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            Popular Group Trips - Late Summer and Autumn 2025

            We found 36 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 36 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            Book your Autumn escape with Skedaddle! We’ve curated a list of our most popular guided small-group cycling tours - the perfect way to extend your summer of cycling. Don’t miss the opportunity to ride through breathtaking landscapes with our expert guides! Need more convincing or have questions? Check out What Our Holidays Include here.

            • All Cycling Holidays
            • POPULAR GROUP DEPARTURES

            Page 1 of 4

            Select Order Order By
            Guided
            Guided
            United Kingdom

            NEW! Suffolk - Wolf Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,695 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            NEW! Suffolk - Wolf 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.
            19/07/2025
            Fully Booked
            26/07/2025£1,695.00
            06/09/202513/09/2025£1,695.00
            19/04/202626/04/2026£1,785.00
            31/05/202607/06/2026£1,785.00
            12/07/202619/07/2026£1,785.00
            13/09/202620/09/2026£1,785.00
            • Enjoying a variety of trails, from bridleways to quiet roads
            • Exploring some of the earliest Neolithic settlements in Europe
            • Discovering the Roman cities of Ipswich and Dunwich
            • Discovering Bury St Edmunds Abbey, the burial place of King Edmund
            • Reaching the most easterly location in the British Isles: Ness Point in Lowestoft
            • Visiting Sutton Hoo, the Anglo-Saxon burial ground and ship
            • Pedalling along the breathtaking Suffolk coastline
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Camino Primitivo

            Guided Mountain Bike Holiday

            Duration

            8 days

            Prices from

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

            Camino Primitivo

            Guided Mountain Bike Holiday

            OPTIONAL EMTB DEPARTURES

            We offer this holiday with an e-MTB only departure as well as trips on regular mountain bikes. Boost your riding off the beaten track! Our e-MTB only departures offer experienced riders the chance to enjoy a phenomenal e-mountain biking adventure with Skedaddle. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride.

            Start DateEnd DatePrice p.p.
            14/09/2025
            Guaranteed
            21/09/2025£2,395.00
            • Pre-trip cider pouring in the old town of Oviedo
            • The sinuous singletrack switchback descent to Las Grandas
            • Remote, wild routes across high mountains passes
            • Descending out of the rugged Cordillera to the fabulous Roman city of Lugo
            • Tasting Galician-style Octopus washed down with a crisp Albarino white
            • Hearing the eerie wail of bagpipes on arrival into the cathedral square in Santiago
            Photo Highlights Dates
            Supported
            Supported
            Portugal

            Azure Ocean Ride

            Supported Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Azure Ocean Ride

            Supported Leisure Cycling Holiday

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DateEnd DatePrice p.p.
            23/08/2025
            Contact Us
            30/08/2025£1,895.00
            04/10/2025 E-Bike Departure11/10/2025£1,895.00
            21/03/202628/03/2026£1,995.00
            20/06/202627/06/2026£1,995.00
            25/07/202601/08/2026£1,995.00
            03/10/202610/10/2026£1,995.00
            • Discovering Portugal’s most beautiful beaches
            • Cycling alongside the Ria de Aviero, a 40km stretch of blue lagoon
            • Helping the fishermen with their catch in Praia da Vieira
            • Enjoying the views of the western shoreline from the Sitio viewpoint
            • Exploring the historical, castle walled village of Óbidos
            • Staying in beautiful Vimeiro
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Sensational Sierra Nevada

            Guided Mountain Bike Holiday

            Duration

            7 days

            Prices from

            £1,925 P.P.
            View Reviews
            17
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Sensational Sierra Nevada

            Guided Mountain Bike Holiday

            Start DateEnd DatePrice p.p.
            05/10/2025 E-Bike Departure11/10/2025£1,925.00
            * 19/10/2025
            Guaranteed
            25/10/2025£1,925.00
            • Remote technical riding on seldom visited paths
            • Impressive views of the Sierra Nevada’s highest peaks
            • Testing climbs and descents on natural terrain
            • Re-fuelling on tasty local cuisine
            • Endless free-flowing trails through a bikers paradise
            • The beautiful white villages of Moorish origen in the dramatic Poquiera Valley
            Photo Highlights Dates
            Guided
            Guided
            France

            Corsica - Southern Secrets

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

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

            Corsica - Southern Secrets

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            20/09/202527/09/2025£2,395.00
            • 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
            Guided
            Portugal

            Vineyards of the Douro Valley

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,595 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Vineyards of the Douro Valley

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/10/2025
            Guaranteed
            25/10/2025£2,595.00
            11/04/202618/04/2026£2,725.00
            17/10/202624/10/2026£2,725.00
            • Riding along the Douro river through immense vineyards surrounded by terraced slopes
            • Staying in the charming lodgings of wine farms, where we visit Port wine cellars and sample some port and wine
            • Riding on the N222 in the heart of the Alto Douro, considered one of the most beautiful roads in the world, with its jaw dropping scenery
            • The historic fortified village of Almeida
            • Tackling the dramatic climb to the summit of Torre in the Serra da Estrela, the highest point of mainland Portugal
            • The final hotel at Unhais da Serra, an unexpected oasis at the end of the trip
            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
            03/04/202711/04/2027£1,835.00
            25/09/202703/10/2027£1,835.00
            • 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
            Supported
            Supported
            United Kingdom

            Way of the Roses

            Supported Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £1,035 P.P.
            View Reviews
            2
            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.
            07/09/2025
            Last Spaces
            12/09/2025£1,035.00
            26/09/202501/10/2025£1,035.00
            17/05/202622/05/2026£1,095.00
            14/06/202619/06/2026£1,095.00
            30/08/202604/09/2026£1,095.00
            20/09/202625/09/2026£1,095.00
            • 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
            Italy

            NEW! Coast to Coast - Puglia to Cilento

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

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

            NEW! Coast to Coast - Puglia to Cilento

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            28/09/2025
            Guaranteed
            05/10/2025£1,995.00
            06/10/2025
            Guaranteed
            13/10/2025£1,995.00
            • 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
            Guided
            Chile and Argentina

            The Andes and the Lake District

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £3,895 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            The Andes and the Lake District

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            25/10/2025
            Guaranteed
            06/11/2025£3,895.00
            21/02/202605/03/2026£3,895.00
            24/10/202605/11/2026£4,125.00
            13/03/202725/03/2027£4,125.00
            • Your first glimpse of the snowcapped Volcan Osorno
            • Crossing over the Andes not just once but twice!
            • Cycling the Seven Lakes Route from San Martin to Villa Angostura
            • Quiet roads and the backdrop of the awesome Andes
            • The immense monkey puzzle trees around Villa Pehuenia
            • Relaxing in the Puyehue hot springs
            • Tasting all the culinary delights of the region
            Photo Highlights Dates
            • 1
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            • 3
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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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