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            Skedaddle Classics, Your Way

            Are you looking for a cycling holiday that’s been built especially for you and your family or friends? Look no further than this collection of cycle tours, perfect for cyclists eager to design their dream cycling experience and enjoy it exclusively with those who matter most.

            To help you get started, we’ve hand-selected some of the best-loved cycle tours in our range. These are all based in places our local teams know like the back of their hands. Our team's local knowledge and experience mean we have a unique ability to be flexible dependant on your needs, tailoring your tour in a number of ways. From the number of days, you’d like to cycle, to bike hire, the level of support, accommodation and beyond.

            All you need to do is to take a look at the itineraries we can tailor below and drop us an enquiry and let us know which trip you’re interested in, and what is important to you. We’ll work out the rest, so you can simply kick back and enjoy. Alternatively, you can also take a look at our dedicated Tailor Made page to find out more about how we can help you turn your dream trip into reality!

            • All Cycling Holidays
            • Skedaddle Classics your way

            Page 1 of 3

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            Supported
            £50 OFF
            Supported
            United Kingdom

            C2C - Coast to Coast

            Supported Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £925 P.P.
            View Reviews
            2
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            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. 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.
            21/05/2027
            Fully Booked
            25/05/2027£925.00
            16/07/2027
            £50 OFF
            20/07/2027£925.00
            06/08/2027
            £50 OFF
            10/08/2027£925.00
            27/08/2027
            £50 OFF
            31/08/2027£925.00
            24/09/2027
            £50 OFF
            28/09/2027£925.00
            • 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
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Giro della Toscana

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,795 P.P.
            View Reviews
            4
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            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany - Giro della Toscana

            Self-Guided Road Cycling Holiday

            Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2026 29 Mar – 26 Oct (excluding dates in July and August)

            Season 1 – £1795 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep

            2027 30 Mar – 26 Oct (excluding dates in July and August)

            Season 1 – £1885 30 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2195 15 Jun – 30 Jun and 01 – 08 Sep

            To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

            • 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
            Self-Guided
            £75 OFF
            Self-Guided
            Spain

            Sierras Explorer

            Self-Guided Mountain Bike Holiday

            Duration

            7 days

            Prices from

            £1,545 P.P.
            View Reviews
            1
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            Grade 3 : Moderate
            More Info BOOK NOW

            Sierras Explorer

            Self-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.

            Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2026 01 Mar- 30 Nov (excluding dates from 29 Mar – 04 Apr / 01 Jul to 07 Sep)

            Season 1 – £1545 01 – 28 Mar / 01 Oct – 30 Nov

            Season 2 – £1695 05 – 30 Apr / 03 May – 30 Jun / 08 – 30 Sep

            2027 01 Mar – 30 Nov (excluding dates in July & August)

            Season 1 – £1595 01 – 18 Mar / 01 Oct – 30 Nov

            Season 2 – £1795 29 Mar – 29 Apr / 03 May – 30 Jun / 14 – 30 Sep

            • Exploring the historical town of Ronda
            • Riding the slick Guadiaro single-track
            • The incredible descent through the Alcornocales to the white hilltop town of Jimena
            • Spending a night in the beautiful setting of a 13th century Moorish castle.
            • Riding the shores of the Straits of Gibraltar past secluded coves and ancient watchtowers
            • Tapas bar hopping in the fun-filled town of Tarifa
            Photo Highlights Dates
            Guided
            Guided
            Spain

            NEW! Ronda to the Med

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,295 P.P.
            1
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            Grade 3 : Moderate
            More Info BOOK NOW

            NEW! Ronda to the Med

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            03/04/202710/04/2027£2,295.00
            30/10/202706/11/2027£2,295.00
            28/12/202704/01/2028£2,595.00
            • Enjoying mile after mile of quiet mountain roads through the beautiful Serrania de Ronda. Your chance to experience some of the best road cycling in Andalucia
            • Reaching the beautiful summit of Puerto de las Palomas (1,347m), the Pass of the Doves
            • Exploring the historic hilltop town of Ronda, spectacularly situated above its famous El Tajo gorge
            • Conquering climbs made famous by the Vuelta a España peloton, including the Puerto del Viento, Peñas Blancas and Boyar Pass
            • Refuelling on tasty tapas and sipping on sherry or a glass of vino in the local bodegas
            • Finishing with a memorable descent to the Mediterranean shores of Estepona
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (3 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            4 days

            Prices from

            £515 P.P.
            View Reviews
            3
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            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (3 days cycling)

            Self-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.

            Start DateEnd DatePrice p.p.
            11/06/2027
            Guaranteed
            14/06/2027£515.00
            16/07/202719/07/2027£515.00
            06/08/202709/08/2027£515.00
            27/08/202730/08/2027£515.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2027 £630 per person

            You either can make a booking online or over the phone. Once we have your details, we’ll be able to check availability.

            Alternatively for a great value holiday choose one of our scheduled weekend departures below.

