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            Mountain Challenges

            We found 12 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 12 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (1)
            Departure Month

            2025

            2026

            2027

            Level of Support

            Join us as we take on some of the most incredible mountain roads in the world! From the classic climbs of the Pyrenees and Alps to the lesser-visited but equally epic 'Emerald Mountains' of Colombia, our Mountain Challenges promise a thrilling ride through some of the world’s most breathtaking scenery.

            Whether it’s your first or fiftieth time tackling the likes of Stelvio, Col du Tourmalet or Ventoux, our expert guides and support vehicles are on hand should you need them, leaving you to focus on conquering the cols!
             

            • All Cycling Holidays
            • All Road Cycling Holidays
            • Mountain Challenges

            Page 1 of 2

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            Guided
            Guided
            Morocco

            Road Atlas

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £1,765 P.P.
            View Reviews
            29
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Road Atlas

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/2025
            Last Spaces
            17/11/2025£1,765.00
            27/12/202505/01/2026£1,765.00
            31/01/202609/02/2026£1,855.00
            07/11/202616/11/2026£1,855.00
            27/12/202605/01/2027£1,855.00
            • 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
            France

            Provence - Le Ventoux a Velo

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,535 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Provence - Le Ventoux a Velo

            Guided Road Cycling Holiday

            SAVE £100

            Save £100 when you book onto our trip departing 9/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 07/06/2025
            Last Spaces
            14/06/2025£2,535.00
            * 09/08/202516/08/2025£2,535.00
            • 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
            France

            Trans Pyrenees Challenge

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £3,095 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Trans Pyrenees Challenge

            Guided Road Cycling Holiday

            SAVE £150

            Save £150 when you book onto our trip departing 21/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            03/07/2025
            Last Spaces
            12/07/2025£3,095.00
            * 21/08/202530/08/2025£3,095.00
            • 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
            Italy

            Alps and Dolomites - Giants of the Giro

            Guided Road Cycling Holiday

            Duration

            9 days

            Prices from

            £2,465 P.P.
            View Reviews
            17
            1
            2
            3
            4
            5
            Grade 4 - 5: Challenging/ Demanding
            More Info BOOK NOW

            Alps and Dolomites - Giants of the Giro

            Guided Road Cycling Holiday

            SAVE £100

            Save £100 when you book onto our trip departing 16/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 25/07/2025
            Fully Booked
            02/08/2025£2,465.00
            * 16/08/202524/08/2025£2,465.00
            24/07/202601/08/2026£2,595.00
            15/08/202623/08/2026£2,595.00
            • 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
            Italy

            Dolomiti Discoverer

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,495 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Dolomiti Discoverer

            Guided Road Cycling Holiday

            SAVE £100

            Save £100 when you book onto our trip departing 5/7/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 05/07/2025
            Guaranteed
            12/07/2025£2,495.00
            19/07/202526/07/2025£2,495.00
            • 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 Cycling Holiday

            Duration

            9 days

            Prices from

            £4,645 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Fjords

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            14/06/2025
            Guaranteed
            22/06/2025£4,645.00
            * 30/08/202507/09/2025£4,645.00
            13/06/202621/06/2026£4,895.00
            29/08/202606/09/2026£4,895.00
            • 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

            Alps - Mont Ventoux to Alpe d'Huez

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,495 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 Cycling Holiday

            SAVE £100

            Save £100 when you book onto our trip departing 17/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 15/06/2025
            Last Spaces
            22/06/2025£2,495.00
            * 17/08/2025
            Guaranteed
            24/08/2025£2,495.00
            • 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
            Guided
            Guided
            Colombia

            Emerald Mountains

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £3,875 P.P.
            View Reviews
            27
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Emerald Mountains

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            07/06/2025
            Contact Us
            19/06/2025£3,875.00
            17/01/202629/01/2026£3,995.00
            07/02/202619/02/2026£3,995.00
            06/06/202618/06/2026£3,995.00
            • 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
            Spain

            Sierra Nevada and Granada

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £1,885 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Sierra Nevada and Granada

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            12/10/2025
            Guaranteed
            18/10/2025£1,885.00
            • 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
            Spain

            Pyrenean Traverse

            Guided Road Cycling Holiday

            Duration

            12 days

            Prices from

            £3,535 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Pyrenean Traverse

            Guided Road Cycling Holiday

            Save £150

            Save £150 when you book onto our trip departing 13/07/2025 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 13/07/2025
            Guaranteed
            24/07/2025£3,535.00
            • A first evening feasting on a traditional Basque supper in beautiful Honarribia
            • Conquering classic climbs of the Pyrenees including the Cat 1 Puerto de Portalet
            • Winding through remote villages on unbelievably quiet mountain roads
            • Gazing in awe at the highest mountains in the Pyrenees in the Parque de Aneto
            • Wondering through the medieval streets of beautiful Ainsa
            • Finishing the week with a glass of Cava on the beach in picturesque Cadaqués
            Photo Highlights Dates
            • 1
            • 2
            • Next page
            Quote
            After over 40 tours with other operators, I was apprehensive about trying a new company, but have come away extremely pleased with Skedaddle!
            Bruce, Italy - Sardinian Mountains
            Quote
            All queries were replied almost immediately! Well done, Skedaddle, you have provided good consultant, good tour leader and good technical assistant.
            Sin Siew Tag, UK - Land's End to John O'Groats
            Quote
            This trip had something for everybody! The crew were fantastic, they were a vital part of the trip. The rest was the magic of Italy.
            Nigel, Italy - Grand Traverse
            Quote
            A fantastic journey of a lifetime led by excellent guides. Loved the Gorge du Verdon - tremendous climb and stupendous view.
            Miles, France - St Malo to Nice
            Quote
            I was the least experienced in the group - but was made to feel very comfortable and given lots of instruction and help.
            Catharine, France - Le Ventoux a Velo
            Quote
            Quite simply, there are not enough superlatives to describe how beautiful the Tuscan countryside and the accommodation chosen were!
            Robert, Italy - Tuscany Tourer
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