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            Small Group Cycling Holidays

            We found 104 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 104 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            Join a group of likeminded riders on a small group holiday with Skedaddle! Whether you’re looking to join as a couple, group of friends, or as a solo traveller, you’ll feel part of one passionate pedallin’ community. Our tour leaders and guides will be on hand throughout your trip to ensure everything runs smoothly. You’ll also have a dedicated support vehicle to assist with everything from mechanical issues to emergency back-up and extra supplies.

            On a group tour, we take care of all your accommodation and luggage transfers. The only thing you’ll need to focus on is turning the pedals, enjoying the beautiful scenery and wondering what you’ll have for lunch (did we mention the legendary Skedaddle picnics?). It’s no wonder our small group tours are so popular!

            • All Cycling Holidays
            • SMALL GROUP CYCLING HOLIDAYS

            Page 8 of 11

            Select Order Order By
            Guided
            Guided
            Spain

            Sierras Explorer

            Guided Mountain Bike Holiday

            Duration

            7 days

            Prices from

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

            Sierras Explorer

            Guided Mountain Bike Holiday

            Spain Special

            SAVE £100! Save £100 on our tour departing 02/11/2025 & 27/12/2025. 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.
            * 02/11/202508/11/2025£2,095.00
            * 27/12/202502/01/2026£2,175.00
            • Exploring the historical town of Ronda
            • Riding the slick Guadiaro single-track
            • Incredible descent through the Alcornocales to the white hilltop of Jimena
            • Spending a night in the beautiful setting of a 13th century Moorish castle
            • Riding the shores of the Straits of Gibraltar past secluded coves and ancient watchtowers
            • Tapas bar hopping in the fun filled town of Tarifa
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Scotland - Lochs and Glens

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,555 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Lochs and Glens

            Guided Leisure 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. 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.
            * 03/08/2025
            Guaranteed
            09/08/2025£1,555.00
            14/09/202520/09/2025£1,555.00
            10/05/202616/05/2026£1,635.00
            14/06/202620/06/2026£1,635.00
            19/07/202625/07/2026£1,635.00
            23/08/202629/08/2026£1,635.00
            • Watching the sun rise over Loch Lomond
            • The beautiful lochs of Venachar, Lubnaig and Tay
            • Cycling through the dramatic Cairngorms National Park
            • Scottish wildlife at its best including deer, red squirrels, eagles and osprey
            • Castles and distilleries galore
            • Rural Scottish cycling at its very best
            Photo Highlights Dates
            Guided
            Guided
            Peru

            Sacred Valley of the Incas

            Guided Cycling Holiday

            Duration

            12 days

            Prices from

            £2,575 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW

            Sacred Valley of the Incas

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            16/08/202527/08/2025£2,575.00
            20/09/2025
            Guaranteed
            01/10/2025£2,575.00
            06/06/202617/06/2026£2,695.00
            15/08/202626/08/2026£2,695.00
            19/09/202630/09/2026£2,695.00
            • Amazing biking and a day of hiking the Inca Trail
            • The imposing Inca ruins of the Sacred Valley
            • Shopping for bargains at Pisac’s artisan market
            • Machu Picchu – One of the Wonders of the World
            • The world’s best Pisco sours and ceviche!
            • Colourful Cusco and the unspoiled Lares Valley
            Photo Highlights Dates
            Guided
            Guided
            Chile

            Patagonia - Carretera Austral

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

            £5,245 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 4 : Active
            More Info BOOK NOW

            Patagonia - Carretera Austral

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            22/11/2025
            Last Spaces
            06/12/2025£5,245.00
            08/03/202622/03/2026£5,245.00
            08/11/202622/11/2026£5,295.00
            07/03/202721/03/2027£5,295.00
            • Riding one of the world’s classic cycling routes
            • Enjoying a rest day in Coyhaique
            • Lake Carrera’s spectacular ‘marble cathedral’
            • True wilderness biking
            • Relaxing in the thermal waters of Puyuhuapi Eco-Lodge
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Off-Road Coast to Coast

            Guided Mountain Bike Holiday

            Duration

            6 days

            Prices from

            £1,285 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Off-Road Coast to Coast

            Guided Mountain Bike Holiday

            E-MTB HIRE AVAILABLE

            This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.

