Coastal Gems

Showing 144 out of 333 trips

From the sun-kissed beaches of the Algarve to the vertical landscape of dramatic pastel villages clinging to hillsides on the Sorrentine peninsula, discover the wonders of the coast on one of our coastal escapes. You'll experience hidden coves, turquoise seas and colourful fishing harbours, with excellent seafood specialities. Spend your evenings in hand-picked hotels right by the sea.

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Malta + Gozo : Malta

Walking on Glorious Gozo - Short Break

AU$1190

NEW FOR 2025

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Malta + Gozo

Highlights of Secrets of Malta Walking

AU$1250


4.5 (2 reviews)

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Self-guided walking

4 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Devon

The English Riviera & Dart Valley Walk

AU$1355


5.0 (1 reviews)

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

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United Kingdom : The Channel Islands

Walking in Guernsey and Sark

AU$1375

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey Premium

AU$1495

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
Navigation App

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Malta + Gozo : Malta

Walking on Glorious Gozo

AU$1560

NEW FOR 2025

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Malta + Gozo

Discovering the Maltese Islands

AU$1720


4.3 (10 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Walking the trails of Tenerife

AU$1805


4.5 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2 & 3

Headwater
Navigation App

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Spain : The Canary Islands

Walk the Bonita Island of La Palma

AU$0

NEW FOR 2025

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Self-guided walking

7 nights,
single centre

Level: 2 & 2+

Headwater
Navigation App

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Denmark

Cycling from Copenhagen

AU$2090


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Spain : The Canary Islands

Contrasts of Lanzarote

AU$2130


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

AU$2155


4.7 (44 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

AU$2155


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

AU$2175


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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Spain : The Canary Islands

Walking on Gran Canaria

AU$2235


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 Bay of Naples

The Islands of Amalfi Walk

AU$2275


4.6 (14 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Spain : The Canary Islands

Walking in Fuerteventura along the GR 131

AU$2335

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 2+

Headwater
Navigation App

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Spain : The Canary Islands

Volcanoes and Vineyards of Lanzarote

AU$2335


4.4 (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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Italy : Puglia

Journey through Puglia to Matera

AU$2360


4.8 (13 reviews)

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Self-guided cultural tour

7 nights,
hotel-to-hotel

Headwater
Navigation App

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Croatia

Dalmatian Coast Island Hopping

AU$2520


4.8 (20 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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France : Brittany

St Malo to Mont St Michel Cycling

AU$2665

 
 

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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Croatia

Dalmatian Islands Walk

AU$2745


4.9 (9 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ & 2

Printed route
directions

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Spain : The Canary Islands

Walking across La Gomera

AU$2745

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2 & 3

Headwater
Navigation App

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France : Normandy

Normandy Walk from Deauville to Bayeux - Deluxe

AU$2810


5.0 (2 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Portugal : The Algarve

Walking Rota Vicentina North Fishermen's Trail

AU$2850


4.5 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Greece : Crete

Cycling in the Peloponnese

AU$2890


4.8 (12 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

AU$3015


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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United Kingdom : The Channel Islands

Cycling in Jersey, Guernsey and Sark

AU$3155


4.0 (1 reviews)

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Self-guided cycling

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Italy : Puglia

Cycling the Heel of Italy - Matera to Lecce

AU$3340


4.7 (14 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

AU$3770

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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Spain : The Canary Islands

Contrasts of Tenerife Walk (with transfers)

AU$4000

 
 

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

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Portugal : Mainland Portugal

Coimbra to Lisbon Cycling

AU$4080

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

Cycling Norway's Fjords: Hardangerfjord from Bergen

AU$5370

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Canada : Sunshine Coast

Walk & Paddle Canada's Sunshine Coast

AU$5555

NEW FOR 2025

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

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Norway

Cycling the Norwegian Archipelago South of Bergen

AU$6070

NEW FOR 2025

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2 & 3

Printed route
directions

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Norway

Walking Norway's Fjords: Hardangerfjord from Bergen

AU$6685

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

AU$7870


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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Italy : Sicily

