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.

Browse by activity


Why choose Headwater?

Tap here to filter results
 

Our favourite gastronomic journey

Showing 185 out of trips

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

AU$1045


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

AU$1065

NEW FOR 2026

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey Premium

AU$1540

NEW FOR 2026

VIEW TRIP

Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

Spain : The Canary Islands

Contrasts of Lanzarote

AU$1885


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

Walking in Sierra de Aracena

AU$1950


4.8 (15 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

AU$2110


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

AU$2130


4.7 (44 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Speyside Way

AU$2155


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Denmark

Cycling from Copenhagen

AU$2215


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Austria : The Tyrol

Walking the Kitzbuhel Alps Trail

AU$2215

NEW FOR 2026

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Portugal : Madeira

Walking the Waterways and villages of Madeira

AU$2215


4.2 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Spain : Asturias

Majestic Mountains of the Picos de Europa

AU$2215


4.7 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Navigation App

Spain : The Canary Islands

Contrasts of La Gomera

AU$2235


4.2 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking St Cuthbert's Way

AU$2295


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

Italy : Puglia

Journey through Puglia to Matera

AU$2315


4.8 (15 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

Spain : The Canary Islands

Walking on Gran Canaria

AU$2315


5.0 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Umbria

Undiscovered Villages of Umbria Walk

AU$2315


4.7 (15 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Albania

E-bike Across Southern Albania

AU$2440


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

AU$2480


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

AU$2480


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : The Canary Islands

Walking across La Gomera

AU$2500

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Headwater
Navigation App

France : The Pyrenees

Basque Country : From the Mountains to the Ocean

AU$2520


4.5 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

Croatia

Dalmatian Coast Island Hopping

AU$2665


4.8 (20 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Umbria

The Wine Trails of Umbria Cycling

AU$2685


5.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Scotland

Walking the Rob Roy Way

AU$2725

 
 

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

United Kingdom : Scotland

Walking the West Highland Way

AU$2790


4.3 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

AU$2810


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Greece : Peloponnese

Cycling in the Peloponnese

AU$3035


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

AU$3115


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

AU$3135


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

AU$3240

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Portugal : Mainland Portugal

Cycling in the Douro Valley

AU$3260

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

France : Champagne

Cycling Champagne in Luxury

AU$3280

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

AU$3360


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

AU$3465

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

AU$4040

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

AU$4080

 
 

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

AU$5065

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

AU$5780

NEW FOR 2026

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

AU$6520

NEW FOR 2026

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

Norway

Cycling in the Lofoten Islands

AU$7585


4.8 (4 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France

Chateaux Of The Loire Walk

AU$2910


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Corsica

North Corsican Wonders Between Coast and Mountains

AU$2480


4.0 (3 reviews)

VIEW TRIP

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)

AU$2665


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

AU$1700


4.6 (28 reviews)

VIEW TRIP

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

AU$2010


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

AU$2195


4.8 (73 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Italy : Veneto

Walking in the Venetian Hills

AU$2360


4.7 (91 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

AU$2400


4.7 (65 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Walking

AU$2605


4.9 (31 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Italy : Tuscany

A Taste of Tuscany Cycling

AU$2705


4.9 (28 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Sicily

Secrets of Sicily Cycling

AU$2745


4.6 (25 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : The Algarve

Cycling in The Real Algarve

AU$2870


4.7 (66 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : The Dolomites

Walks in The Italian Dolomites

AU$3015


4.9 (136 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : The Dolomites

Walking the Dolomites of Alta Badia

AU$3405


4.8 (28 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Sicily

Cycling through Baroque Sicily

AU$3465


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

AU$4570


4.8 (128 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Spain : Catalonia

Catalan Classic Walk

AU$2315


4.7 (79 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Classic Swiss Alps Walk

AU$2315


4.8 (156 reviews)

VIEW TRIP

Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

AU$2400


4.8 (90 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

AU$2500


4.7 (52 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Dordogne

Dordogne River Walk

AU$2565


4.7 (32 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Andalucia

White Villages of Andalucia Walk

AU$2665


4.9 (138 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 1+
Leisurely plus

Spain : Catalonia

Contrasts of Catalunya Cycling

AU$2910


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

AU$2975


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

AU$2975


4.6 (125 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Austria : Lake Constance

Lake Constance Cycling

AU$3095


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

AU$3240


4.7 (87 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : Mainland Portugal

Porto Coastal Cycling

AU$3360


4.4 (59 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

United Kingdom : The Cotswolds

Best of the Cotswolds Walk

AU$3650


4.7 (15 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : Piedmont

Gastronomic Barolo Walk

AU$3895


4.9 (97 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Norway : Gudbrandsdalen

