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            Classic Destinations

            Some destinations simply must be ticked off the bucket list! That’s why we’ve developed a range of trips in locations that we feel are synonymous with cycling.

            Whether you’re a foodie looking for local wine tasting opportunities, or after stunning scenery from the saddle, all of our holidays featured offer an abundance of amazing culture and fantastic landscapes. This is your chance to explore some of the world’s most famed destinations in the best way possible.

            • All Cycling Holidays
            • Classic Destinations

            Page 2 of 4

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            Self-Guided
            Self-Guided
            UK

            Hadrian's Cycleway (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £885 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 1-2 : Easy/Gentle
            More Info BOOK NOW

            Hadrian's Cycleway (6 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.

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £885 per person

            2026 £975 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 well preserved forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The view down the Tyne as you arrive in to Newcastle
            • The picturesque market town of Corbridge
            • The sense of achievement having ridden from coast to coast
            • Following in the footsteps of the Roman Empire
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (6 days cycling)

            Self-Guided Family Cycling Holiday

            Duration

            7 days

            Prices from

            £885 P.P.
            1
            2
            3
            4
            5
            Grade 1 - 2 : Easy/Gentle
            More Info BOOK NOW

            Hadrian's Cycleway (6 days cycling)

            Self-Guided Family Cycling Holiday

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £885 per person

            2026 £975 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.

            Kid’s Discounts

            For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 25% discount off the basic holiday cost.

            If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 25% discount for the children (subject to availability).

            • Cycling next to Hadrian’s Wall near Birdoswald
            • Beating your parents up one of the cheeky Skedaddle climbs
            • Seeing a live archaeological dig at Vindolanda
            • Corbridge and sinking a well-deserved pint of local ale – it’s not all about the kids you know!!
            • Seeing who’ll be the first to spot the ‘Blinking Eye’ bridge in Newcastle
            • Ice cream in Tynemouth and the sense of achievement having ridden from coast to coast as a family
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £875 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            09/05/2025 (Penrith)
            Contact Us
            14/05/2025£875.00
            23/05/2025 (Newcastle)
            Guaranteed
            28/05/2025£875.00
            27/06/2025 (Penrith)
            Guaranteed
            02/07/2025£875.00
            18/07/2025 (Newcastle)
            Guaranteed
            23/07/2025£875.00
            08/08/2025 (Penrith)13/08/2025£875.00
            15/08/2025 (Newcastle)20/08/2025£875.00
            29/08/2025 (Newcastle)03/09/2025£875.00
            05/09/2025 (Penrith)10/09/2025£875.00

            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 £995 per person

            2026 £1045 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 mouth-watering breakfasts
            • Suitable for adults and older children
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Family Cycling Holiday

            Duration

            6 days

            Prices from

            £995 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            C2C - Coast to Coast (5 Days Cycling)

            Self-Guided Family Cycling Holiday

            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 £995 per person

            2026 £1045 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.

            Kid’s Discounts

            For children below the age of 18 who are travelling with 2 full-paying passengers, we are able to offer a 25% discount off the basic holiday cost.

            If you‘re happy sharing a family room, once we’ve received your booking we will check what rooms are available and we may be able to offer (up to) an additional 25% discount for the children (subject to availability).

            • 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 mouth-watering breakfasts
            • Suitable for adults and older children
            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
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £945 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Coast and Castles (6 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.
            14/05/202520/05/2025£945.00
            18/06/2025
            Guaranteed
            24/06/2025£945.00
            30/07/2025
            Guaranteed
            05/08/2025£945.00
            27/08/202502/09/2025£945.00

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

            Choose your own dates from:

            2025 £1185 per person

            2026 £1245 per person

            You 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 select one of our scheduled weekend departures below.

            • Cycling past the dramatic Tynemouth Priory
            • Miles of pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as you approach imposing Bamburgh Castle
            • Your first glimpse of Edinburgh from the Moorfoot hills
            • The rugged beauty of the borders
            • A celebratory dram in the shadow of Arthur’s Seat
            • Flexibility to choose your own start date
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Classic Tuscany

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,195 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Tuscany

            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. 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.
            28/09/202504/10/2025£1,195.00

            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 throughout July and August)

            Season 1 – £1335 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1575 17 Jun – 30 Jun and 01 – 02 Sep

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

            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 at Tuscan farms overlooking stunning countryside
            • Visiting the famous towns of Monteriggioni, Radda in Chianti and Siena
            • Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
            • Trying delicious, regional dishes
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,175 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            16/09/2025
            Guaranteed
            23/09/2025£1,175.00

            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 throughout July and August)

            Season 1 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1485 17 – 30 Jun and 01 – 02 Sep

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

            Season 1 – £1365 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1565 15 – 30 Jun and 01 – 08 Sep

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

            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.

            • Riding between two of Italy’s most iconic cities
            • Exploring Pisa, home of the world-famous Piazza dei Miracoli
            • Cycling along quiet country lanes through Tuscan countryside
            • Cycling past fairy tale Renaissance palaces and villas
            • Visiting Vinci, the birthplace of Leonardo da Vinci
            • Spending a free day in Florence, the birthplace of the Renaissance
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Puglia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,285 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Puglia

            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.
            29/09/202506/10/2025£1,285.00

            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 departures from 09 Jun to 31 Aug)

            Season 1 – £1495 24 Mar – 08 Jun / 09 Sep – 29 Oct

            Season 2 – £1675 01 Sept – 08 Sept

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

            • Cycling through lush landscapes of ancient olive groves and vineyards
            • Exploring the UNESCO World Heritage town of Alberobello
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each evening in comfortable hotels in authentic towns and villages
            • Stopping at beautiful, sandy beaches with turquoise seas
            • Tasting delicious local products, like extra virgin olive oil and Primitivo wine
            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
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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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