Walking the Highlights of Western Sicily

AU$2315

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : The Bay of Naples

The Amalfi Coast Walk

AU$4550


4.8 (90 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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Italy : Sicily

Volcanoes of Sicily Walk

AU$3135


4.4 (12 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Corsica

North Corsican Wonders Between Coast and Mountains

AU$2645


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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Malta + Gozo

Walking on Gozo - Calypso's Isle

AU$1785


4.6 (143 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

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Spain : The Canary Islands

Contrasts of Tenerife Walk (with car hire)

AU$2605


4.7 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1+ to 2+

Headwater
Navigation App

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Italy : The Bay of Naples

Paths of the Amalfi Coast

AU$1700


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 : The Bay of Naples

Walking Amalfi's Path of the Gods

AU$1845


5.0 (2 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

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Italy : Veneto

Bolzano, Verona & Venice Ride

AU$2295


4.7 (20 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Italy : Puglia

Self Guided Walking in Puglia: From Lecce to Matera

AU$2400


4.7 (64 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Secrets of Sicily Cycling

AU$2585


4.6 (24 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Bermuda

Islands of Bermuda Walk

AU$2890


4.6 (38 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

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Portugal : The Algarve

Cycling in The Real Algarve

AU$2910


4.7 (66 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Sicily

Cycling through Baroque Sicily

AU$3260


4.5 (22 reviews)

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Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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United Kingdom : Cornwall

Walking the Lizard Peninsula

AU$1785


4.0 (2 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Spain : Catalonia

Catalan Classic Walk

AU$2030


4.7 (79 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

AU$2090

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Ireland

Walking the Kerry Way and Killarney N.P.

AU$2335


4.8 (6 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : The Algarve

Walk the Algarve's Wild West

AU$2420


4.8 (90 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Contrasts of Catalunya Cycling

AU$2605


4.7 (56 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

AU$2645


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

VIEW TRIP

Spain : Balearic Islands

Cycling in Mallorca: Coast to Coast

AU$2745


4.7 (34 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Andalucia

Cycling in Andalucia: Seville to Cadiz

AU$2975


4.4 (17 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Contrasts of Puglia Cycling

AU$3015


4.6 (125 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Norfolk

Contrasts of Norfolk Cycling

AU$3180


5.0 (1 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Porto Coastal Cycling

AU$3180


4.4 (59 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Croatia

Coastal Croatia - Porec to Pula Cycling

AU$3240


4.7 (86 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Portugal : Mainland Portugal

Walking the Green Coast of Minho

AU$1210


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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Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle - Short Break

AU$1230


4.7 (10 reviews)

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Spain

Catalan Classic Walk - Short Break

AU$1560


4.7 (7 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Cyprus

Walking the Akamas Peninsula

AU$1560


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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United Kingdom : Devon

Walking Devon's Coastal Highlights

AU$1580


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Malta + Gozo : Malta

Secrets of Malta Walking

AU$1620


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Liguria

Walking in the Cinque Terre and Portofino

AU$1720


4.3 (7 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

VIEW TRIP

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

AU$1745


4.3 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Greece

Walking on Kythnos Island

AU$1765


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

Cyprus

Contrasts of Cyprus Walking

AU$1765


4.6 (8 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+ to 2+

Headwater
Navigation App

VIEW TRIP

Ireland

Walking the Kerry Way and Killarney N.P. - Short Break

AU$1805


4.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

Portugal : Madeira

Walk the Garden Island of Madeira

AU$1805


4.8 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Contrasts of Catalunya Cycling - Short Break

AU$1845


4.7 (6 reviews)

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Self-guided cycling

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

Spain : Balearic Islands

Walking the Coastal Trails of Menorca

AU$1865


4.6 (60 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

VIEW TRIP

United Kingdom : Devon

Contrasts of Devon Walking

AU$1885


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Spain : Balearic Islands

Walking Mallorca's Mountains and Coast

AU$1885


3.3 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Puglia

Undiscovered Puglia Walk - Discovering the South-East Coast

AU$1925


4.8 (13 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

France : Normandy

Normandy Walk from Deauville to Bayeux

AU$2090


4.8 (5 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

VIEW TRIP

United Kingdom : Wales

North Pembrokeshire Coast Walk

AU$2155

 
 