            Start DateEnd DatePrice p.p.
            04/07/2025
            Contact Us
            09/07/2025£1,285.00
            • The sense of achievement riding from Coast to Coast
            • Sinking an Allendale Ale after a day on the bike
            • The dramatic landscapes of the Lake District, Northumberland & the Pennines
            • Riding classics such as Crummock Water and Catbells
            • Quiet slopes of Skiddaw
            • Challenging yourself on the passes of Honister and Hartside
            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.
            * 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
            Morocco

            Atlas to Desert

            Guided Cycling Holiday

            Duration

            9 days

            Prices from

            £1,655 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grades 3 - 4: Moderate/ Active
            More Info BOOK NOW

            Atlas to Desert

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            27/09/2025
            Guaranteed
            05/10/2025£1,655.00
            25/10/202502/11/2025£1,655.00
            04/04/202612/04/2026£1,745.00
            26/09/202604/10/2026£1,745.00
            • Biking across the remote, beautiful, and untouched Jebel Sirwa mountains
            • Exploring crumbling remains of the past in Morocco’s many kasbahs
            • Riding a huge variety of rewarding tracks and trails
            • Sleeping under the stars in the Sahara Desert
            • Relaxing in one of Morocco’s most beautiful palm oases
            • Strolling through the spellbinding network of souks in Marrakech medina
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £2,425 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Hebridean Way

            Guided Leisure 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. 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.
            15/06/2025
            Last Spaces
            21/06/2025£2,425.00
            * 13/07/2025
            Fully Booked
            19/07/2025£2,425.00
            20/07/2025
            Last Spaces
            26/07/2025£2,425.00
            10/08/2025
            Last Spaces
            16/08/2025£2,425.00
            * 31/08/2025
            Last Spaces
            06/09/2025£2,425.00
            03/05/202609/05/2026£2,555.00
            24/05/202630/05/2026£2,555.00
            31/05/202606/06/2026£2,555.00
            21/06/202627/06/2026£2,555.00
            05/07/202611/07/2026£2,555.00
            26/07/202601/08/2026£2,555.00
            16/08/202622/08/2026£2,555.00
            30/08/202605/09/2026£2,555.00
            • Riding along the Golden Road
            • Miles and miles of picture-perfect white sand beaches
            • Enjoying a wee dram at the Distillery at Tarbert
            • Seeing the traditional weaving of Harris Tweed
            • Views of Luskentyre Beach over a delicious picnic lunch
            • Visiting the Blackhouse Village at Gearrannan
            • The awe inspiring Callanish Standing Stones
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Eden Valley and the North Pennines

            Guided Road Cycling Holiday

            Duration

            6 days

            Prices from

            £1,065 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Eden Valley and the North Pennines

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            14/09/2025
            Guaranteed
            19/09/2025£1,065.00
            26/07/202631/07/2026£1,120.00
            20/09/202625/09/2026£1,120.00
            • Admiring the rugged natural beauty of the North Pennines
            • Riding up to the top of Hartside – a Tour of Britain favourite – from both directions
            • Miles and miles of quiet picturesque valleys and dramatic moorland
            • Pedalling up to Alston, the ‘joint highest market town’ in England
            • Cycling through the Howgill Fells, perfectly situated between the Lake District and Yorkshire Dales National Parks
            • Enjoying a well deserved pint of Pennine Pale Ale at the end of a day in the saddle
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,925 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            Scotland - The Caledonia Way

            Guided Leisure 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. 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.
            22/06/2025
            Fully Booked
            29/06/2025£1,925.00
            * 17/08/2025
            Last Spaces
            24/08/2025£1,925.00
            17/05/202624/05/2026£2,025.00
            28/06/202605/07/2026£2,025.00
            26/07/202602/08/2026£2,025.00
            06/09/202613/09/2026£2,025.00
            • Marvelling at the beauty of Kilmartin Glen and its ancient monuments
            • Enjoying traffic-free cycleways and lovely canal side routes
            • Checking out Ben Nevis and The Grampians from Loch Linhe
            • Fort Augustus and taking on the legendary ascent of Glendoe
            • Exploring Knapdale – One of Scotland’s National Scenic Areas
            • Cycling to Scotland’s best-loved towns including Fort William and Fort Augustus
            Photo Highlights Dates
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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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