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          Road Bike Mountain Challenges

          We found 13 Holidays in your search for:

          Destinations (74)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          We found 13 Holidays in your search for:

          Select Order Order By
          Destinations (74)
          Types of Cycling / Grades (7)
          Departure Month

          2025

          2026

          2027

          Level of Support

          Nearly everyone who rides a road bike has aspirations to conquer a few iconic mountains from the world of professional cycling. If you've got your sights set high, we have a wide selection of tours on offer which showcase literally dozens of mountain challenges, all helping you achieve your cycling dreams of becoming the King or Queen of the Mountains...
           
          In this category you'll find some of our most challenging rides, which feature many of the famous climbs from the Grand Tours of Europe, including the Tour de France, Giro d'Italia and Vuelta d'Espana. The world of cycling extends far beyond Europe though, and for the slightly more adventurous we can also introduce you to some of the legendary roads of Colombia. All of these tours have been designed to challenge and whilst not all of them are extreme, they are intended for experienced riders with a good level of fitness.

          • All Cycling Holidays
          • Mountain Challenges

          Page 1 of 2

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          Guided
          Guided
          France

          Provence - Le Ventoux a Velo

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,810 P.P.
          View Reviews
          12
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Provence - Le Ventoux a Velo

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          13/06/202620/06/2026$3,810.00
          08/08/202615/08/2026$3,810.00
          • Exploring the world famous beauty of one of France’s most popular regions
          • Conquering Mont Ventoux – the mighty Géant de Provence
          • Stunning views of the turquoise waters of Lac de Sainte Croix
          • Riding the rim of the Gorge du Verdon, Europe’s very own Grand Canyon
          • The lavender fields of the Plateau de Valensole
          • Sipping on a cheeky post ride rosé in the sunshine
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Dolomiti Discoverer

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,710 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Dolomiti Discoverer

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          04/07/202611/07/2026$3,710.00
          18/07/202625/07/2026$3,710.00
          • Admiring from various angles the classic grey and orange jagged peaks of the Dolomites
          • Riding the Sella Ronda, part of the Maratona delle Dolomiti, one of Italy’s biggest Gran Fondo events
          • Riding the dazzling descents and climbs you yearned to ride whilst watching the Giro d‘Italia
          • The sense of achievement at the end of the tour having conquered many climbs at your own pace.
          • Superb, mouth-watering and filling Italian food after a day on the bike – plenty of carbs!
          Photo Highlights Dates
          Guided
          Guided
          Norway

          Classic Fjords

          Guided Road Bike Tour

          Duration

          9 days

          Prices from

          $6,850 P.P.
          View Reviews
          3
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Classic Fjords

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          13/06/202621/06/2026$6,850.00
          29/08/202606/09/2026$6,850.00
          • The natural beauty of the Norwegian landscape, fjords, mountains, waterfalls and coastlines
          • Narrow and dramatic Norangsdalen Valley & the beautiful coastal roads of Hjørundfjorden
          • Scenic, pollution-free, quiet roads and the freshest, cleanest air you can breathe
          • Cycling the shores of world-famous Sognefjord and beautiful Balestrand
          • Trollstigen Pass (The Troll’s Ladder) Norway’s most spectacular mountain road
          • Cruising along the UNESCO listed Geirangerfjord by ferry
          • Ålesund, Norway’s most beautiful city showcasing its impressive Art Nouveau architecture
          Photo Highlights Dates
          Guided
          Guided
          France

          NEW! - Geneva to Nice - Route des Grandes Alpes

          Guided Road Bike Tour

          Duration

          9 days

          Prices from

          $3,850 P.P.
          1
          2
          3
          4
          5
          Grade 5 : Demanding
          More Info BOOK NOW

          NEW! - Geneva to Nice - Route des Grandes Alpes

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          11/07/202619/07/2026$3,850.00
          08/08/202616/08/2026$3,850.00
          • Tackling legendary Tour de France challenges every day
          • Experiencing the unusual Casse Déserte landscape at the top of Izoard
          • Paying homage to the Coppi and Bobet memorials
          • Conquering the 2,800m summit of the Cime de la Bonette, Europe’s highest road
          • Exhilarating descents through spectacular Alpine scenery
          • Celebrating on the French Riviera on our final night
          Photo Highlights Dates
          Guided
          Guided
          Colombia

          Emerald Mountains

          Guided Road Bike Tour

          Duration

          13 days

          Prices from

          $5,705 P.P.
          View Reviews
          27
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Emerald Mountains

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          17/01/2026
          Guaranteed
          29/01/2026$5,705.00
          07/02/2026
          Guaranteed
          19/02/2026$5,705.00
          06/06/202618/06/2026$5,705.00
          16/01/202728/01/2027$5,995.00
          06/02/202718/02/2027$5,995.00
          05/06/202717/06/2027$5,995.00
          • Exploring unspoiled Andean highlands
          • The historic city of Cartagena
          • The hospitality of locals, so proud to show off their country
          • The challenges offered by Colombia’s dramatic mountains
          • Cycling with the warm Caribbean breeze at your back
          • Being amongst the first to ride in this emerging destination
          Photo Highlights Dates
          Guided
          Guided
          France

