Our Trans-Challenges are Thomson’s signature series of week-long cycling trips that take the high road across mountain chains and countries. We’ve gone to great lengths to design the most inspiring, challenging routes across the world’s most beautiful cycling regions.
Cross a mountain chain, cross a country, cross it off your list
Trans Challenges / Croatia
Dramatic mountain landscapes, one of the most epic climbs in Europe and crystal-clear turquoise seascapes - Croatia’s Adriatic Coast sets an astoundingly beautiful scene for our latest VIP destination.
Departures
2020: 16 May
2020: 19 Sep
2020: 27 Sep
From
$4,495 USD Duration
8 Days / 7 Nights
Trans Challenges / France
Our Trans-Alps Challenge offers you the opportunity to ride one of the most challenging routes in Europe - across the French Alps from Morzine to Mont Ventoux! Includes the most famous climb of the Tour de France: Alpe d’Huez.
Departures
2020: 25 Jul
2020: 5 Sep
From
$3,995 USD Duration
8 days / 7 nights
Trans Challenges / Spain
The quintessential Spain, Andalusia is famous for flamenco, fiestas, bulls and “pueblos blancos”. But it’s also home to some of the most stunning and challenging climbs in Europe!
Departures
2020: 25 Apr
2020: 10 Oct
From
$3,995 USD Duration
8 Days / 7 Nights
Trans Challenges / Spain
Ride across the simply staggering Cordillera Cantabrica mountain chain that runs along Spain’s serene Northern coast. Includes Vuelta a Espana favourite: Lagos de Covadonga - and the toughest climb of the Grand Tours: the Angliru!
Departures
2020: 24 May
From
$3,995 USD Duration
8 days / 7 nights
Trans Challenges / Colombia
Our Trans-Colombia Challenge offers you the opportunity to ride one of the most challenging routes in Colombia, including the famous Alto de Letras.
Departures
2020: 18 Jan
2020: 4 Apr
2020: 22 Aug
From
$3,995 USD Duration
9 days / 8 nights
Trans Challenges / France
A fantastic journey across the “Île de Beauté”. From Porto Vecchio in the south-east across the mountainous interior of the island to the north shore. Ride many of the same routes covered by the Tour de France when the grand boucle celebrated its centenary edition on the island in 2013.
Departures
2020: 9 May
From
$4,495 USD Duration
8 days / 7 nights
Trans Challenges / Italy
Made famous by the Giro d’Italia, the Italian Dolomites are some of the most notorious, dramatic and transcendent peaks in all of Europe. They are a rite of passage for every avid cyclist.
Departures
2020: 25 Jul
2020: 5 Sep
From
$3,995 USD Duration
8 days / 7 nights
Trans Challenges / Italy
Sitting at the foot of the Alps in north-western Italy, Piedmont is perfect Thomson terrain: lots of big climbs and arguably the best food and wine in Italy.
Departures
2020: 22 Aug
From
$3,995 USD Duration
8 days / 7 nights
Trans Challenges / Portugal
Beginning in the awe-inspiring ancient royal city of Vila Vicosa, enjoy Portugal’s rich culture and exquisite accommodations as we take the high road across this quiet country’s wondrously diverse terrain.
Departures
2020: 25 Apr
2020: 18 Oct
From
$3,995 USD Duration
8 days / 7 nights
Trans Challenges / France
Ride from coast to coast! Cross the magnificent Pyrenees from the Mediterranean to the Atlantic, conquering classic Tour de France climbs the whole way. Includes Tourmalet, Aubisque, Aspin and many more!
Departures
2020: 8 Aug
2020: 19 Sep
From
$3,995 USD Duration
9 days / 8 nights
Trans Challenges / Switzerland
One of our most scenic trips, our Trans-Swiss Challenge is part fairytale, part Alpine adventure. Enjoy picturesque valleys, crystal clear lakes and the biggest and most spectacular mountains in Europe!
Departures
2020: 6 Jun
2020: 8 Aug
From
$4,895 USD Duration
8 days / 7 nights