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            Grand Tour Inspired Cycling Holidays

            We found 20 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 20 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            One of the things we love about road cycling is that it allows us to follow in the footsteps of our cycling heroes, experiencing the thrill of conquering iconic climbs and sharing that sense of achievement after finishing an epic tour over some of the world’s most famous mountain passes. Whether you’re seeking a long-distance route for that ultimate grand tour feeling or a challenging route that ticks off classics like Stelvio, Tourmalet or Ventoux, these tours are guaranteed to inspire.

            Fully supported, our tours are meticulously planned leaving you to focus on what matters - the joy of the ride.

            • All Cycling Holidays
            • Grand Tour Inspired Cycling Holidays

            Page 1 of 2

            Select Order Order By
            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

            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
            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

            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
            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

            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
            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

            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
            France

            St Malo to Nice Explorer

            Guided Road Cycling Holiday

            Duration

            20 days

            Prices from

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

            St Malo to Nice Explorer

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            * 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
            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

            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
            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
            Italy

            Coast to Coast - L'Adriatico al Tirreno

            Guided Road Cycling Holiday

            Duration

            9 days

            Prices from

            £2,565 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Coast to Coast - L'Adriatico al Tirreno

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            * 17/05/2025
            Last Spaces
            25/05/2025£2,565.00
            07/06/2025
            Contact Us
            15/06/2025£2,595.00
            13/09/2025
            Guaranteed
            21/09/2025£2,565.00
            • An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
            • Cycling through the smallest republic in Europe, San Marino
            • Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
            • Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
            • Staying in quality accommodation, with fantastically warm hospitality
            • Riding to Gubbio and Assisi, UNESCO World Heritage sites
            Photo Highlights Dates
            Guided
            Guided
            France

            Pyrenees Fitness Week (Grade 2-3)

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,385 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Pyrenees Fitness Week (Grade 2-3)

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            01/06/2025
            Fully Booked
            08/06/2025£1,385.00
            21/09/2025
            Guaranteed
            28/09/2025£1,385.00
            19/10/202526/10/2025£1,385.00
            • Spending your week in a period 16th century French house
            • Training on many of the climbs often used in Le Tour de France
            • Personalised training regime to suit your individual requirements by a ABBC qualified coach
            • Cycling through traffic free rolling countryside, experiencing the beauty and tranquility of rural France
            • Coming back to a home cooked feast every evening, freshly prepared by your coach’s wife, Toni.
            • Sampling the delicious local wines of the region
            Photo Highlights Dates
            Guided
            Guided
            France

            Pyrenees Fitness Week (Grade 3-4)

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,385 P.P.
            View Reviews
            18
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Pyrenees Fitness Week (Grade 3-4)

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            05/10/2025
            Guaranteed
            12/10/2025£1,385.00
            • Spending your week in a period 16th century French house
            • Training on many of the climbs often used in Le Tour de France
            • Personalised training regime to suit your individual requirements by a ABBC qualified coach
            • Cycling through traffic free rolling countryside, experiencing the beauty and tranquility of rural France
            • Coming home to a home cooked feast every evening, freshly prepared by your coach’s wife, Toni
            • Sampling the delicious local wines of the region
            Photo Highlights Dates
            • 1
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            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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