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            Group Holidays 2021

            We found 34 Holidays in your search for:

            Destinations (82)
            Types of Cycling / Grades (1)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 34 Holidays in your search for:

            Select Order Order By
            Destinations (82)
            Types of Cycling / Grades (1)
            Departure Month

            2026

            2027

            2028

            Level of Support

            Browse our various holidays below and register your interest for your next road cycling adventure in 2021. To register your interest, simply fill in the dedicated form on the holiday page you are interested in.

            • All Cycling Holidays
            • All Road Cycling Holidays
            • 2021 Road Cycling Group Holidays

            Page 1 of 4

            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

            £4,895 P.P.
            View Reviews
            25
            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.
            09/05/2026
            Last Spaces
            30/05/2026£4,895.00
            06/06/2026
            Fully Booked
            27/06/2026£4,895.00
            11/07/2026
            Last Spaces
            01/08/2026£4,895.00
            05/09/2026
            Last Spaces
            26/09/2026£4,895.00
            08/05/202729/05/2027£5,045.00
            05/06/202726/06/2027£5,045.00
            03/07/202724/07/2027£5,045.00
            31/07/202721/08/2027£5,045.00
            • 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
            Scotland

            Scotland - Tour d'Ecosse

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,855 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Scotland - Tour d'Ecosse

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            02/05/2026
            Guaranteed
            09/05/2026£1,855.00
            23/05/2026
            Last Spaces
            30/05/2026£1,855.00
            13/06/2026
            Last Spaces
            20/06/2026£1,855.00
            04/07/2026
            Fully Booked
            11/07/2026£1,855.00
            08/08/2026
            Last Spaces
            15/08/2026£1,855.00
            05/09/202612/09/2026£1,855.00
            • Quiet single-track roads for miles on end
            • Bealach Na Ba – the greatest road ascent in the UK
            • Feasting on fresh seafood after a day in the saddle
            • Stunning views out over the Isle of Skye
            • Cycling the peaceful lochside roads of Scotland
            • The swooping coastal road from Ullapool to Kinlochewe
            Photo Highlights Dates
            Guided
            Guided
            Colombia

            Emerald Mountains

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £3,995 P.P.
            View Reviews
            28
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Emerald Mountains

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            06/06/202618/06/2026£3,995.00
            16/01/202728/01/2027£4,195.00
            06/02/202718/02/2027£4,195.00
            05/06/202717/06/2027£4,195.00
            • 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
            Chile and Argentina

            The Andes and the Lake District

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £4,135 P.P.
            View Reviews
            3
            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.
            24/10/202605/11/2026£4,135.00
            13/03/202725/03/2027£4,135.00
            • 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
            Spain

            Roads of Ronda

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £2,125 P.P.
            View Reviews
            9
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Roads of Ronda

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/202614/11/2026£2,125.00
            • 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
            Spain

            Andalucia - Los Pueblos Blancos

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

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

            Andalucia - Los Pueblos Blancos

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            25/10/202601/11/2026£2,195.00
            28/12/202604/01/2027£2,495.00
            • Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
            • A fantastic mixture of great small rural hotels
            • Exploring beautiful Ronda, perched on its magnificent gorge
            • Reaching the dramatic Puerto de las Palomas
            • Grazalema, nestled below atmospheric, limestone mountains
            • Sipping local sherries with tasty tapas in the local bodegas
            Photo Highlights Dates
            Guided
            Guided
            France

            Pyrenees Fitness Week (Grade 2-3)

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,495 P.P.
            View Reviews
            5
            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.
            05/04/2026
            Last Spaces
            12/04/2026£1,495.00
            17/05/2026
            Guaranteed
            24/05/2026£1,495.00
            06/09/2026
            Guaranteed
            13/09/2026£1,495.00
            17/10/202624/10/2026£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 ABCC qualified coach
            • Cycling through traffic-free rolling countryside, experiencing the beauty and tranquillity 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
            Portugal

            Atlantic Escape

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £2,895 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Atlantic Escape

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            25/04/2026
            Guaranteed
            04/05/2026£2,895.00
            31/10/202609/11/2026£2,895.00
            • Stunning Sintra and its sunsets
            • The lovely fishing village of Nazare
            • Incredible accommodation in 4 star hotels each night
            • Views from the Arrabida mountains
            • Coastal riding and beautiful beaches
            • Reaching mainland Europe’s most southwesterly point by bike!
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Sardinia - Coastal Explorer

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,125 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Sardinia - Coastal Explorer

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            09/05/2026
            Guaranteed
            16/05/2026£2,125.00
            23/05/2026
            Guaranteed
            30/05/2026£2,125.00
            19/09/2026
            Fully Booked
            26/09/2026£2,125.00
            10/10/202617/10/2026£2,125.00
            • Riding the stunning coastal road from Alghero to Bosa
            • The ride to Montiferru through its oak forest
            • Sampling delightful Sardinian foods with a vast variety of local wines
            • Enjoying the view of Pan di Zucchero on the Nebida coastal ride
            • Sweeping down the long descent to Fluminimaggiore and Masua
            • Glimpsing the white beaches which hug the south west coast road
            Photo Highlights Dates
            Guided
            Guided
            Costa Rica

            Ruta de los Volcanes

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £4,395 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Ruta de los Volcanes

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            22/12/202603/01/2027£4,395.00
            13/03/202725/03/2027£4,425.00
            22/12/202703/01/2028£4,525.00
            • Spotting an unparalleled diversity of wildlife
            • Cycling in the shadow of palm trees along the Pacific coast
            • Breaking through the clouds as we cross Costa Rica’s central mountains
            • Enjoying volcanic vistas over a drink in La Fortuna
            • Watching the sun go down from Samara beach after a rewarding day in the saddle
            • The change in scenery on opposing sides of the continental divide
            Photo Highlights Dates
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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
            100% perfection from Saddle Skedaddle on a recent road tour. Amazing route, exceptional accommodation, brilliant guides, quality hire bikes.....11 out of 10!
            Andy - Puglia to Cilento
            Quote
            All queries were replied almost immediately! Well done, Skedaddle, you have provided good consultant, good tour leader and good technical assistant.
            Sin Siew - 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
            The trip was amazing and exceeded my expectations. The route was spectacular and well thought, a perfect mix of challenges and easier days to cater for different abilities, levels of fitness and recovery times, without ever being boring.
            Lisa - Colombia Emerald Mountains
            Next

            News, Reviews & Stories

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            Say hi to Dave, UK cycling guide who first joined the scene 14 years ago guiding a mountain bike trip and was instantly hooked.

            Meet the Guides: Carrie Williams

            Meet Carrie, one of our UK cycling guides, whose love of cycling from a young age has taken her around the world.

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