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
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.
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.
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!
Discover the dream cycling destination that is Lombardy. Visit beautiful Bellagio on Lake Como and conquer iconic Giro d’Italia climbs, including Passo Stelvio, Passo Mortirolo and Passo Gavia.
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!
Slovenia is one of the best-kept secrets in European cycling. It has the alpine charm of Austria and Switzerland with magnificent mountains whose beauty and difficulty rival anything in the Dolomites.
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.
One of our most scenic trips, our Trans-Swiss Challenge is part fairytale, part Alpine adventure. Enjoy picturesque valleys, crystal clear lakes and some of the biggest mountains in Europe, including the famed Passo Stelvio!