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

VIEW TRIP

United Kingdom : Devon

Walking South Devon's Coastal Path

AU$2155


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Sweden : sweden

Cycling from Stockholm

AU$2195

 
 

VIEW TRIP

Self-guided cycling

5 nights,
single centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Greece

Walking on Kythnos Island - Premium

AU$2195


4.6 (7 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

France : The Pyrenees

Mediterranean Pyrenees Coastal Walk from Collioure to Cadaques

AU$2215


5.0 (3 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Sardinia

Walking Sardinia's Green Coast

AU$2215

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Italy : Veneto

Adriatic Coast - Venice to Porec Ride

AU$2255

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

United Kingdom : Wales

Highlights of the Gower Peninsula Walk

AU$2275


5.0 (2 reviews)

VIEW TRIP

Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Italy : Campania

Coastal Cilento Walk

AU$2315


4.9 (8 reviews)

VIEW TRIP

Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

VIEW TRIP

United Kingdom : Cornwall

Walking the Western Tip of Cornwall

AU$2360


4.9 (18 reviews)

VIEW TRIP

Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

VIEW TRIP

Italy : The Bay of Naples

Gems of the Amalfi Coast Walking

AU$2440


4.8 (4 reviews)

VIEW TRIP

Self-guided walking

7 nights,
twin centre

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

France : Normandy

D-Day Beaches Of Normandy Cycling

AU$2460


4.6 (7 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

VIEW TRIP

Greece : Peloponnese

Peloponnese Coast and Mountain Walking

AU$2480

NEW FOR 2025

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Greece : Crete

Cycling the Coast of Eastern Crete

AU$2500


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 3
Stretching

Headwater
Navigation App

VIEW TRIP

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

AU$2500


4.4 (15 reviews)

VIEW TRIP

Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
Navigation App

VIEW TRIP

Spain : The Canary Islands

Highlights of El Hierro Walk

AU$2520


4.9 (11 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+ & 3

Headwater
Navigation App

VIEW TRIP

Spain : Catalonia

Classic Catalan Cycling

AU$2565


4.8 (12 reviews)

VIEW TRIP

Self-guided cycling

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Ireland

Walking and Cycling the Wild Atlantic Way

AU$2625

 
 

VIEW TRIP

Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

VIEW TRIP

United Kingdom : Norfolk

Highlights of Norfolk Cycling

AU$2645


4.3 (10 reviews)

VIEW TRIP

Self-guided cycling

5 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

VIEW TRIP

Spain : Valencia

Cycling Valencia and the Orange Blossom Coast

AU$2685


4.6 (9 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Ireland : County Wicklow

Unspoilt Ring of Kerry Cycling

AU$2725


4.4 (5 reviews)

VIEW TRIP

Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

VIEW TRIP

Montenegro

Highlights of Southern Montenegro Walk

AU$2725


5.0 (1 reviews)

VIEW TRIP

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Spain

Walking in El Hierro

AU$2665


4.5 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 2+

Headwater
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Portugal : Mainland Portugal

Walk the Highlights of Northern Portugal

AU$2810


4.5 (6 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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France : The French Riviera

The French Riviera Golden Islands

AU$2830

NEW FOR 2025

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Self-guided walking

7 nights,
twin centre

Level: 1+
Leisurely plus

Printed route
directions

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Sweden : sweden

Cycling Stockholm's Archipelago

AU$2870


5.0 (1 reviews)

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Self-guided cycling

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Spain : Balearic Islands

Walking Mallorca trails and traditional Fincas

AU$2890

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

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Portugal : The Algarve

Cycling the Algarve's Rota Vicentina

AU$2995


4.9 (9 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

Portugal Coastal Way to Santiago

AU$3015


5.0 (9 reviews)

