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            Extend your Summer of Cycling

            We found 39 Holidays in your search for:

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

            2026

            2027

            2028

            Level of Support

            We found 39 Holidays in your search for:

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

            2026

            2027

            2028

            Level of Support

            Not ready to put your bike away just yet? Extend your summer of cycling with a late-season escape. If you're looking for a cycling holiday in late August, September or October, you're in the right place. 

            As the peak holiday season comes to an end, it's the perfect time to enjoy quieter roads and trails, fewer crowds and more comfortable temperatures. Across much of Southern Europe, warm sunshine lingers well into autumn, whilst September in the UK is one of the very best times to ride, plus our most popular month for departures. 

            Whether you're looking for one last escape before winter or simply want to make the most of the cycling season, explore our late summer and autumn cycling holidays. Many departures are filling up fast, so don't miss your chance to enjoy one more unforgettable cycling adventure this year! 

            • All Cycling Holidays
            • POPULAR GROUP DEPARTURES

            Page 2 of 4

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            Guided
            Guided
            France

            Corsica - The Beautiful Isle

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,395 P.P.
            View Reviews
            4
            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.
            12/09/2026
            Guaranteed
            19/09/2026£2,395.00
            15/05/202722/05/2027£2,495.00
            18/09/202725/09/2027£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
            Italy

            NEW! - Piedmont - La Strada del Vino

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

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

            NEW! - Piedmont - La Strada del Vino

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            12/09/202619/09/2026£1,995.00
            01/05/202708/05/2027£2,075.00
            05/06/202712/06/2027£2,075.00
            25/09/202702/10/2027£2,075.00
            • Cycling through rolling hills terraced with vineyards and quaint medieval villages
            • Capturing beautiful views that stretch as far as the Alps
            • Admiring castle topped villages which lend a historic romantic feel to the area
            • Tasting some of the best wines in Italy in the regions they are produced; Barolo, Barbaresco and Asti
            • Feasting on some of the best regional food in Italy, including truffles, cheeses and hazelnut Gianduia chocolates!
            Photo Highlights Dates
            Guided
            Guided
            Scotland

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,095 P.P.
            View Reviews
            5
            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.

            Start DateEnd DatePrice p.p.
            26/07/2026
            Contact Us
            02/08/2026£2,095.00
            06/09/2026
            Last Spaces
            13/09/2026£2,095.00
            02/05/202709/05/2027£2,185.00
            23/05/202730/05/2027£2,185.00
            11/07/202718/07/2027£2,185.00
            05/09/202712/09/2027£2,185.00
            • 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
            Scotland

            Scotland - Highlands Coast to Coast

            Guided Mountain Bike Holiday

            Duration

            7 days

            Prices from

            £1,995 P.P.
            View Reviews
            17
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Scotland - Highlands 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.
            * 23/08/2026
            Guaranteed
            29/08/2026£1,995.00
            20/06/202726/06/2027£2,065.00
            05/09/202711/09/2027£2,065.00
            • True wilderness mountain biking in awesome scenery
            • Mix of great biking trails across the Highlands
            • The views from the top of the Corrieyairack Pass
            • Rolling into Fort Augustus along the Caledonian Canal
            • Choosing your daily Highland single malt
            • Blasting down Mount Keen to Glen Esk
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

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

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            03/09/2026
            Last Spaces
            12/09/2026£2,995.00
            24/09/2026
            Last Spaces
            03/10/2026£2,995.00
            12/05/202721/05/2027£3,085.00
            03/09/202712/09/2027£3,085.00
            25/09/202704/10/2027£3,085.00
            • An epic coast to coast adventure – riding all the way from the Atlantic to the Med under your own steam
            • Cycling with the impressive back-drop of the Pyrenees by your side
            • Dining each evening on rustic Spanish mountain cuisine
            • The striking pink granite of the Parc Natural de Montserrat
            • Dramatic castles, forts and monasteries perched on every hilltop
            • Seeing Barcelona stretched out in front of you, with the sea beyond
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Sierra Nevada and Granada

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £1,985 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Sierra Nevada and Granada

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/10/2026
            Guaranteed
            24/10/2026£1,985.00
            03/05/202709/05/2027£1,995.00
            20/10/202726/10/2027£1,995.00
            • Checking out the white mountain villages of the Alpujarras
            • A night in a luxurious cave house in Guadix
            • The Sierra Nevada Challenge – riding to the roof of Spain
            • The classic Vuelta ride through the Sierra de Pandera
            • Tasty tapas and sunset sangrias
            • The descent to Granada and its amazing Alhambra Palace
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Lake District - Classic Coniston

            Electric Mountain Bike Holiday

            Duration

            5 days

            Prices from

            £1,075 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Lake District - Classic Coniston

            Electric Mountain Bike Holiday

            ELECTRIC MOUNTAIN BIKE HOLIDAY

            If you love mountain biking let us show you the thrills of an e-MTB adventure. On this specially designed holiday we’ll be making the most of everything an e-MTB has to offer, with incredible climbs as well as fun descents. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. Remember to select your e-MTB hire when you book a holiday with us.

            Start DateEnd DatePrice p.p.
            13/07/2026
            Contact Us
            17/07/2026£1,075.00
            31/08/2026
            Guaranteed
            04/09/2026£1,075.00
            • The most diverse collection of mountain bike trails in the Lakes
            • Swooping slate-y singletrack and rocky bridleways
            • Amazing open views over Coniston Water
            • Miles of amazing descents to hone your mountain biking skills
            • A pint of ‘Coniston Bluebird’ after a great day’s riding
            • Traversing woodland trails through Grizedale Forest
            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
            6
            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.
            04/07/2026
            Fully Booked
            11/07/2026£1,855.00
            08/08/2026
            Last Spaces
            15/08/2026£1,855.00
            05/09/2026
            Last Spaces
            12/09/2026£1,855.00
            08/05/202715/05/2027£1,925.00
            26/06/202703/07/2027£1,925.00
            07/08/202714/08/2027£1,925.00
            04/09/202711/09/2027£1,925.00
            • 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
            United Kingdom

            Eden Valley and the North Pennines

            Guided Road Cycling Holiday

            Duration

            6 days

            Prices from

            £1,095 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.
            26/07/2026
            Fully Booked
            31/07/2026£1,095.00
            20/09/202625/09/2026£1,095.00
            • 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
            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.
            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
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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
            Next

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