Epic country crossing challenge holidays

Traversing a country, whether coast to coast or border to border, gives you a great insight into its consistencies and contrasts. The chance to examine a country by its cross-section will give you a really good idea of what it's like. It can also present a fun fitness challenge holiday. Whether you tackle your traverse by bike, foot, kayak or with a trusty steed, here are our epic country crossing challenge holidays.

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Douro valley by kayak holiday, across Portugal

Douro valley by kayak holiday, across Portugal

Kayak across Portugal on the Douro River
From 3,370 10 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cycle the whole of New Zealand

Cycle the whole of New Zealand

Cycle New Zealand North to South fully supported
From NZ $18,200 6 weeks ex flights
Small group travel: 2023: 2 Nov
2024: 7 Jan, 22 Feb
Lands End To John O'Groats cycling trip

Lands End To John O'Groats cycling trip

Britain's classic cycling challenge
From 1,995 to 2,245 16 days ex flights
Small group travel: 2023: 2 Sep
2024: 8 Jun, 17 Aug, 7 Sep
Coast to coast cycling holiday in Costa Rica

Coast to coast cycling holiday in Costa Rica

Take in the variety of Costa Rica by bike
From 4,4994,249 to 5,449 15 days inc UK flights
Small group travel: 2023: 8 Jul, 9 Sep, 28 Oct, 18 Nov, 2 Dec, 16 Dec
2024: 6 Jan, 20 Jan, 27 Jan, 3 Feb, 10 Feb, 24 Feb, 2 Mar, 30 Mar, 6 Jul, 10 Aug, 12 Oct, 26 Oct, 2 Nov, 16 Nov, 14 Dec
Up to 250 off selected dates.
Late availability on these dates: 08 Jul, 09 Sep
Sri Lanka coast to coast cycling holiday

Sri Lanka coast to coast cycling holiday

Sri Lanka Coast to Coast cycling ride
From US $1,850 13 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Chennia to Kochi cycling holiday, India

Chennia to Kochi cycling holiday, India

Coast to coast Southern India cycling tour
From US $2,560 16 days ex flights
Small group travel: 2023: 1 Nov, 8 Dec
2024: 14 Jan, 11 Feb, 3 Mar
Up to 100 off selected dates. Late availability on these dates: 01 Nov and 08th Dec
England road cycling holiday, coast to coast

England road cycling holiday, coast to coast

Best road cycling in England, ride coast to coast
From 2,795 7 days ex flights
Small group travel: 2023: 9 Jul, 17 Sep
England coast to coast walking holiday

England coast to coast walking holiday

Travel the width of England on foot, coast to coast
From 3,995 13 days ex flights
Small group travel: 2023: 30 Jul, 20 Aug, 3 Sep
Trans Wales trail running holiday

Trans Wales trail running holiday

Travel border to beach on this long-distance running holiday
From 695 5 days ex flights
Small group travel: 2023: 22 Jun, 5 Oct
Cycle the North Island, Cape Reinga to Wellington

Cycle the North Island, Cape Reinga to Wellington

Cycle the length of the North Island, New Zealand
From NZ $9,950 22 days ex flights
Small group travel: 2023: 2 Nov
2024: 7 Jan, 22 Feb
Trans Bhutan Trail, End to End Trek

Trans Bhutan Trail, End to End Trek

36 day trekking tour from the West to the East of Bhutan
From US $17,910 4 weeks ex flights
Small group travel: 2023: 10 Oct
Scotland coast to coast road cycling tour

Scotland coast to coast road cycling tour

Coast to coast cycling trip in Scotland
From 2,445 7 days ex flights
Small group travel: 2023: 17 Jun, 16 Sep
Late availability on these dates: 17 Jun, 16 Sep
Mountain bike across Scotland

Mountain bike across Scotland

Journey across Scotland on mountain bike
From 1,695 6 days ex flights
Small group travel: 2023: 11 Jun, 3 Sep
Late availability on these dates: 11 Jun, 03 Sep
Cape to Cape cycle ride in New Zealand

Cape to Cape cycle ride in New Zealand

1050km cycle route East Cape to Cape Egmont
From NZ $6,750 16 days ex flights
Small group travel: 2024: 8 Feb
Hadrian's Wall cycling holiday, England

Hadrian's Wall cycling holiday, England

Hadrian's Cycleway is a great coast-to-coast ride
From 750650 to 755 5 days ex flights
Small group travel: 2023: 30 Jun, 18 Aug, 29 Sep
Up to 100 off selected dates.
Late availability on these dates: 30 Jun, 18 Aug
Hadrians Wall Trail walking holiday, England

Hadrians Wall Trail walking holiday, England

83 miles/133 km across town and country, forest and moorland
From 720 8 days ex flights
Tailor made: The trip can be booked betwen April and mid October
Great Himalaya Trail trek across Nepal

Great Himalaya Trail trek across Nepal

The ultimate adventure across Nepal on a 150 day trek
From 22,46021,990 150 days ex flights
Small group travel: 2024: 25 Feb
Border to coast horse riding holiday in Wales

Border to coast horse riding holiday in Wales

This is a real trail riding expedition, covering 100 miles
From 2,199 to 2,399 6 days ex flights
Small group travel: 2023: 18 Jun, 30 Jul, 13 Aug, 27 Aug, 17 Sep
Cycling tour across Borneo

Cycling tour across Borneo

Epic Trans-Borneo Ride End-To-End
From MYR16,200 15 days ex flights
Small group travel: 2023: 15 Oct, 17 Dec
Portugal road cycling tour

Portugal road cycling tour

Road Cycling tour of Portugal.
From 1,495 9 days ex flights
Small group travel: 2024: 27 Apr, 4 May, 28 Sep, 5 Oct
South India cycling tour, coast to coast

South India cycling tour, coast to coast

Journey across South India's geographical & cultural landscapes
From US $2,200 14 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
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