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            Small Group Road Cycling Holidays

            We found 41 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 41 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 a peloton of like-minded riders on a small group holiday with Skedaddle! Our group road cycling tours welcome everyone from solo travellers to groups of friends. You’ll love the fun and camaraderie as you ride along some of the world’s most beautiful roads.

            Our experienced guides and tour leaders are here to make sure every pedal stroke of your holiday runs like clockwork, plus you’ll have the back-up of a support vehicle to assist with mechanical issues and extra supplies. We’ll also arrange your luggage transfers and accommodation so all you need to worry about is focusing on tackling that next climb and taking in the gorgeous scenery as you ride. 

            • All Cycling Holidays
            • All Road Cycling Holidays
            • SMALL GROUP CYCLING HOLIDAYS

            Page 2 of 5

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            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

            E-BIKE HIRE AVAILABLE

            This tour is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. You may choose to hire an e-bike on a group or supported tour but bear in mind that the pace will be set to riders without an e-bike.

            Start DateEnd DatePrice p.p.
            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

            Start DateEnd DatePrice p.p.
            * 15/06/2025
            Guaranteed
            29/06/2025£4,195.00
            06/09/2025
            Guaranteed
            20/09/2025£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
            Colombia

            Emerald Mountains

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £3,995 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.
            17/01/2026
            Guaranteed
            29/01/2026£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

            Roads of Ronda

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

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

            Roads of Ronda

            Guided Road Cycling Holiday

            Spain Special

            SAVE £100! Save £100 on our tour departing 09/11/2025. Book before 30 June with the promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 09/11/202515/11/2025£2,095.00
            • Staying in the quintessentially Spanish town of Old Ronda
            • Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
            • Climbing the 1,200m up ‘The Colossus’
            • The seemingly never-ending descent down to the fine sands of Estepona
            • Taking a refreshing post ride dip in the Med
            • Tasty tapas and sunset sangrias
            Photo Highlights Dates
            Guided
            Guided
            France

            Haute Dordogne

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,495 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Haute Dordogne

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            * 21/06/2025
            Fully Booked
            28/06/2025£2,495.00
            * 09/08/202516/08/2025£2,495.00
            • Sampling a glass of red in Cahors – home of Malbec
            • Winding our way along the dramatic Vallée du Célé
            • Cycling along to the sound of cowbells near Velzic
            • Conquering the Pas de Peyrol and drinking in the views
            • Rocamadour and the descent from its lofty heights
            • Marvelling at the Massif Centrale as we cycle through its distinctive landscapes
            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
            19/04/202626/04/2026£1,495.00
            04/10/202611/10/2026£1,495.00
            • 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
            Guided
            Guided
            Chile and Argentina

            The Andes and the Lake District

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £3,895 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            The Andes and the Lake District

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            25/10/2025
            Guaranteed
            06/11/2025£3,895.00
            21/02/202605/03/2026£3,895.00
            24/10/202605/11/2026£4,125.00
            13/03/202725/03/2027£4,125.00
            • Your first glimpse of the snowcapped Volcan Osorno
            • Crossing over the Andes not just once but twice!
            • Cycling the Seven Lakes Route from San Martin to Villa Angostura
            • Quiet roads and the backdrop of the awesome Andes
            • The immense monkey puzzle trees around Villa Pehuenia
            • Relaxing in the Puyehue hot springs
            • Tasting all the culinary delights of the region
            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
            4
            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.
            21/09/2025
            Guaranteed
            28/09/2025£1,385.00
            18/10/202525/10/2025£1,385.00
            05/04/202612/04/2026£1,495.00
            17/05/202624/05/2026£1,495.00
            06/09/202613/09/2026£1,495.00
            20/09/202627/09/2026£1,495.00
            18/10/202625/10/2026£1,495.00
            • 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

            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

            Start DateEnd DatePrice p.p.
            * 12/08/2025
            Contact Us
            31/08/2025£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

            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
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            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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