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            Small Group Cycling Holidays

            We found 91 Holidays in your search for:

            Destinations (83)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 91 Holidays in your search for:

            Select Order Order By
            Destinations (83)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            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 9 of 10

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            Guided
            Guided
            Scotland

            Scotland - Kirkpatrick Coast to Coast

            Guided Road Cycling Holiday

            Duration

            6 days

            Prices from

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

            Scotland - Kirkpatrick Coast to Coast

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            20/06/202725/06/2027£1,335.00
            25/07/202730/07/2027£1,335.00
            • Learn about Kirkpatrick Macmillan and his velocipede, which changed the world forever!
            • Breathtaking landscapes and dramatic coastlines
            • Charming and vibrant Kirkcudbright
            • Victorian viaducts and romantic ruined abbeys
            • Picturesque finish at the harbour of Eyemouth
            • Quiet country roads of the unexplored Borders
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Land's End to John O'Groats Explorer

            Guided Electric Bike Holiday

            Duration

            22 days

            Prices from

            £5,045 P.P.
            View Reviews
            2
            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.
            17/04/2027
            Guaranteed
            08/05/2027£5,045.00
            19/06/2027
            Last Spaces
            10/07/2027£5,045.00
            11/09/202702/10/2027£5,045.00
            • 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
            £100 OFF
            Guided
            Italy

            Coast to Coast - Puglia to Cilento

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,195 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Coast to Coast - Puglia to Cilento

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            17/04/2027
            £100 OFF
            24/04/2027£2,195.00
            25/04/2027
            £100 OFF
            02/05/2027£2,195.00
            26/09/2027
            £100 OFF
            03/10/2027£2,195.00
            • An epic coast to coast journey through southern Italy riding from the Adriatic coast to the Tyrrhenian Sea
            • Exploring the UNESCO World Heritage sites of Alberobello, Matera, Padula and Paestum
            • Losing ourselves in the labyrinthic white washed alleyways of Noci and Tricarico
            • Climbing the hills of little-known Basilicata, to the hill-top villages of Castelmezzano, Calvello and Marsico Vetere
            • Cycling through the Dolomiti Lucane, southern Italy’s lesser-known Dolomites
            • Enjoying the roller-coaster ride along the Cilento Coast from Palinuro to Paestum
            • Sampling southern Italy’s best food and wine
            Photo Highlights Dates
            Guided
            £300 OFF
            Guided
            Japan

            Shimanami Kaido, Shikoku & Kyoto

            Guided Road Cycling Holiday

            Duration

            15 days

            Prices from

            £7,795 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Shimanami Kaido, Shikoku & Kyoto

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            24/10/2026
            Last Spaces
            07/11/2026£7,795.00
            08/05/2027
            £300 OFF
            22/05/2027£7,795.00
            20/10/2027
            £300 OFF
            03/11/2027£7,795.00
            • Riding across the famous Shimanami Kaido cycling bridges
            • Traversing Shikoku’s quiet mountain roads and rolling coastline
            • Experiencing traditional Japanese cuisine, accommodations, and hospitality
            • Reaching Cape Ashizuri, the southernmost tip of Shikoku Island
            • Descending to the banks of the Shimanto River, one of Japan’s last unspoilt waterways
            • Passing through the magnificent Oboke and Koboke Gorges
            • Exploring Kyoto, Japan’s beautiful and historic cultural capital
            Photo Highlights Dates
            Guided
            £100 OFF
            Guided
            United Kingdom

            Wessex - King Alfred's Way

            Guided Mountain Bike Holiday

            Duration

            8 days

            Prices from

            £2,055 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Wessex - King Alfred's Way

            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.
            06/06/2027
            £100 OFF
            13/06/2027£2,055.00
            19/09/2027
            £100 OFF
            26/09/2027£2,055.00
            • Visiting historic Winchester and its Cathedral (and the King Alfred the Great Statue)
            • Enjoying chalky hillsides and rolling countryside
            • Riding short, technical ascents and soaring downhill on the South Downs and The Ridgeway
            • Escaping from busy southern urban cities on ancient paths and rough tracks
            • Biking a mix of undulating terrain on Salisbury Plain and South Downs Way
            • Experiencing 10,000 years of history
            • Marvelling at Stonehenge
            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.

