Wine Tasting Holidays

Showing 123 out of 328 trips

For the wine enthusiast, our holidays provide the opportunity to tour some of the great wine regions of the world, from the vineyards of the Alsace region in France to stunning San Gimignano, the mediaeval 'Manhattan of Tuscany', where the landscape is dominated by vines! Our selection of active cycling and walking holidays below are all guaranteed to provide you with the chance to get the corks out and sample some outstanding wines...

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Spain : Asturias

Majestic Mountains of the Picos de Europa

CA$2080


4.8 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Austria : The Tyrol

Walking the Kitzbühel Alps Trail

CA$2120

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Spain : The Canary Islands

Contrasts of Lanzarote

CA$2175


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Puglia

Cycling the Heel of Italy - Alberobello to Lecce

CA$2195


4.7 (40 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Contrasts of La Gomera

CA$200


4.2 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Portugal : Madeira

Walking the Waterways and villages of Madeira

CA$2195


4.2 (6 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Italy : Umbria

Undiscovered Villages of Umbria Walk

CA$2235


4.8 (11 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Walking on Gran Canaria

CA$2270


5.0 (7 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : The Dolomites

Cycling from the Dolomites to Venice

CA$2310


4.8 (6 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Italy : Puglia

Journey through Puglia to Matera

CA$2385


4.8 (9 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

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Albania

E-bike Across Southern Albania

CA$2460

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Italy : Umbria

The Wine Trails of Umbria Cycling

CA$2540


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Trentino

Brenner Pass to Venice Cycling

CA$2995


5.0 (2 reviews)

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Self-guided cycling

9 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : Mainland Portugal

Cycling in the Douro Valley

CA$3090

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

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Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

CA$3300


4.6 (11 reviews)

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : Atlantic Coast

Cycling along the Atlantic Coast

CA$3695

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

CA$3980

NEW FOR 2025

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Self-guided cycling

11 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

CA$6130

NEW FOR 2025

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Norway

Cycling in the Lofoten Islands

CA$6985


5.0 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Loire

Chateaux Of The Loire Walk

CA$2785


4.4 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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France : Corsica

North Corsican Wonders Between Coast and Mountains

CA$2650


4.0 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

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Italy : The Bay of Naples

Paths of the Amalfi Coast

CA$1780


4.6 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Veneto

Heart of Veneto Cycling

CA$2175


4.8 (72 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Italy : Veneto

Walking in the Venetian Hills

CA$2270


4.7 (88 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Italy : Veneto

Bolzano, Verona & Venice Ride

CA$2330


4.7 (18 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Tuscany

A Taste of Tuscany Walking

CA$2615


4.9 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Tuscany

A Taste of Tuscany Cycling

CA$200


4.9 (27 reviews)

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Self-guided cycling

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Italy : Veneto

Venetian Villas and Vineyards Cycling

CA$2710


4.7 (57 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Italy : The Dolomites

Walks in The Italian Dolomites

CA$2785


4.9 (126 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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France : Provence

Cotes du Ventoux Cycling

CA$2840


4.8 (36 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Portugal : The Algarve

Cycling in The Real Algarve

CA$2900


4.7 (63 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Portugal : Madeira

Marvels of Madeira Walk

CA$2920


4.7 (124 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : Provence

Landscapes of the Luberon Walk

CA$2995


4.7 (37 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Italy : The Dolomites

Walking the Dolomites of Alta Badia

CA$3205


4.8 (23 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Italy : Sicily

Cycling through Baroque Sicily

CA$3220


4.4 (20 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Slovenia

Julian Alps to the Adriatic Cycling

CA$4440


4.8 (118 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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France : The Dordogne

Dordogne Valleys & Villages Cycling

CA$2425


4.7 (42 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Portugal : The Algarve

Walk the Algarve's Wild West

CA$2445


4.8 (89 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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France : The Dordogne

Dordogne River Walk

CA$2480


4.7 (29 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Puglia

Contrasts of Puglia Cycling

CA$2825


4.6 (123 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Austria : Lake Constance

Lake Constance Cycling

CA$3030


4.7 (88 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Croatia

Coastal Croatia - Porec to Pula Cycling

CA$3050


4.7 (85 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Portugal : Mainland Portugal