Cross-country skiing at Venabu

AU$3935


4.8 (293 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

AU$4490


4.8 (89 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Spain : Catalonia

Catalan Classic Walk - Short Break

AU$1395


4.7 (7 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Switzerland : The Bernese Oberland

Cross-country skiing and winter walking in Kandersteg

AU$1560


4.7 (6 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



Cyprus

Walking the Akamas Peninsula

AU$1560


4.5 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

Italy : Veneto

Walking in the Prosecco Hills

AU$1600

NEW FOR 2026

VIEW TRIP

Self-guided walking

5 nights,
hotel-to-hotel

Level: 1+ & 2

Navigation App

Switzerland : The Bernese Oberland

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

AU$1620


4.8 (4 reviews)

VIEW TRIP

Winter snow holiday

5 nights,
single centre



France : Alsace

Villages & Vineyards of Alsace- Short Break

AU$1640


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Chateaux Of The Loire Walk - Short Break

AU$1660

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

France : Burgundy

Cycling in Beaune Vineyards

AU$1720


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Greece

Walking on Kythnos Island

AU$1785


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

AU$1785

 
 

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : Champagne

Cycling the Vineyards of Champagne

AU$1805

 
 

VIEW TRIP

Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

France : Burgundy

Classic Burgundy Cycling

AU$1845


4.0 (1 reviews)

VIEW TRIP

Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

Italy

Undiscovered Puglia Walk - Discovering the South-East Coast

AU$1845


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : Burgundy

Tour de France - Burgundy

AU$1905

 
 

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Provence

Tour de France - Provence

AU$1950

 
 

VIEW TRIP

Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

AU$1990


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

AU$1990


4.8 (10 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

France : Champagne

Walking The Vineyards of Champagne - Deluxe

AU$2110


4.0 (1 reviews)

VIEW TRIP

Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Austria : The Danube

Walking the Wachau Heritage Trail

AU$2110


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Bordeaux

Cycling The Grand Crus of Bordeaux

AU$2155


4.5 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

AU$2175


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Greece

Walking on Kythnos Island - Premium

AU$2215


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : Burgundy

Walking in Burgundy's Vineyards - Short Break

AU$2235

 
 

VIEW TRIP

Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Pyrenees

Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

AU$2235


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Italy : Sardinia

Walking Sardinia's Green Coast

AU$2235


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

AU$2255


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

AU$2255


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

AU$2275


5.0 (4 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Italy : The Dolomites

Cross-country skiing in the Dolomites

AU$2275


4.7 (3 reviews)

VIEW TRIP

Winter snow holiday

7 nights,
single centre



France : The Loire

Multi Activity in the Loire

AU$2295


5.0 (2 reviews)

VIEW TRIP

Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

Bosnia

Walking the Olympic Mountains of Bosnia

AU$2335


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Champagne

Cycle The Wine Route of Champagne

AU$2360


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

AU$2360

 
 

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

France : Provence

Provence : between Vineyards and olive groves

AU$2380


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

AU$2380


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

AU$2420

 
 

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom

Walking in Jersey, Guernsey and Sark

AU$2460


4.4 (16 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

Italy : Campania

Coastal Cilento Walk

AU$2460


4.9 (9 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Italy : Italian Lakes

Cycling Lake Garda by e-bike

AU$2480


4.6 (5 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

France : Normandy

Normandy Walk from Deauville to Bayeux

AU$2500


4.7 (6 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

AU$2520


4.8 (5 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

France : Normandy

D-Day Beaches Of Normandy Cycling

AU$2540


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

AU$2540

NEW FOR 2026

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

France : Burgundy

Cycling The Grand Crus of Burgundy

AU$2565


5.0 (1 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

Italy : Umbria

Walking on the Francigena Way

AU$2565


4.6 (11 reviews)

VIEW TRIP

Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Greece : Crete

Cycling the Coast of Eastern Crete

AU$2625


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

AU$2625


4.8 (5 reviews)

VIEW TRIP

Cultural tour

7 nights,
twin centre



Italy : Trentino

Wine & Walk in Chianti

AU$2625


4.0 (2 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

France : The Loire

Tour de France - Loire

AU$2725

 
 

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

AU$2725


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

AU$2770


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

AU$2770


4.0 (2 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Burgundy

Walking in Burgundy's Vineyards

AU$2770


4.8 (8 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Canoeing on the Dordogne

AU$2790


4.9 (61 reviews)

