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            Last Chance - Fall and Winter Tours 2025

            We found 25 Holidays in your search for:

            Destinations (72)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 25 Holidays in your search for:

            Select Order Order By
            Destinations (72)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            It's not too late to join us this year! Snap up a space on one of these group tours departing this Fall and Winter. 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 3

            Select Order Order By
            Guided
            Guided
            Spain

            Camino Primitivo

            Guided Mountain Bike Tour

            Duration

            8 days

            Prices from

            $3,565 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Camino Primitivo

            Guided Mountain Bike Tour

            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.
            10/05/202617/05/2026$3,565.00
            11/09/202618/09/2026$3,565.00
            • 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
            Guided
            Guided
            Italy

            Tuscany to Rome

            Guided Electric Bike Tour

            Duration

            8 days

            Prices from

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

            Tuscany to Rome

            Guided Electric Bike Tour

            E-BIKE TOUR

            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.
            23/05/202630/05/2026$3,335.00
            12/09/202619/09/2026$3,335.00
            • 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
            Morocco

            Atlas to Desert

            Guided Bike Tour

            Duration

            9 days

            Prices from

            $2,365 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grades 3 - 4
            More Info BOOK NOW

            Atlas to Desert

            Guided Bike Tour

            Start DateEnd DatePrice p.p.
            27/09/2025
            Guaranteed
            05/10/2025$2,365.00
            25/10/2025
            Guaranteed
            02/11/2025$2,365.00
            04/04/202612/04/2026$2,510.00
            26/09/202604/10/2026$2,510.00
            03/04/202711/04/2027$2,635.00
            25/09/202703/10/2027$2,635.00
            • 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
            Guided
            Guided
            Spain

            Sensational Sierra Nevada

            Guided Mountain Bike Tour

            Duration

            7 days

            Prices from

            $2,750 P.P.
            View Reviews
            16
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Sensational Sierra Nevada

            Guided Mountain Bike Tour

            Start DateEnd DatePrice p.p.
            05/10/2025 E-Bike Departure11/10/2025$2,750.00
            * 19/10/2025
            Guaranteed
            25/10/2025$2,750.00
            12/04/202618/04/2026$2,895.00
            11/10/2026 E-Bike Departure17/10/2026$2,895.00
            • 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
            Italy

            NEW! Coast to Coast - Puglia to Cilento

            Guided Road Bike Tour

            Duration

            8 days

            Prices from

            $2,850 P.P.
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            NEW! Coast to Coast - Puglia to Cilento

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            28/09/2025
            Fully Booked
            05/10/2025$2,850.00
            06/10/2025
            Fully Booked
            13/10/2025$2,850.00
            18/04/202625/04/2026$2,995.00
            26/04/202603/05/2026$2,995.00
            27/09/202604/10/2026$2,995.00
            • 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
            Spain

            Andalucia - Los Pueblos Blancos

            Guided Road Bike Tour

            Duration

            8 days

            Prices from

            $3,065 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle/Moderate
            More Info BOOK NOW

            Andalucia - Los Pueblos Blancos

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            26/10/202502/11/2025$3,065.00
            28/12/202504/01/2026$3,425.00
            21/03/202628/03/2026$3,225.00
            25/10/202601/11/2026$3,225.00
            28/12/202604/01/2027$3,595.00
            • Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
            • A fantastic mixture of great small rural hotels
            • Exploring beautiful Ronda, perched on its magnificent gorge
            • Reaching the dramatic Puerto de las Palomas
            • Grazalema, nestled below atmospheric, limestone mountains
            • Sipping local sherries with tasty tapas in the local bodegas
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Grand Traverse Classic - North to South

            Guided Road Bike Tour

            Duration

            17 days

            Prices from

            $5,995 P.P.
            View Reviews
            9
            1
            2
            3
            4
            5
            Grade 4: Challenging
            More Info BOOK NOW

            Grand Traverse Classic - North to South

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            25/09/2025
            Last Spaces
            11/10/2025$6,280.00
            21/05/202606/06/2026$5,995.00
            24/09/202610/10/2026$5,995.00
            • Riding down the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
            • Cycling through 10 UNESCO World Heritage sites and 5 National Parks
            • Visiting some of the most important historical and artistic cities in Italy: Lucca, San Gimignano, Pienza, Assisi and Lecce
            • The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
            • Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
            • Cycling to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Basque Country to Andalucia Classic - North to South

            Guided Road Bike Tour

            Duration

            16 days

            Prices from

            $5,905 P.P.
            View Reviews
            21
            1
            2
            3
            4
            5
            Grade 4: Challenging
            More Info BOOK NOW

            Basque Country to Andalucia Classic - North to South

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            28/09/2025
            Last Spaces
            13/10/2025$5,905.00
            10/04/202625/04/2026$5,905.00
            27/09/202612/10/2026$5,905.00
            • Cycling through the varied beauty of 14 national parks
            • Delicious regional dishes which change from day to day as you traverse the entire country
            • Crossing the granite Guadarrama and Gredos mountain ranges as you move from the north to the south of the country
            • Views over the Straits of Gibraltar to Morocco
            • The beautiful towns of San Sebastian, Guadaloupe and Ronda
            • The satisfaction of arriving in to Tarifa with over 1,000 miles of Spanish roads having passed beneath your wheels
            Photo Highlights Dates
            Guided
            Guided
            Peru

            Sacred Valley of the Incas

            Guided Bike Tour

            Duration

            12 days

            Prices from

            $3,680 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2 - 3: Moderate/ Active
            More Info BOOK NOW

            Sacred Valley of the Incas

            Guided Bike Tour

            Start DateEnd DatePrice p.p.
            20/09/2025
            Guaranteed
            01/10/2025$3,680.00
            06/06/2026
            Guaranteed
            17/06/2026$4,020.00
            15/08/202626/08/2026$4,020.00
            19/09/202630/09/2026$4,020.00
            05/06/202716/06/2027$4,220.00
            14/08/202725/08/2027$4,220.00
            18/09/202729/09/2027$4,220.00
            • Amazing biking and a day of hiking the Inca Trail
            • The imposing Inca ruins of the Sacred Valley
            • Shopping for bargains at Pisac’s artisan market
            • Machu Picchu – One of the Wonders of the World
            • The world’s best Pisco sours and ceviche!
            • Colourful Cusco and the unspoiled Lares Valley
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Coast to Coast - L'Adriatico al Tirreno

            Guided Road Bike Tour

            Duration

            9 days

            Prices from

            $3,850 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3: Moderate
            More Info BOOK NOW

            Coast to Coast - L'Adriatico al Tirreno

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            16/05/202624/05/2026$3,850.00
            12/09/202620/09/2026$3,850.00
            • An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
            • Cycling through the smallest republic in Europe, San Marino
            • Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
            • Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
            • Staying in quality accommodation, with fantastically warm hospitality
            • Riding to Gubbio and Assisi, UNESCO World Heritage sites
            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
            Next

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