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            Small Group Leisure Cycling Holidays

            We found 22 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 22 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 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
            • All Leisure Cycling Holidays
            • SMALL GROUP CYCLING HOLIDAYS

            Page 2 of 3

            Select Order Order By
            Guided
            Guided
            United Kingdom

            Lake District - Derwent Water

            Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £1,155 P.P.
            View Reviews
            7
            1
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Lake District - Derwent Water

            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.
            18/05/202622/05/2026£1,155.00
            06/07/202610/07/2026£1,155.00
            17/08/202621/08/2026£1,155.00
            • Stay at Derwent Bank, Keswick – a comfortable HF Country House sitting directly on the banks of Derwent Water
            • Spin your legs gently along country lanes or challenge them as you climb up towards some Lakeland fells
            • Admire the vista across the lake to Skiddaw and Blencathra
            • Treat yourself to delicious cake pit-stops in charming local cafés
            • Let the lovely Lakeland landscapes inspire your daily cycling
            • Visit Castlerigg Stone Circle – an ancient monument built around 3000 BC
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Derbyshire Dales - Dovedale

            Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

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

            Derbyshire Dales - Dovedale

            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.
            04/05/202608/05/2026£1,095.00
            13/07/202617/07/2026£1,125.00
            07/09/202611/09/2026£1,125.00
            • Stay at Peveril of the Peak, a comfortable HF Country House in the Peak District National Park
            • Relax in the heart of the Derbyshire Dales
            • Flit across the famous stepping stones at scenic Dovedale
            • Follow the Tissington, Manifold and High Peak Trails - miles of peaceful off-road cycling
            • Explore the area using the very railroads that shaped it
            • Cycling through the impressive Manifold valley
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Granada to Seville

            Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

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

            Granada to Seville

            Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £150 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 07/04/202615/04/2026£2,725.00
            * 26/09/202604/10/2026£2,725.00
            • Cycling between 3 of the most magnificent cities in Andalucia
            • Riding through rolling sierras and olive groves
            • Making use of the Vias Verdes
            • Exploring the architectural wonders of Granada
            • Visiting Cordoba – the birth place of Spanish Flamenco
            • Celebrating your trip in the capital of the south, Seville
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,335 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany to Rome

            Guided Electric Bike Holiday

            SAVE ON 2026 ESCAPES

            Save £100 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

             

            Start DateEnd DatePrice p.p.
            * 23/05/202630/05/2026£2,335.00
            * 12/09/202619/09/2026£2,335.00
            • Staying in Tuscan accommodation overlooking stunning landscapes
            • Discovering the amazing towns of Siena, San Quirico and Pienza
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
            • Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
            • The sense of achievement riding into St Peter’s Square in Rome
            Photo Highlights Dates
            Guided
            Guided
            Scotland

            Scotland - Lochs and Glens

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,635 P.P.
            View Reviews
            8
            1
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            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Lochs and Glens

            Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £75 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 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
            Scotland

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £2,555 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £100 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs available

            Start DateEnd DatePrice p.p.
            * 03/05/2026
            Last Spaces
            09/05/2026£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 from 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
            Scotland

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,025 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £100 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 17/05/2026
            Last Spaces
            24/05/2026£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 Caledonia Way 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
            Guided
            Guided
            Norway

            Cycling the Fjords

            Guided Electric Bike Holiday

            Duration

            7 days

            Prices from

            £4,295 P.P.
            View Reviews
            1
            1
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            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Cycling the Fjords

            Guided Electric Bike Holiday

            E-BIKE HOLIDAY

            This holiday has been designed as an e-bike tour allowing you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us.