          Trans Pyrenees Challenge

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $4,635 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Trans Pyrenees Challenge

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          02/07/202611/07/2026$4,635.00
          20/08/202629/08/2026$4,635.00
          • Riding the entire length of Europe’s most dramatic mountain range
          • Looking down on the switchbacks ahead from the summits of the Aspin and the Port de Pailhères
          • The breath-taking descent from the top of the Tourmalet
          • Fresh crepes and a coffee at the summit of Col de Peyresourde
          • Bathing tired legs in the outdoor thermal waters in Ax-les-Thermes
          • Fine Spanish food and wine in Bossost
          • A picnic and celebratory drinks on the beach by the Med
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Sierra Nevada and Granada

          Guided Road Bike Tour

          Duration

          7 days

          Prices from

          $2,835 P.P.
          View Reviews
          1
          1
          2
          3
          4
          5
          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Sierra Nevada and Granada

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          03/05/2026
          Guaranteed
          09/05/2026$2,835.00
          18/10/202624/10/2026$2,835.00
          • Checking out the white mountain villages of the Alpujarras
          • A night in a luxurious cave house in Guadix
          • The Sierra Nevada Challenge – riding to the roof of Spain
          • The classic Vuelta ride through the Sierra de Pandera
          • Tasty tapas and sunset sangrias
          • The descent to Granada and its amazing Alhambra Palace
          Photo Highlights Dates
          Guided
          Guided
          Morocco

          Road Atlas

          Guided Road Bike Tour

          Duration

          10 days

          Prices from

          $2,525 P.P.
          View Reviews
          29
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Road Atlas

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          27/12/2025
          Fully Booked
          05/01/2026$2,525.00
          31/01/202609/02/2026$2,710.00
          07/11/202616/11/2026$2,710.00
          27/12/202605/01/2027$2,710.00
          30/01/202708/02/2027$2,850.00
          06/11/202715/11/2027$2,850.00
          27/12/202705/01/2028$2,850.00
          • The High Atlas mountain range
          • The outstanding Ounila Valley and Ait Benhaddou Kasbah
          • Exploring the surreal blue rocks of Tafraoute
          • The incredible 100km ride from Tafraoute towards the coast
          • Enjoying a cold beer on one of Morocco’s finest terraces at Immouzer
          • The sights, smells and sounds of the Marrakech souk
          • Starting and finishing in this years ‘Capital of Culture’ Marrakech
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Alps and Dolomites - Giants of the Giro

          Guided Road Bike Tour

          Duration

          9 days

          Prices from

          $3,565 P.P.
          View Reviews
          17
          1
          2
          3
          4
          5
          Grade 4 - 5
          More Info BOOK NOW

          Alps and Dolomites - Giants of the Giro

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          25/07/202602/08/2026$3,565.00
          22/08/202630/08/2026$3,565.00
          • Cycling through the best alpine and dolomite scenery of Italy
          • Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
          • Enjoying post-ride relaxation in typical chalet-style mountain hotels
          • Re-charging your energy levels every evening with tasty local fayre
          • Testing your legs and endurance on the final Monte Grappa climb
          • Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa
          Photo Highlights Dates
          Guided
          Guided
          France

          Alps - Mont Ventoux to Alpe d'Huez

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,745 P.P.
          View Reviews
          8
          1
          2
          3
          4
          5
          Grade 4: Challenging
          More Info BOOK NOW

          Alps - Mont Ventoux to Alpe d'Huez

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          14/06/2026
          Guaranteed
          21/06/2026$3,745.00
          16/08/202623/08/2026$3,745.00
          • Legendary Tour de France challenges every day
          • ‘Warming up’ on Mont Ventoux, the ‘Giant of Provence’
          • Blue skies, fresh air and snow-capped peaks
          • ‘Top of the world’ sensations on the summit of the Izoard
          • Ticking off lots of Tour de France classics
          • Riding through Provençal lavender flelds, synonymous with the region
          • The final challenge of the legendary Alpe d‘Huez
          Photo Highlights Dates
          • 1
          • 2
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          Not sure which trip's right for you? Just ask!

          Get in touch and we'll help you find your perfect trip.

          Quote
          Saddle Skedaddle staff were excellent. Consistently high standards delivered year on year. Don't think I'd trust anybody else when booking a cycling holiday!
          Susan, Slovenia - Capital to Coast, Leisure Cycling Holiday
          Quote
          This was the best of the several organised bike tours I've been on by light years, and I'm now looking at doing other tours with Skedaddle.
          Jay, France - St Malo to Nice, Road Cycling Holiday
          Quote
          One of the very best trips! The kindness and professionalism of the lead guide and his locally based colleagues was outstanding in every respect.
          Brenda, Italy - Dolomites of Brenta, Guided Mountain Bike Holiday
          Quote
          From the first day to the last, everything was fantastic. We never had to worry about anything. Hotels, van pick-ups, guides - you had it all covered!
          Carol and Jim - Peru, Cycling Holiday
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