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Self-guided pilgrimage

14 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Croatia

Hike, Bike & Paddle Croatia

AU$3035

NEW FOR 2025

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

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France : Atlantic Coast

Tour de France - Atlantic Coast

AU$3075

NEW FOR 2025

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Self-guided cycling

5 nights,
hotel-to-hotel

Level: 2 & 2+

Navigation App

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Portugal : Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

AU$3135


4.5 (16 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Italy : Sardinia

Undiscovered Sardinia Cycling

AU$3180


4.7 (19 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Navigation App

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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

AU$3220


5.0 (2 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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Greece : Crete

Walking the Wonders of Crete

AU$3300

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Normandy

Paris to the Sea Along the Seine River

AU$3485

NEW FOR 2025

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Printed route
directions

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Portugal : The Algarve

Walking the Algarve's South West

AU$3670


4.9 (34 reviews)

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Self-guided walking

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Sweden : sweden

Stockholm to Copenhagen Cycling

AU$3710


4.3 (4 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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France : Corsica

Corsica with Ebike

AU$3730


4.7 (3 reviews)

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2 & 2+

Printed route
directions

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Portugal : Mainland Portugal

Porto to Coimbra Cycling

AU$3750


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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Italy

Highlights of Puglia Cycling

AU$4225


4.8 (13 reviews)

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Self-guided cycling

10 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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Portugal : The Azores

Island Hopping in the Azores

AU$4265


4.3 (3 reviews)

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Self-guided walking

14 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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Canada : Sunshine Coast

Walking Canada's Sunshine Coast

AU$5350


4.7 (3 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1 to 3

Headwater
Navigation App

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USA : Maine

Cycling Maine's Coast & National Park

AU$6560

 
 

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Self-guided cycling

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
Navigation App

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Japan

Japan: Hiroshima & Island Hopping

AU$7175

NEW FOR 2025

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Multi-activity holiday

10 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Faroe Islands

Walking the Faroe Islands - With Private Guide

AU$7565

NEW FOR 2025

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Private guided walking

7 nights,
single centre

Level: 2+
Moderate plus

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Cyprus

Walking in North Cyprus

AU$1950


4.0 (1 reviews)

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Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

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Greece

Mountains & Villages of Evia

AU$2255


4.8 (4 reviews)

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Guided group walking

7 nights,
single centre

Level: 2+
Moderate plus

Printed route
directions

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Italy : The Bay of Naples

Walking the Amalfi Coast

AU$2975


4.7 (11 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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Greece

Walking on the Greek Islands

AU$2975

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Italy : Puglia

Walking in Puglia & Matera

AU$3075


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 : Sardinia

Walking in Sardinia

AU$3280


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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Estonia

Discover the Baltics

AU$3485

 
 

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Guided group walking

11 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

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Portugal : Mainland Portugal

Porto to Lisbon Atlantic Ride

AU$3580

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Croatia

Cycling Croatia's Dalmatian Coast

AU$3680

 
 

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Guided group cycling

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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France : The French Riviera

Walks & Gardens of the French Riviera

AU$4000


5.0 (3 reviews)

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Guided group walking

7 nights,
single centre

Level: 2
Moderate

Printed route
directions

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Portugal : The Azores

Walking in the Azores

AU$4510

 
 

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Guided group walking

7 nights,
twin centre

Level: 3
Stretching

Printed route
directions

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Sri Lanka

Walking Trails of Sri Lanka

AU$4715

 
 

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Guided group walking

14 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Portugal : Mainland Portugal

Portugal: Walking & Wine - Premium Adventure

AU$4920


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

AU$5535

 
 

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Guided group cycling

11 nights,
hotel-to-hotel

Level: 3
Stretching

Printed route
directions

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Iceland

Iceland Explorer

AU$6765

 
 

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Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Peru

Peru Explorer

AU$9635

 
 

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Guided group walking

19 nights,
hotel-to-hotel

Level: 2
Moderate

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.