi's Path of the Gods

NZ$1980


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Veneto

Heart of Veneto Cycling

NZ$2220


4.8 (72 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : Veneto

Walking in the Venetian Hills

NZ$2400


4.7 (88 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

NZ$2575


4.7 (49 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Sicily

Secrets of Sicily Cycling

NZ$2770


4.6 (22 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Walking

NZ$2795


4.9 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Cycling

NZ$2905


4.9 (27 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : The Dolomites

Walks in The Italian Dolomites

NZ$2990


4.9 (126 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : The Algarve

Cycling in The Real Algarve

NZ$3125


4.7 (62 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Cycling through Baroque Sicily

NZ$3475


4.4 (20 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : The Dolomites

Walking the Dolomites of Alta Badia

NZ$3475


4.8 (23 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Slovenia

Julian Alps to the Adriatic Cycling

NZ$4905


4.8 (118 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Catalonia

Catalan Classic Walk

NZ$2180


4.7 (78 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

NZ$2245

 
 

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Portugal : The Algarve

Walk the Algarve's Wild West

NZ$2330


4.8 (87 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Dordogne Valleys & Villages Cycling

NZ$2575


4.7 (42 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Dordogne

Dordogne River Walk

NZ$2640


4.7 (29 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling

NZ$2660


4.7 (53 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : Andalucia

White Villages of Andalucia Walk

NZ$2860


4.9 (136 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Italy : Puglia

Contrasts of Puglia Cycling

NZ$3035


4.6 (123 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

NZ$3190


4.3 (13 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

NZ$3210


4.8 (134 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Austria : Lake Constance

Lake Constance Cycling

NZ$3280


4.7 (88 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$3300


4.7 (85 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$3410


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$3850


4.8 (291 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



United Kingdom : The Cotswolds

Best of the Cotswolds Walk

NZ$3850


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Piedmont

Gastronomic Barolo Walk

NZ$3980


4.9 (91 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

NZ$4490


4.8 (88 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Catalonia

Catalan Classic Walk - Short Break

NZ$1670


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Cyprus

Walking the Akamas Peninsula

NZ$1670


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

Spain : Asturias

Highlights of the Picos de Europa

NZ$1805


4.3 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
Navigation App

Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

NZ$1805

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Greece

Walking on Kythnos Island

NZ$1825


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Holland

Cycling from Amsterdam

NZ$1850

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

France : Burgundy

Cycling in Beaune Vineyards

NZ$1850


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Spain : Catalonia

Catalonia Activities

NZ$1890


4.5 (13 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

France : Champagne

Cycling the Vineyards of Champagne

NZ$1935

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

NZ$1980


4.6 (5 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg - Short Break

NZ$2025


4.8 (4 reviews)

VIEW TRIP

Winter snow holiday

5 nights,
single centre



France : The Loire

Chateaux Of The Loire Walk - Short Break

NZ$2025

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Burgundy

Tour de France - Burgundy

NZ$2045

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Alsace

Villages & Vineyards of Alsace- Short Break

NZ$2070


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

NZ$2070


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : Provence

Tour de France - Provence

NZ$2090

NEW FOR 2025

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Austria : The Danube

Walking the Wachau Heritage Trail

NZ$2155


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

NZ$2200

NEW FOR 2025

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Classic Burgundy Cycling

NZ$2220


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

France : Normandy

Normandy Walk from Deauville to Bayeux

NZ$2245


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Italian Lakes

Cycling Lake Garda with e-bike

NZ$2265


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Greece

Walking on Kythnos Island - Premium

NZ$2265


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Sardinia

Walking Sardinia's Green Coast

NZ$2265

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Veneto

Adriatic Coast - Venice to Porec Ride

NZ$2290

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Walking in Burgundy's Vineyards - Short Break

NZ$2290

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Sweden : sweden

Cycling from Stockholm

NZ$2330

 
 

VIEW TRIP

Self-guided cycling

5 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Loire

Multi Activity in the Loire

NZ$2330

 
 

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

NZ$2355


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : The Loire

Cycling The UNESCO Loire Valley

NZ$2355


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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France : The Pyrenees

Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

NZ$2375


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : The Dolomites

Cross country skiing in the Dolomites

NZ$2400

NEW FOR 2025

VIEW TRIP

Winter snow holiday

7 nights,
single centre



France : Alsace

Cycling the Wine Route of Alsace

NZ$2485


4.8 (9 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Italy : Campania

Coastal Cilento Walk

NZ$2485


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

NZ$2530


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Austria : Salzburg

Cycling the Lakes and Rivers of the Salzkammergut

NZ$2550

 
 

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

Switzerland : The Bernese Oberland

Cross country skiing in Kandersteg

NZ$2575


4.7 (6 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

NZ$2595


4.4 (14 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
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Bosnia

Walking the Olympic Mountains of Bosnia

NZ$2620

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Normandy

D-Day Beaches Of Normandy Cycling

NZ$2640


4.5 (6 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Portugal : Mainland Portugal

Tour the Treasures of Portugal

NZ$2640


4.5 (2 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
twin centre



Spain : Andalucia

Three Cities of Andalucia

NZ$2640


4.8 (5 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



Italy : Tuscany

Wine & Walk in Chianti

NZ$2660


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

France : Burgundy

Cycling The Grand Crus of Burgundy

NZ$2685


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Greece

Cycling the Coast of Eastern Crete

NZ$2685


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
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Italy : Umbria

Walking on the Francigena Way

NZ$2685


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Champagne

Cycle The Wine Route of Champagne

NZ$2730

 
 

VIEW TRIP

Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

France : Burgundy

Walking in Burgundy's Vineyards

NZ$2750


4.7 (6 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Belgium

Cycling from Brussels to Bruges

NZ$2795


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Loire

Canoeing on the Loire

NZ$2815

 
 

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App



France : The Loire

Tour de France - Loire

NZ$2815

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

France : Bordeaux

Cycling The Grand Crus of Bordeaux

NZ$2840


4.5 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Dordogne

Canoeing on the Dordogne

NZ$2860


4.9 (55 reviews)

VIEW TRIP

8 nights,
hotel-to-hotel

Printed route
directions



France : The Loire

Cycling The UNESCO Loire Valley - Deluxe

NZ$2860


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Croatia

Hike, Bike & Paddle Croatia

NZ$2880

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

NZ$2905


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Cycling the Vineyards From Beaune to Macon

NZ$2925


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Ireland

Unspoilt Ring of Kerry Cycling

NZ$2925


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

NZ$2950


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Germany : The Moselle

Meandering the Moselle Cycle Path

NZ$2970

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : The Loire

Cycling The Chateaux Of The Loire

NZ$3015


4.5 (10 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

NZ$3015


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Spain : Rioja

Vineyards of La Rioja Cycling

NZ$3035


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : Alsace

Villages & Vineyards of Alsace

NZ$3035


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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France : The French Riviera

The French Riviera Golden Islands

NZ$3035

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

France : Canal du Midi

Tour de France - Canal du Midi

NZ$3060

NEW FOR 2025

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Sweden : sweden

Cycling Stockholm's Archipelago

NZ$3060


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : The Dordogne

Dordogne Activities

NZ$3060


4.8 (31 reviews)

VIEW TRIP

Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

NZ$3100

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Holland

Cycling from Amsterdam to Brussels

NZ$3125


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France

Cycling the Scenic Rhine: Strasbourg to Mainz

NZ$3125

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

NZ$3210


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Italy : Sardinia

Undiscovered Sardinia Cycling

NZ$3210


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

NZ$3210

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

France : The Pyrenees

Walking the Best of the High Pyrenees

NZ$3235


4.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Spain : Extremadura

Cycling Central Spain in Style

NZ$3280

NEW FOR 2025

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

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

Italy : Piedmont

Walking the Wine Villages of Piedmont

NZ$3300


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sicily

Sicily: Vino & Volcanoes

NZ$3390

 
 

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



Greece

Walking the Wonders of Crete

NZ$3390

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

NZ$3455

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Emilia Romagna

Emilia Romagna – Bologna to Parma Cycling

NZ$3475


4.7 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Provence

Provence Velo Vin Voyage

NZ$3675


4.0 (1 reviews)

