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            Our Top Spring & Summer Cycling Group Tours

            We found 45 Holidays in your search for:

            Destinations (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 45 Holidays in your search for:

            Select Order Order By
            Destinations (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            Looking for a last-minute spring cycling escape? Perhaps you want to squeeze in some summer cycling fun and make the most of the Northern Hemisphere's longer, warmer days? Good news! We've still got several fantastic cycling holidays to book in the coming months. 

            Discover our top picks for group cycling trips departing in May, June and July, and join like-minded riders for an unforgettable experience. Be aware! These popular spring and summer cycling tours are filling up fast, so now’s the time to secure your place and find your ride this season.  

            • All Cycling Holidays
            • Our Top Cycling Holiday Picks

             

            Page 2 of 5

            Select Order Order By
            Guided
            Guided
            Scotland

            Scotland - Kirkpatrick Coast to Coast

            Guided Road Cycling Holiday

            Duration

            6 days

            Prices from

            £1,295 P.P.
            View Reviews
            4
            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.
            10/05/2026
            Contact Us
            15/05/2026£1,295.00
            19/07/2026
            Last Spaces
            24/07/2026£1,295.00
            13/09/2026
            Last Spaces
            18/09/2026£1,295.00
            13/06/202718/06/2027£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
            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
            Last Spaces
            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
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,395 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany to Rome

            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.
            23/05/2026
            Last Spaces
            30/05/2026£2,395.00
            12/09/202619/09/2026£2,395.00
            • 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
            Italy

            Tuscany - Giro della Toscana

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

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

            Tuscany - Giro della Toscana

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            29/08/202605/09/2026£2,095.00
            03/10/2026
            Guaranteed
            10/10/2026£2,095.00
            • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
            • Staying in quality accommodation, with fantastically warm hospitality
            • Easing along the rolling hills of the Colli Sienesi
            • Riding the stunning UNESCO heritage region of Val d’Orcia
            • Stopping off at the lovely San Gimignano and Montalcino
            • Chilling out with a post-ride Chianti
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Land's End to John O'Groats Classic

            Guided Road Cycling Holiday

            Duration

            16 days

            Prices from

            £3,295 P.P.
            View Reviews
            20
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Land's End to John O'Groats Classic

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            23/05/2026
            Last Spaces
            07/06/2026£3,295.00
            22/08/2026
            Last Spaces
            06/09/2026£3,295.00
            22/05/202706/06/2027£3,395.00
            14/08/202729/08/2027£3,395.00
            • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
            • The camaraderie of completing the UK’s best challenge ride on a small group tour
            • 3 countries in 14 days of riding. 1,000 miles of Britain at its best
            • A unique LEJOG route along quiet roads through scenic countryside
            • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
            • Experience the regional changes in tradition, culture and accents as you progress from county to county
            • Delicious picnics, country pubs and wonderful accommodation
            • Cornish pasties to haggis and everything in between
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            Way of the Roses

            Supported Leisure Cycling Holiday

            Duration

            6 days

            Prices from

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

            Way of the Roses

            Supported 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.

            Start DateEnd DatePrice p.p.
            17/05/2026
            Last Spaces
            22/05/2026£1,095.00
            14/06/2026
            Guaranteed
            19/06/2026£1,095.00
            30/08/202604/09/2026£1,095.00
            20/09/202625/09/2026£1,095.00
            25/04/202730/04/2027£1,125.00
            20/06/202725/06/2027£1,125.00
            29/08/202703/09/2027£1,125.00
            • Posing at Eric Morecambe’s statue on Morecambe seafront
            • Cycling through the Forest of Bowland & Yorkshire Dales
            • Superb local ales and tasty food every night
            • York – flat cycling, big Minster
            • The chalky rolling hills, with big country views of the Wolds
            • Fish & chips on Bridlington’s waterfront to celebrate your ride!
            Photo Highlights Dates
            Guided
            Guided
            France

            Corsica - The Beautiful Isle

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,395 P.P.
            View Reviews
            1
            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.
            16/05/2026
            Last Spaces
            23/05/2026£2,395.00
            12/09/202619/09/2026£2,395.00
            • 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

            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.
            06/06/2026
            Guaranteed
            13/06/2026£2,495.00
            05/09/202612/09/2026£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
            Uzbekistan

            Beyond The Silk Road

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

            £4,395 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.
            22/05/2026
            Guaranteed
            04/06/2026£4,395.00
            02/10/2026
            Fully Booked
            15/10/2026£4,395.00
            • 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
            Guided
            Guided
            France

            Trans Pyrenees Challenge

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £3,245 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Trans Pyrenees Challenge

            Guided Road Cycling Holiday

            CYCLIST MAGAZINE

            Riding the fearsome ‘Circle of Death’ and ticking off the famous climbs of the Pyrenees – Col d’Aubisque, Col du Tourmalet, Col d’Aspin, and Col de Peyresourde – is a great achievement for any cyclist. So why stop there?

            The tour is now bigger than ever before and takes in the entire mountain range. Starting on the shores of the Atlantic and finishing on the warm sands of the Mediterranean

            Find out more below…

            Start DateEnd DatePrice p.p.
            02/07/2026
            Guaranteed
            11/07/2026£3,245.00
            20/08/202629/08/2026£3,245.00
            • Riding the entire length of Europe’s most dramatic mountain range
            • Looking down on the switchbacks ahead from the summits of the Aspin and the Port de Pailhères
            • The breath-taking descent from the top of the Tourmalet
            • Fresh crepes and a coffee at the summit of Col de Peyresourde
            • Bathing tired legs in the outdoor thermal waters in Ax-les-Thermes
            • Fine Spanish food and wine in Bossost
            • A picnic and celebratory drinks on the beach by the Med
            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
            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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            Meet the Guides: Dave Jones

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

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