Porto Coastal Cycling

CA$3145


4.4 (59 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

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Italy : Piedmont

Gastronomic Barolo Walk

CA$3640


4.9 (92 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Piedmont

Gastronomic Barolo Cycling by e-bike

CA$4075


4.8 (88 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walking the Green Coast of Minho

CA$1320


4.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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France : Burgundy

Cycling in Beaune Vineyards

CA$1570


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

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Cyprus

Walking the Akamas Peninsula

CA$1645


4.5 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

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Portugal : Mainland Portugal

Walking the Mountains, Valleys & Coast of Minho

CA$1645


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Spain : Asturias

Highlights of the Picos de Europa

CA$1760


4.3 (6 reviews)

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Self-guided walking

7 nights,
single centre

Level: 3
Stretching

Headwater
Navigation App

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Italy : Tuscany

Treasures of Tuscany Walk: San Gimignano to Volterra

CA$1760

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Greece

Walking on Kythnos Island

CA$1780


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Portugal : Madeira

Walk the Garden Island of Madeira

CA$1815


4.8 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : Catalonia

Catalonia Activities

CA$1835


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Cyprus

Contrasts of Cyprus Walking

CA$1835


4.6 (7 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

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France : Champagne

Cycling the Vineyards of Champagne

CA$1875

 
 

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Self-guided cycling

3 nights,
single centre

Level: 2
Moderate

Navigation App

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Germany : Bavaria

Walking in the Altmuhltal Nature Park

CA$1930


4.0 (1 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : The Loire

Chateaux Of The Loire Walk - Short Break

CA$1950

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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France : Burgundy

Tour de France - Burgundy

CA$1970

NEW FOR 2025

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

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France : Alsace

Villages & Vineyards of Alsace- Short Break

CA$1985


5.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Provence

Tour de France - Provence

CA$2005

NEW FOR 2025

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Self-guided cycling

3 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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Austria : The Danube

Walking the Wachau Heritage Trail

CA$2065


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Istria

Walking the Highlights of Istria: Italy, Slovenia & Croatia

CA$2100

NEW FOR 2025

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : Burgundy

Classic Burgundy Cycling

CA$2120


4.0 (1 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Italy : Italian Lakes

Cycling Lake Garda with e-bike

CA$2160


4.5 (2 reviews)

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Self-guided cycling

6 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

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Greece

Walking on Kythnos Island - Premium

CA$2160


4.6 (7 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Italy : Sardinia

Walking Sardinia's Green Coast

CA$2160

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Burgundy

Walking in Burgundy's Vineyards - Short Break

CA$2175

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : The Loire

Multi Activity in the Loire

CA$2215

 
 

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Multi-activity holiday

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

France : Provence

Hilltop Villages of Provence Cycling - Short Break

CA$2235


4.9 (7 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire - Short Break

CA$2235


4.8 (6 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

France : The Loire

Cycling The UNESCO Loire Valley

CA$2235


5.0 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Italy : Veneto

Adriatic Coast - Venice to Porec Ride

CA$2255

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France : Alsace

Cycling the Wine Route of Alsace

CA$2350


4.8 (9 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

France : Champagne

Cycle The Wine Route of Champagne

CA$2385

 
 

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Self-guided cycling

5 nights,
twin centre

Level: 2+ & 3

Navigation App

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Portugal : Mainland Portugal

Tour the Treasures of Portugal

CA$2480


4.7 (3 reviews)

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Self-guided cultural tour

7 nights,
twin centre



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Spain : Andalucia

Three Cities of Andalucia

CA$2480


4.8 (6 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel



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Italy : Tuscany

Wine & Walk in Chianti

CA$2500


4.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Italy : Umbria

Walking on the Francigena Way

CA$2520


4.6 (11 reviews)

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Self-guided pilgrimage

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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France : Burgundy

Cycling The Grand Crus of Burgundy

CA$2575


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

France : The Loire

Canoeing on the Loire

CA$2635

 
 

VIEW TRIP

5 nights,
hotel-to-hotel

Navigation App



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France : The Loire

Tour de France - Loire

CA$2635

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

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France : Burgundy

Walking in Burgundy's Vineyards

CA$2635


4.7 (7 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : Bordeaux

Cycling The Grand Crus of Bordeaux

CA$2650


4.5 (4 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France : The Dordogne

