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            Register your interest in group departures in 2021

            We found 71 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 71 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            Our group cycling holidays in 2021 are filling up fast! With lots of folk transferring from affected departures in 2020, don’t miss out on your chance to register your interest on these popular trips.  

            By registering your interest today, you’ll be letting us know you’re interested, without the commitment of paying your deposit until 01 December (or until it fills up!). You’ll also avoid any price increases for 2021 too. Well, what are you waiting for? Take a look at our departures below and fill in the form on your preferred holiday page to get some fun pencilled in your diary. Terms and conditions apply.

            • All Cycling Holidays
            • 2021 Group Holidays

            Page 5 of 8

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            Guided
            Guided
            Spain

            Basque Country to Andalucia Classic - North to South

            Guided Road Cycling Holiday

            Duration

            16 days

            Prices from

            £4,135 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 Cycling Holiday

            Start DateEnd DatePrice p.p.
            28/09/2025
            Last Spaces
            13/10/2025£4,135.00
            • 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
            Italy

            Puglia

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,095 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Puglia

            Guided 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.
            08/06/2025 E-Bike Departure
            Contact Us
            15/06/2025£2,095.00
            20/09/2025
            Guaranteed
            27/09/2025£2,095.00
            • Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
            • Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
            • Stopping at beautiful sandy beaches with turquoise seas
            • Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Grand Traverse Explorer - South to North

            Guided Road Cycling Holiday

            Duration

            22 days

            Prices from

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

            Grand Traverse Explorer - South to North

            Guided Road Cycling Holiday

            SAVE £250

            Save £250 when you book onto our trip departing 23/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 23/08/202513/09/2025£5,595.00
            25/04/202616/05/2026£5,875.00
            29/08/202619/09/2026£5,875.00
            • Riding up 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: Lecce, Assisi, Siena, Venice
            • 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 from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            C2C - Coast to Coast

            Supported Leisure cycling holiday

            Duration

            5 days

            Prices from

            £855 P.P.
            View Reviews
            30
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            C2C - Coast to Coast

            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.
            30/05/2025
            Last Spaces
            03/06/2025£855.00
            11/07/2025
            Last Spaces
            15/07/2025£855.00
            19/09/2025
            Last Spaces
            23/09/2025£855.00
            • UK’s favourite long distance cycle route
            • Dramatic landscapes of the Lake District and Pennines
            • Cycle friendly route – cycle paths and quiet country lanes
            • Fully supported and awesome Skedaddle lunches
            • Bike friendly B&Bs offering mouthwatering breakfasts
            • Great sense of achievement, crossing the country, coast to coast
            Photo Highlights Dates
            Guided
            Guided
            Peru

            Andean Journey

            Guided Mountain Bike Holiday

            Duration

            13 days

            Prices from

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

            Andean Journey

            Guided Mountain Bike Holiday

            Start DateEnd DatePrice p.p.
            17/05/202529/05/2025£3,295.00
            04/10/202516/10/2025£3,295.00
            16/05/202628/05/2026£3,465.00
            03/10/202615/10/2026£3,465.00
            • Remote wilderness cross-country riding
            • Camping on the high altiplano
            • Fun trails around Lago Langui and the Cañón de Tinajani
            • Exploring the Sacred Valley of the Inca by bike
            • Visiting the Historic Sanctuary of Machu Picchu
            • Homestay on the shores of Lago Titicaca after visiting the Uros floating islands
            Photo Highlights Dates
            Guided
            Guided
            France

            Provence - Le Ventoux a Velo

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,535 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Provence - Le Ventoux a Velo

            Guided Road Cycling Holiday

            SAVE £100

            Save £100 when you book onto our trip departing 9/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 07/06/2025
            Last Spaces
            14/06/2025£2,535.00
            * 09/08/202516/08/2025£2,535.00
            • Exploring the world famous beauty of one of France’s most popular regions
            • Conquering Mont Ventoux – the mighty Géant de Provence
            • Stunning views of the turquoise waters of Lac de Sainte Croix
            • Riding the rim of the Gorge du Verdon, Europe’s very own Grand Canyon
            • The lavender fields of the Plateau de Valensole
            • Sipping on a cheeky post ride rosé in the sunshine
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £3,085 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Save £150

            Save £150 when you book onto our trip departing 18/05/2025 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 18/05/2025
            Guaranteed
            27/05/2025£3,085.00
            04/09/2025
            Guaranteed
            13/09/2025£3,085.00
            18/09/202527/09/2025£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
            Italy

            Coast to Coast - L'Adriatico al Tirreno

            Guided Road Cycling Holiday

            Duration

            9 days

            Prices from

            £2,565 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 Cycling Holiday

            Start DateEnd DatePrice p.p.
            * 17/05/2025
            Last Spaces
            25/05/2025£2,565.00
            07/06/2025
            Contact Us
            15/06/2025£2,595.00
            13/09/2025
            Guaranteed
            21/09/2025£2,565.00
            • 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
            Guided
            Guided
            Italy

            Tuscany - Giro della Toscana

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,035 P.P.
            View Reviews
            22
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany - Giro della Toscana

            Guided Road Cycling Holiday

            SAVE £100

            Save £100 when you book onto our trip departing 30/8/25 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            31/05/2025
            Guaranteed
            07/06/2025£2,035.00
            * 30/08/2025
            Last Spaces
            06/09/2025£2,035.00
            • 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
            Spain

            Pyrenean Traverse

            Guided Road Cycling Holiday

            Duration

            12 days

            Prices from

            £3,535 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Pyrenean Traverse

            Guided Road Cycling Holiday

            Save £150

            Save £150 when you book onto our trip departing 13/07/2025 - Enter code FAV50 when you book. Discount applies to bookings made between 1 April 2025 and 8 May 2025 only. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 13/07/2025
            Guaranteed
            24/07/2025£3,535.00
            • A first evening feasting on a traditional Basque supper in beautiful Honarribia
            • Conquering classic climbs of the Pyrenees including the Cat 1 Puerto de Portalet
            • Winding through remote villages on unbelievably quiet mountain roads
            • Gazing in awe at the highest mountains in the Pyrenees in the Parque de Aneto
            • Wondering through the medieval streets of beautiful Ainsa
            • Finishing the week with a glass of Cava on the beach in picturesque Cadaqués
            Photo Highlights Dates
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            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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