VIEW TRIP

8 nights,
hotel-to-hotel

Printed route
directions



Spain : Andalucia

Three Cities of Andalucia

AU$2790


4.8 (6 reviews)

VIEW TRIP

Cultural tour

7 nights,
hotel-to-hotel



France : Burgundy

Cycling the Vineyards From Beaune to Macon

AU$2810


4.8 (6 reviews)

VIEW TRIP

Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

France : Alsace

Villages & Vineyards of Alsace

AU$2830


4.4 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : The Loire

Canoeing on the Loire

AU$2850


4.0 (1 reviews)

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App



France : Canal du Midi

Tour de France - Canal du Midi

AU$2850


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

AU$2850


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

AU$2850


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

AU$2870


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

AU$2870

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

AU$2870


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

AU$2890


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

AU$2910


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

AU$2910


4.9 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

AU$2930


4.5 (6 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Greece : Crete

Walking the Wonders of Crete

AU$2950


3.7 (3 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France : The Dordogne

Dordogne Activities

AU$2975


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

AU$2975


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

AU$3035


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

AU$3055


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

AU$3055


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

AU$3075

 
 

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

Holland

Cycling from Amsterdam to Brussels

AU$3115


5.0 (3 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Croatia

Hike, Bike & Paddle Croatia

AU$3135


4.0 (1 reviews)

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

AU$3405


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

Portugal : The Algarve

Walking the Algarve's South West

AU$3525


4.9 (34 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

France

Paris to the Sea Along the Seine River

AU$3650

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

AU$3690


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

AU$3730


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

AU$3815


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

AU$3875


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

AU$3935


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

AU$4020

NEW FOR 2026

VIEW TRIP

Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

Slovenia

Secrets of Slovenia Cycling

AU$4040


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

AU$4100


5.0 (1 reviews)

VIEW TRIP

Cultural tour

9 nights,
hotel-to-hotel



Italy : Puglia

Highlights of Puglia Cycling

AU$4265


4.8 (13 reviews)

VIEW TRIP

Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Norway : Gudbrandsdalen

Guided Walking in Venabu

AU$4840


4.8 (16 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

USA : Maine

Cycling Maine's Coast & National Park

AU$6560

 
 

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

Japan

Shikoku Pilgrimage Trail

AU$6825


5.0 (1 reviews)

VIEW TRIP

Self-guided pilgrimage

10 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Japan

Walk the Kumano Kodo

AU$6890


5.0 (4 reviews)

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

China

Walking the Charms of China - With Private Guide

AU$7175

 
 

VIEW TRIP

Private guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Japan

Walk the Nakasendo Trail

AU$7420

 
 

VIEW TRIP

Self-guided walking

10 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

Japan

Japan: Hiroshima & Island Hopping

AU$7645

 
 

VIEW TRIP

Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Kenya

Kenya Photographic Safari with Paul Goldstein - Premium Adventure

AU$0

 
 

VIEW TRIP

Guided group walking

6 nights,
single centre

Level: 3
Stretching

Printed route
directions

Morocco

Atlas Panorama

AU$1600

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Cyprus

Walking in North Cyprus

AU$2255


4.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Greece

Walking the Mountains & Villages of Evia

AU$2665


4.8 (4 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

Greece

Walking on the Greek Islands

AU$3280

 
 

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Spain : Mallorca

Walking in Mallorca

AU$3280


5.0 (6 reviews)

VIEW TRIP

Guided group walking

7 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Italy : Puglia

Walking in Puglia & Matera

AU$3280


4.3 (12 reviews)

VIEW TRIP

Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Italy : The Dolomites

Snowshoeing in the Dolomites - Premium Adventure

AU$4100

 
 

VIEW TRIP

Winter snow holiday

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Italy : Sardinia

Walking in Sardinia

AU$4100


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Italy : The Dolomites

Classic Dolomites - Premium

AU$4675


5.0 (1 reviews)

VIEW TRIP

Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

South Africa

Cycling the Cape & Winelands

AU$5595

 
 

VIEW TRIP

Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Costa Rica

Discover Costa Rica

AU$6665

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

Costa Rica

Costa Rica's Coastal Secrets

AU$8200

 
 

VIEW TRIP

Guided group walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Thailand

Cycle Indochina & Angkor - Premium Adventure

AU$9225

 
 

VIEW TRIP

Guided group cycling

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Peru

Peru Explorer

AU$9635

 
 

VIEW TRIP

Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Japan

Japan's Kumano Kodo

AU$12710

 
 

VIEW TRIP

Guided group walking

13 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

Tap here to filter results

Filter and sort

Holiday type
All

  • 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
Food lovers

  • 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.

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