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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 2

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            Supported
            Supported
            United Kingdom

            C2C - Coast to Coast

            Supported Leisure Bike Tour

            Duration

            5 days

            Prices from

            $1,160 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 Bike Tour

            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$1,160.00
            11/07/2025
            Last Spaces
            15/07/2025$1,160.00
            19/09/2025
            Last Spaces
            23/09/2025$1,160.00
            • 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 Bike Tour

            Duration

            8 days

            Prices from

            $2,205 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3: Moderate
            More Info BOOK NOW

            Tuscany - Giro della Toscana

            Self-Guided Road Bike Tour

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

            2025 24 Mar – 29 Oct (excluding dates throughout July and August)

            Season 1 – $2205 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2615 17 Jun – 30 Jun and 01 – 02 Sep

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

            Season 1 – $2300 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – $2750 15 Jun – 30 Jun and 01 – 08 Sep

            • 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
            Self-Guided
            Spain

            Sierras Explorer

            Self-Guided Mountain Bike Tour

            Duration

            7 days

            Prices from

            $2,030 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Sierras Explorer

            Self-Guided Mountain Bike Tour

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

            2025 01 Mar- 30 Nov (excluding dates from 01 Jul to 8 Sep)

            Season 1 – $2030 01 Mar – 10 Apr / 01 Oct – 30 Nov

            Season 2 – $2235 20 – 30 Apr / 5 – 7 May / 12 May – 30 Jun / 09 – 30 Sep

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

            Season 1 – $2100 01 – 28 Mar / 01 Oct – 30 Nov

            Season 2 – $2300 20 – 05 – 30 Apr / 03 May – 30 Jun / 08 – 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
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (3 days cycling)

            Self-Guided Leisure Bike Tour

            Duration

            4 days

            Prices from

            $675 P.P.
            View Reviews
            15
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (3 days cycling)

            Self-Guided Leisure Bike Tour

            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.
            30/05/2025
            Guaranteed
            02/06/2025$675.00
            04/07/2025
            Guaranteed
            07/07/2025$675.00
            01/08/2025
            Guaranteed
            04/08/2025$675.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 $795 per person

            2026 $835 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.

            • 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
            Self-Guided
            Self-Guided
            Spain

            Andalucia - White Villages to the Ocean

            Self-Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $1,690 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Andalucia - White Villages to the Ocean

            Self-Guided Leisure Bike Tour

            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.
            18/05/202524/05/2025$1,690.00
            21/09/202527/09/2025$1,730.00
            12/10/2025
            Guaranteed
            18/10/2025$1,730.00

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

            2025 01 Mar – 30 Nov (excluding dates from 01 Jul to 13 Sep)

            Season 1 – $2030 01 Mar – 11 Apr and 1 – 30 Nov

            Season 2 – $2100 05 – 07 May, 12 May – 30 Jun and 15 – 30 Oct

            Season 3 – $2165 20 – 30 Apr and 14 Sep – 14 Oct

            2026 01 Mar – 30 Nov (excluding dates from 01 Jul to 05 Sep)

            Season 1 – $2085 01 – 28 Mar and 1 – 30 Nov

            Season 2 – $2165 06 – 30 Apr, 01 – 30 Jun and 15 – 30 Oct

            Season 3 – $2235 03 – 31 May and 07 Sep – 14 Oct

            Alternatively for a great value holiday choose 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
            Self-Guided
            Italy

            Tuscany - Sacred Routes

            Self-Guided Mountain Bike Tour

            Duration

            8 days

            Prices from

            $2,300 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 Tour

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

            2025 24 Mar – 29 Oct (excluding dates throughout July and August)

            Season 1 – $2300 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2535 17 Jun – 30 Jun and 01 – 02 Sept

            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
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Bike Tour

            Duration

            5 days

            Prices from

            $970 P.P.
            View Reviews
            14
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (4 Days Cycling)