Canoeing on the Dordogne

CA$2670


4.9 (55 reviews)

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8 nights,
hotel-to-hotel

Printed route
directions



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France : The Loire

Cycling The UNESCO Loire Valley - Deluxe

CA$2670


4.3 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

France : Provence

Hilltop Villages of Provence Cycling

CA$2690


4.8 (16 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : Canal du Midi

Canal du midi Cycling : from Toulouse to Sete

CA$2710


4.7 (3 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

France : Burgundy

Cycling the Vineyards From Beaune to Macon

CA$2730


4.8 (5 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

France : The Loire

Cycling The Chateaux Of The Loire - Upgraded Short

CA$2745


4.7 (3 reviews)

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Germany : The Moselle

Meandering the Moselle Cycle Path

CA$2765

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Navigation App

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France : The Loire

Cycling The Chateaux Of The Loire

CA$2805


4.5 (10 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

CA$2805


4.5 (6 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Spain : Rioja

Vineyards of La Rioja Cycling

CA$200


4.6 (7 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Alsace

Villages & Vineyards of Alsace

CA$2825


4.4 (7 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Canal du Midi

Tour de France - Canal du Midi

CA$2840

NEW FOR 2025

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 3
Stretching

Navigation App

VIEW TRIP

France : The Dordogne

Dordogne Activities

CA$2840


4.8 (31 reviews)

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

CA$2880

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Croatia

Hike, Bike & Paddle Croatia

CA$2955

NEW FOR 2025

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Italy : Sardinia

Undiscovered Sardinia Cycling

CA$2975


4.7 (19 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

VIEW TRIP

Italy : Tuscany

Cycling the hills of San Gimignano by E-bike

CA$2975

NEW FOR 2025

VIEW TRIP

Self-guided cycling

7 nights,
single centre

Level: 2+ & 3

Headwater
Navigation App

VIEW TRIP

France : Atlantic Coast

Tour de France - Atlantic Coast

CA$3050

NEW FOR 2025

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

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Italy : Piedmont

Walking the Wine Villages of Piedmont

CA$3050


4.5 (4 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

CA$3110


4.5 (16 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Sicily: Vino & Volcanoes

CA$3125


5.0 (1 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
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Italy : Emilia Romagna

Emilia Romagna: Bologna to Parma Cycling

CA$3205


4.7 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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France : Provence

Provence Velo Vin Voyage

CA$3375


4.0 (1 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel



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France : The Loire

Cycling The Chateaux Of The Loire - Upgraded

CA$3470


4.8 (4 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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Italy : Piedmont

Cycling the Wine Villages of Piedmont by e-bike

CA$3490


4.8 (5 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : Corsica

Corsica with Ebike

CA$3600


4.5 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

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Slovenia

Secrets of Slovenia Cycling

CA$3620


4.9 (12 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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Portugal : Mainland Portugal

Porto to Coimbra Cycling

CA$3680


4.8 (56 reviews)

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Self-guided cycling

9 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Denmark

Nordic Cities by Rail

CA$3680

NEW FOR 2025

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Self-guided cultural tour

9 nights,
hotel-to-hotel



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Italy : Italian Lakes

Cycling the Italian Lakes

CA$3735


4.5 (2 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Portugal : The Azores

Island Hopping in the Azores

CA$3905


4.3 (3 reviews)

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Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Puglia

Highlights of Puglia Cycling

CA$3945


4.8 (11 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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Italy : The Bay of Naples

Walking the Amalfi Coast

CA$2565


4.7 (10 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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Italy : Puglia

Walking in Puglia & Matera

CA$2660


4.3 (12 reviews)

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Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Italy : Veneto

Walk The Prosecco Hills & Hidden Venice

CA$2660


4.8 (5 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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Italy : The Dolomites

Classic Dolomites - Premium

CA$3135


5.0 (1 reviews)

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Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

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Italy : The Dolomites

Snowshoeing in the Dolomites - Premium Adventure

CA$3230

 
 

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Winter snow holiday

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

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Portugal : Mainland Portugal

Portugal: Walking & Wine - Premium Adventure

CA$4560


4.5 (2 reviews)

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Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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South Africa

Cycling the Cape & Winelands

CA$4635

 
 

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Guided group cycling

11 nights,
hotel-to-hotel

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.