            • 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
            Guided
            £300 OFF
            Guided
            Czech Republic, Austria, Slovenia & Italy

            Prague to Venice

            Guided Road Cycling Holiday

            Duration

            21 days

            Prices from

            £6,195 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Prague to Venice

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            05/06/2027
            Last Spaces
            25/06/2027£6,195.00
            03/07/2027
            £300 OFF
            23/07/2027£6,195.00
            31/07/2027
            £300 OFF
            20/08/2027£6,195.00
            • A journey from Central Europe to the Mediterranean through four European countries
            • Visit the vibrant capitals of Prague, Vienna and Ljubljana
            • Learn about the historical Central European regions of Bohemia and Styria
            • Explore the UNESCO World Heritage sites of Prague, Cesky Krumlov, Vienna, Graz, and Venice
            • Have a well deserved end-of-ride pilsner seated in the village square of a little Bohemian village
            • Enjoy quiet countryside roads with sweeping views all the way from Prague to Venice
            • Staying in quality accommodation, with warm traditional hospitality
            • Feast on the traditional dishes, desserts and drinks of the Czech, Austrian and Slovenian cuisine.
            Photo Highlights Dates
            Guided
            £125 OFF
            Guided
            France

            Corsica - The Beautiful Isle

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

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

            Corsica - The Beautiful Isle

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            15/05/2027
            £125 OFF
            22/05/2027£2,495.00
            18/09/2027
            £125 OFF
            25/09/2027£2,495.00
            • One of the most dramatic coastal rides in Europe
            • The descent through the Scala di Santa Regina between the Col de Vergio and Corte
            • Chestnut beers all round in Corte, the ancient and rustic mountain capital
            • Mouthwatering local cuisine, charcuterie and cheeses
            • The Castagniccia – Corsica’s most unspoiled region of chestnut forest, wild boar and traditional rural villages
            Photo Highlights Dates
            Guided
            Guided
            France

            Corsica - Southern Secrets

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,495 P.P.
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Corsica - Southern Secrets

            Guided Road Cycling Holiday

            • Approaching Corte’s towering citadel at the end of our first day’s ride
            • Exploring Corsican mountain villages, distinct from anywhere else in France
            • Descending sweeping roads which carve through cool pine forests
            • Bonifacio’s dramatic cliff top old town
            • Earning the rewarding views over the Med after a challenging climb
            • Fuelling up with the delicious local produce
            Photo Highlights Dates
            Guided
            £200 OFF
            Guided
            Uzbekistan

            Beyond The Silk Road

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

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

            Beyond The Silk Road

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            21/05/2027
            £200 OFF
            03/06/2027£4,495.00
            01/10/2027
            £200 OFF
            14/10/2027£4,495.00
            19/05/202801/06/2028£4,725.00
            29/09/202812/10/2028£4,725.00
            • Wandering around beautiful Bukhara and its bazaars
            • Exploring Zaamin National Park’s soaring peaks and lush pastures
            • Marvelling at Samarkand’s Mosques and Minarets
            • Riding the legendary Lake Chavac Loop
            • Spending the night in a traditional yurt, enjoying campfires and unforgettable sunsets
            • Pedalling through Sarmysh and its ancient petroglyphs
            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
            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
            Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
            Paul, Land's End to John O'Groats Classic - 16 Days
            Quote
            What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
            Roger, France - Chateaux of the Loire
            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
            Quote
            On 10+ trips with Skedaddle they have always delivered great trips and service. You get what you pay for and Skedaddle are very good at providing well run cycling holidays.
            Rob, Italy - Sardinia Island Flavours
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            Dave Shuttle - UK Product Lead at Saddle Skedaddle
            Dave Shuttle
            September 21, 2026

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