            • The sense of achievement having ridden from coast to coast
            • The well preserved forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The picturesque market town of Corbridge
            • Following in the footsteps of the Roman Empire
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            Photo Highlights Dates
            Guided
            Guided
            China

            Guilin and Guangxi

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

            £2,195 P.P.
            View Reviews
            5
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            3
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            Grade 3 : Moderate
            More Info BOOK NOW

            Guilin and Guangxi

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            10/04/2027
            Last Spaces
            23/04/2027£2,195.00
            09/05/2027
            Guaranteed
            22/05/2027£2,195.00
            04/09/2027
            Fully Booked
            17/09/2027£2,195.00
            18/09/2027
            Last Spaces
            01/10/2027£2,195.00
            09/10/2027
            Fully Booked
            22/10/2027£2,195.00
            06/11/202719/11/2027£2,195.00
            08/04/202821/04/2028£2,295.00
            07/05/202820/05/2028£2,295.00
            02/09/202815/09/2028£2,295.00
            07/10/202820/10/2028£2,295.00
            • UNESCO heritage site of Bajiaozhai National Park
            • Walking Longji (Dragon’s Backbone) Rice Terraces
            • Drifting jungle streams, swimming in secret waterfalls
            • The smiling faces of the local Han, Zhuang, Miao and Yao
            • Amazing limestone karst scenery of Guilin
            • Ancient villages and river towns
            Photo Highlights Dates
            Guided
            £100 OFF
            Guided
            Italy

            Tuscany - Strade Bianche Explorer

            Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

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

            Tuscany - Strade Bianche Explorer

            Guided Gravel Riding Holiday

            Start DateEnd DatePrice p.p.
            24/04/2027
            £100 OFF
            01/05/2027£2,295.00
            08/05/2027
            £100 OFF
            15/05/2027£2,295.00
            25/09/2027
            £100 OFF
            02/10/2027£2,295.00
            • Riding some of the classic Tuscany gravel routes including the Strade Bianche
            • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
            • Exploring the region on a mix of terrains
            • Riding the stunning UNESCO heritage region of Val d’Orcia
            • Relaxing in small villages for a coffee with the locals
            • Easing along the rolling hills of the ‘Colli Sienesi’
            • Chilling out with a post-ride Chianti or Brunello
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            NEW! Andalucia - Sierras to the Sea

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,495 P.P.
            1
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            3
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            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            NEW! Andalucia - Sierras to the Sea

            Self-Guided Road Cycling Holiday

            Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2027 13 Mar – 14 Nov (excluding dates in July & August)

            Season 1 – £1495 13 – 18 Mar / 1 – 14 Nov

            Season 2 – £1595 31 Mar – 30 Jun / 12 Sep – 31 Oct

            Season 3 – £1695 19 – 28 Mar / 01 – 11 Sep

            • Exploring the magical roads winding through the vast Alcornocales Natural Park
            • Visiting the beautiful Pueblos Blancos of Zahara, Arcos and Vejer
            • Challenging yourself on the spectacular Puerto de las Palomas climb
            • Enjoying Andalucia’s renowned gastronomy, from bluefin tuna to fine sherries
            • Riding the unspoilt coastline of the Costa de la Luz
            • Finishing in Tarifa, the southernmost town in mainland Europe
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Andalucia - White Villages to the Ocean

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,065 P.P.
            View Reviews
            4
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            Grade 3 : Moderate
            More Info BOOK NOW

            Andalucia - White Villages to the Ocean

            Self-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.

            Start DateEnd DatePrice p.p.
            25/10/2026
            Guaranteed
            31/10/2026£1,065.00
            11/04/202717/04/2027£1,125.00
            02/05/202708/05/2027£1,125.00
            16/10/202722/10/2027£1,125.00

            Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2026 01 Mar – 30 Nov (excluding dates from 01 Jul to 06 Sep)

            Season 1 – £1195 01 – 28 Mar and 1 – 30 Nov

            Season 2 – £1295 06 – 30 Apr, 01 – 30 Jun and 15 – 30 Oct

            Season 3 – £1365 03 – 31 May and 07 Sep – 14 Oct

            2027 01 Mar – 30 Nov (excluding dates in July & August)

            Season 1 – £1255 01 – 18 Mar and 1 – 30 Nov

            Season 2 – £1365 29 Mar – 29 Apr, 17 – 30 Oct

            Season 3 – £1435 03 May – 30 Jun and 13 Sep – 16 Oct

            Alternatively for a great value holiday select one of our scheduled departures below.

            • Exploring the historical town of Ronda, surrounded by the stunning Sierras
            • Discovering beautiful Grazalema, nestled below atmospheric, limestone mountains
            • Descending from the Puerto Boyar out of the awe-inspiring Grazalema Natural Park
            • Sipping local sherries in the rustic bodegas of Arcos
            • Cycling alongside the white, sandy beaches of the Costa de la Luz; the Coast of Light
            • Hopping between tapas bars in the fun-filled town of Conil
            Photo Highlights Dates
            Self-Guided
            £100 OFF
            Self-Guided
            Italy

            Tuscany - Sacred Routes

            Self-Guided Mountain Bike Holiday

            Duration

            8 days

            Prices from

            £1,795 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Tuscany - Sacred Routes

            Self-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.

            Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2026 29 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1795 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1995 15 – 30 Jun and 01 – 08 Sep

            2027 30 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1885 30 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 – 30 Jun and 01 – 08 Sep

            To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

            • Staying in lovely Tuscan accommodation overlooking stunning landscapes
            • Riding the Montagnola trails, the location of a well-known Sienese MTB race
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Riding down the “Crete Senesi” on a roller coaster ridge ride
            • Enjoying the journey across Tuscany on a variety of terrain
            • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
            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
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            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
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            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
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            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
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