            Self-Guided Leisure Bike Tour

            Start DateEnd DatePrice p.p.
            09/05/2025 (Penrith)
            Contact Us
            13/05/2025$970.00
            23/05/2025 (Newcastle)
            Contact Us
            27/05/2025$970.00
            27/06/2025 (Penrith)01/07/2025$1,000.00
            18/07/2025 (Newcastle)
            Guaranteed
            22/07/2025$970.00
            08/08/2025 (Penrith)12/08/2025$970.00
            15/08/2025 (Newcastle)19/08/2025$970.00
            29/08/2025 (Newcastle)02/09/2025$970.00
            05/09/2025 (Penrith)09/09/2025$970.00

            Daily departures available from April to end of September. If you‘re interested in doing this holiday in October please call and chat to us.

            Choose your own dates from:

            2025 $1160 per person

            2026 £1215 per person

            You can either 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 select one of our scheduled weekend departures below.

            • UK’s favourite long distance cycle route
            • Dramatic English landscapes
            • Cycle friendly route
            • Stress-free cycling complimented with an abundance of pubs and cafes en route
            • Bike friendly B&Bs offering mouthwatering breakfasts
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            • Suitable for adults and older children
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Sardinia - Coastal Explorer

            Guided Road Bike Tour

            Duration

            8 days

            Prices from

            $2,575 P.P.
            View Reviews
            24
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle/Moderate
            More Info BOOK NOW

            Sardinia - Coastal Explorer

            Guided Road Bike Tour

            Start DateEnd DatePrice p.p.
            24/05/2025
            Last Spaces
            31/05/2025$2,575.00
            06/09/202513/09/2025$2,575.00
            20/09/2025
            Guaranteed
            27/09/2025$2,575.00
            04/10/2025
            Guaranteed
            11/10/2025$2,575.00
            • Riding the stunning coastal road from Alghero to Bosa
            • The ride to Montiferru through its oak forest
            • Sampling delightful Sardinian foods with a vast variety of local wines
            • Enjoying the view of Pan di Zucchero on the Nebida coastal ride
            • Sweeping down the long descent to Fluminimaggiore and Masua
            • Glimpsing the white beaches which hug the south west coast road
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Roads of Ronda

            Self-Guided Road Bike Tour

            Duration

            7 days

            Prices from

            $1,760 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3: Moderate
            More Info BOOK NOW

            Roads of Ronda

            Self-Guided Road Bike Tour

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

            2025 – $1760 – 01 Mar – 10 Apr / 20 Apr – 30 Apr / 12 May – 30 Jun / 09 Sep – 30 Nov

            2026 – $1815 – 01 Mar – 28 Mar / 05 Apr – 30 Apr / 03 May – 30 Jun / 08 Sep – 30 Nov

            • Staying in the quintessentially Spanish town of Ronda
            • Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
            • Reaching the top of the stunning Puerto de las Palomas
            • Tasty tapas and sunset sangrias
            • White villages (pueblos blancos) cut into the hillsides
            • Planning your own cycling days based on our route notes and recommendations
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Sardinia - Coast to Coast

            Self-Guided Mountain Bike Tour

            Duration

            8 days

            Prices from

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

            Sardinia - Coast to Coast

            Self-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.
            29/09/202506/10/2025$1,895.00

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

            2025 24 Mar – 29 Oct (excluding dates from 09 Jun – 31 Aug)

            Season 1 – $2070 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – $2275 01 Sept – 08 Sept

            2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

            Season 1 – $2165 29 Mar – 07 Jun / 09 Sep – 26 Oct

            Season 2 – $2395 01 Sep – 08 Sept

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

            • Experiencing the friendliness of the Sardinian people
            • Piscinas Beach – The highest sand dunes in the Med.
            • Checking out the UNESCO heritage Nuraghe of Barumini
            • Riding varied biking trails in real remote mountain areas
            • Good home cooked food, washed down with local wine
            • The stunning descent to Bari Sardo on the East Coast
            Photo Highlights Dates
            • 1
            • 2
            • Next page
            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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