            Start DateEnd DatePrice p.p.
            18/07/2026
            Fully Booked
            24/07/2026£4,295.00
            25/07/202631/07/2026£4,295.00
            • Ålesund, Norway’s most beautiful city showcasing its impressive Art Nouveau architecture
            • The natural beauty of the Norweigan landscape, fjords, mountains, and coastlines.
            • Scenic, pollution-free, quiet roads and the freshest, cleanest air you can breathe
            • Cruising along the UNESCO listed Geirangerfjord by ferry
            • Looking down over the Trollstigen Pass (The Troll’s Ladder) Norway’s most spectacular mountain road
            • Narrow and dramatic Norangsdalen Valley & the beautiful coastal roads of Hjørundfjorden
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Land's End to John O'Groats Explorer

            Guided Electric Bike Holiday

            Duration

            22 days

            Prices from

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

            Land's End to John O'Groats Explorer

            Guided Electric Bike Holiday

            E-BIKE HOLIDAY

            This holiday has been designed as an e-bike tour allowing you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us.

            Start DateEnd DatePrice p.p.
            18/04/202609/05/2026£4,895.00
            20/06/2026
            Last Spaces
            11/07/2026£4,895.00
            01/08/202622/08/2026£4,895.00
            • 3 countries in 19 days of riding
            • 1,000 miles of Britain at its best – Riding an e-bike the length of Britain from toe to tip and declaring yourself an ‘End to Ender’
            • Cornish pasties to haggis and everything in between
            • Experiencing the regional changes in tradition, culture and accents as you progress from county to county
            • Enjoying spectacular scenery from Cheddar Gorge to the Cairngorms
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Coniston and the Central Lakes

            Guided Electric Bike Holiday

            Duration

            5 days

            Prices from

            £1,195 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Coniston and the Central Lakes

            Guided Electric Bike Holiday

            E-BIKE HOLIDAY

            This holiday has been designed as an e-bike tour allowing you to experience more on two wheels whilst riding with like-minded Skedaddlers. Confident cyclists will enjoy the boost from a battery for those cheeky climbs and longer distances. With less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities. Remember to select your e-bike hire when you book your holiday with us.

            Start DateEnd DatePrice p.p.
            01/06/202605/06/2026£1,195.00
            31/08/202604/09/2026£1,195.00
            • Staying at HF House, Monk Coniston, set amidst breathtaking scenery in the heart of the Central Lake District
            • Exploring the Lake District on e-bikes, enjoying a relaxed pace and an extra boost over the hills
            • Taking in amazing open views over Coniston Water and Windermere
            • Visiting the typically quaint Cumbrian villages of Elterwater, Grasmere and Hawkshead
            • Sampling Grasmere’s famous gingerbread
            • Enjoying a pint of Coniston Bluebird after a rewarding day of riding
            • Passing by Hill Top, the 17th century home of Beatrix Potter
            Photo Highlights Dates
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            Quote
            The services provided by Saddle Skedaddle were excellent from the initial queries, through to the booking of the holiday, and the holiday itself.
            Bruce, The Azores - Islands and Volcanoes
            Quote
            The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
            Elaine, Italy - Via Francigena (Tuscany to Rome)
            Quote
            We had the most amazing holiday. Slovenia was stunning and we kept stopping to take photos as round every bend was another fabulous view.
            Wendy, Slovenia - Highlights of Lake Bled
            Quote
            Couldn't fault the pre-trip information, the helpful staff on the telephone and the accurate description of what to expect.
            Jean, Holland - The Tulip Tour
            Quote
            Everything about the holiday was superb, from the initial contact with Skedaddle through to the very end of the trip. Excellent personal service.
            Jane, UK - Coast to Coast
            Quote
            It was first class from start to finish. Logistics and support including from our local rep were flawless, and accommodation and dining were truly fantastic.
            Robert, Portugal - Port and Wine
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            News, Reviews & Stories

            North York Moors - A Cycling Holiday To Remember

            We caught up with Dominic, Cycling Development Manager at North York Moors National Park on what makes this cycling route special.

            Gravel Riding in Scotland

            A quick guide to our two Scotland gravel tours...

            Yorkshire: 5 reasons to explore by bike

            Home to some of the most glorious scenery, outstanding history and cycling extravaganza...

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