VIEW TRIP

Self-guided cultural tour

7 nights,
hotel-to-hotel



France : Normandy

Paris to the Sea Along the Seine River

NZ$3740

NEW FOR 2025

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$3785


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

NZ$3805


4.8 (5 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Italian Lakes

Cycling the Italian Lakes

NZ$3850


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Corsica

Corsica with Ebike

NZ$3940


4.5 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

Portugal : The Algarve

Walking the Algarve's South West

NZ$3940


4.8 (32 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Slovenia

Secrets of Slovenia Cycling

NZ$3960


4.9 (11 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Denmark

Nordic Cities by Rail

NZ$3960

NEW FOR 2025

VIEW TRIP

Self-guided cultural tour

9 nights,
hotel-to-hotel



Sweden : sweden

Stockholm to Copenhagen Cycling

NZ$3980


4.3 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto to Coimbra Cycling

NZ$4025


4.8 (56 reviews)

VIEW TRIP

Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Italy : Puglia

Highlights of Puglia Cycling

NZ$4335


4.8 (11 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Norway : Gudbrandsdalen

Guided Walking in Venabu

NZ$4840


4.8 (15 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

USA : Maine

Cycling Maine's Coast & National Park

NZ$6865

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Japan

Shikoku Pilgrimage Trail

NZ$6885

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

China

Walking the Charms of China - With Private Guide

NZ$7370

 
 

VIEW TRIP

Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Japan

Walk the Kumano Kodo

NZ$7390


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Walk the Nakasendo Trail

NZ$7480

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Japan: Hiroshima & Island Hopping

NZ$7700

NEW FOR 2025

VIEW TRIP

Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Morocco

Atlas Panorama

NZ$1430

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Cyprus

Walking in North Cyprus

NZ$1980


4.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Greece

Mountains & Villages of Evia

NZ$2860


4.8 (4 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

Spain : Mallorca

Walking in Mallorca

NZ$3190


5.0 (6 reviews)

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Greece

Walking on the Greek Islands

NZ$3300

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Puglia

Walking in Puglia & Matera

NZ$3520


4.3 (12 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : Sardinia

Walking in Sardinia

NZ$3520


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Italy : The Dolomites

Snowshoeing in the Dolomites - Premium Adventure

NZ$3850

 
 

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Italy : The Dolomites

Classic Dolomites - Premium

NZ$4400


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Portugal : Mainland Portugal

Portugal: Walking & Wine - Premium Adventure

NZ$5280


4.5 (2 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

South Africa

Cycling the Cape & Winelands

NZ$5830

 
 

VIEW TRIP

Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Costa Rica

Discover Costa Rica

NZ$6225

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Costa Rica

Costa Rica's Coastal Secrets

NZ$8315

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Thailand

Cycle Indochina & Angkor - Premium Adventure

NZ$9240

 
 

VIEW TRIP

Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Peru

Peru Explorer

NZ$10340

 
 

VIEW TRIP

Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Japan

Japan's Kumano Kodo

NZ$13200

 
 

VIEW TRIP

Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Kenya

Kenya Photographic Safari with Paul Goldstein - Premium Adventure

NZ$14960

 
 

VIEW TRIP

Guided group walking

6 nights,
single centre

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.

What our customers say

"The hotel accommodation, staff and food were excellent. The food being some of the best food that we have ever been offered in a hotel."
Mrs Jones, Stoke-on-Trent

"A great taste of Tuscany - scenery, food and wine were all lovely!"
Mr Powell, Guildford

"The Cafe Colon where dinner is taken is a delight and food delicious, fresh and exciting, reflecting the owners' Parisian and Catalan origins."
Mr Riley, Macclesfield

"If you like good food and excellent wine look no further than the Gastronomic Barolo Walk - it ticks all the boxes and was absolutely fabulous."
Mr McDonagh, Esher

"It doesn't get much better than eating dinner in a Michelin Star establishment at a UNESCO world heritage site!"
Mrs Witnet, Oldham

"A welcoming hotel with excellent food and glorious wine!"Mrs Grobler, South Africa

"The food was excellent - both the provided dinners and in the restaurants we went to."Mr Stepleton, Canada