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            Road Cycling Journeys

            We found 18 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 18 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            Our road cycling journeys are designed to bring together two of our favourite loves; cycling and travelling. These journeys have been tailor-made to maximise your cycling experience whilst also feeding your travel bug, visiting multiple locations and seeing all the sights.

            Find out more about our road cycling journeys and how you can join in below.

            • All Cycling Holidays
            • All Road Cycling Holidays
            • Place To Place Journeys

            Page 1 of 2

            Select Order Order By
            Guided
            Guided
            United Kingdom

            Land's End to John O'Groats Explorer

            Guided Road Cycling Holiday

            Duration

            22 days

            Prices from

            £4,845 P.P.
            View Reviews
            23
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Land's End to John O'Groats Explorer

            Guided Road Cycling Holiday

            Save £250

            Save £250 when you book onto our trip departing 07/06/2025 & 26/07/2025 - 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.
            10/05/2025
            Last Spaces
            31/05/2025£4,845.00
            * 07/06/2025
            Last Spaces
            28/06/2025£4,845.00
            12/07/2025
            Last Spaces
            02/08/2025£4,845.00
            * 26/07/2025
            Guaranteed
            16/08/2025£4,845.00
            06/09/2025
            Last Spaces
            27/09/2025£4,845.00
            09/05/202630/05/2026£5,095.00
            11/07/202601/08/2026£5,095.00
            05/09/202626/09/2026£5,095.00
            • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
            • Experience the regional changes in tradition, culture and accents as you progress from county to county
            • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
            • 3 countries in 19 days of riding
            • 1,000 miles of Britain at its best
            • Cornish pasties to haggis and everything in between
            Photo Highlights Dates
            Guided
            Guided
            France

            St Malo to Nice Classic

            Guided Road Cycling Holiday

            Duration

            15 days

            Prices from

            £4,195 P.P.
            View Reviews
            15
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            St Malo to Nice Classic

            Guided Road Cycling Holiday

            SAVE £200

            Save £200 when you book onto our trip departing 15/6/25 - 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
            Guaranteed
            29/06/2025£4,195.00
            06/09/202520/09/2025£4,195.00
            12/06/202626/06/2026£4,395.00
            04/09/202618/09/2026£4,395.00
            • Cycling along the Brittany coast with views out to the Abbey of Mont St Michel
            • Travelling under your own power all the way from the Channel to the Mediterranean
            • Following riverside roads along the Loire, Dordogne and the Rhône
            • Riding through the wine drenched Châteauneuf-du-Pape!
            • Riding through the lavender fields of Provence and winding your way through the Verdon Gorge
            • Descending to Nice to ride along the Promenade des Anglais like a Tour de France winner!
            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
            Italy

            Grand Traverse Classic - North to South

            Guided Road Cycling Holiday

            Duration

            17 days

            Prices from

            £4,395 P.P.
            View Reviews
            9
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Grand Traverse Classic - North to South

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            22/05/2025
            Contact Us
            07/06/2025£4,395.00
            25/09/2025
            Last Spaces
            11/10/2025£4,395.00
            21/05/202606/06/2026£4,615.00
            24/09/202610/10/2026£4,615.00
            • Riding down the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
            • Cycling through 10 UNESCO World Heritage sites and 5 National Parks
            • Visiting some of the most important historical and artistic cities in Italy: Lucca, San Gimignano, Pienza, Assisi and Lecce
            • The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
            • Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
            • Cycling to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Land's End to John O'Groats Classic

            Guided Road Cycling Holiday

            Duration

            16 days

            Prices from

            £3,395 P.P.
            View Reviews
            20
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Land's End to John O'Groats Classic

            Guided Road Cycling Holiday

            Save £150

            Save £150 when you book onto our trip departing 23/08/2025 - 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.
            24/05/2025
            Contact Us
            08/06/2025£3,395.00
            * 23/08/2025
            Guaranteed
            07/09/2025£3,395.00
            23/05/202607/06/2026£3,565.00
            22/08/202606/09/2026£3,565.00
            • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
            • Experience the regional changes in tradition, culture and accents as you progress from county to county
            • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
            • 3 countries in 14 days of riding
            • 1,000 miles of Britain at its best
            • Cornish pasties to haggis and everything in between
            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
            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
            France

            St Malo to Nice Explorer

            Guided Road Cycling Holiday

            Duration

            20 days

            Prices from

            £5,725 P.P.
            View Reviews
            19
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            St Malo to Nice Explorer

            Guided Road Cycling Holiday

            SAVE £250

            Save £250 when you book onto our trip departing 12/8/25 - 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.
            13/05/2025
            Last Spaces
            01/06/2025£5,725.00
            * 12/08/202531/08/2025£5,725.00
            11/05/202630/05/2026£5,995.00
            • Cycling along the Brittany coast with views out to the Abbey of Mont St-Michel
            • Travelling under your own power all the way from the Channel to the Mediterranean
            • Meandering along the Loire, Dordogne and Rhône rivers
            • Riding through vineyards of Chateauneuf-du-pape
            • Riding through the lavender fields of Provence and winding your way through the Verdon Gorge
            • Descending to Nice to ride along the Promenade des Anglais
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Bilbao to Santiago

            Self-Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £1,995 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Bilbao to Santiago

            Self-Guided Road Cycling Holiday

            Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2025 01 Apr – 31 Oct

            Season 1 – £1995 1 – 01 – 10 Apr / 05 – 31 May / 29 Sep – 31 Oct

            Season 2 – £2195 01 Jun – 31 Jul / 01 – 28 Sep

            Season 3 – £2475 20 – 30 Apr / 01 – 31 Aug

            2026 05 Apr – 31 Oct

            Season 1 – £2055 03 – 31 May / 29 Sep – 31 Oct

            Season 2 – £2265 01 Jun – 31 Jul / 01 – 28 Sep

            Season 3 – £2555 05 – 30 Apr / 01 – 31 Aug

            • Riding along the stunning and dramatic Cantabrian coastline
            • A stunning start in the Basque city of Bilbao
            • Enjoying a fabulous seafood platter in San Vicente de Barquera
            • Pouring cider in the old town of Oviedo
            • Arriving at the roof of the ‘Camino Primitivo‘, Puerto Palo
            • Cycling through beautiful, rural, enchanting Galicia to arrive in historical Santiago to collect a pilgrims’ certificate
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £3,085 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Save £150

            Save £150 when you book onto our trip departing 18/05/2025 - 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.
            * 18/05/2025
            Guaranteed
            27/05/2025£3,085.00
            04/09/2025
            Guaranteed
            13/09/2025£3,085.00
            18/09/202527/09/2025£3,085.00
            • An epic coast to coast adventure – riding all the way from the Atlantic to the Med under your own steam
            • Cycling with the impressive back-drop of the Pyrenees by your side
            • Dining each evening on rustic Spanish mountain cuisine
            • The striking pink granite of the Parc Natural de Montserrat
            • Dramatic castles, forts and monasteries perched on every hilltop
            • Seeing Barcelona stretched out in front of you, with the sea beyond
            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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