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            Place to Place Journeys

            We found 86 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 86 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            There’s something immensely satisfying about cycling from one place to another; that feeling of escaping, of setting off on a journey of discovery and adventure. Pedallin’ from coast to coast, through mountain valleys, or alongside rivers, we’ve got a selection of place to place journeys for riders of all fitness levels and experience. We’ll take care of the complex logistics that go with planning a place to place tour - crafting the best routes, finding quality accommodation, arranging luggage transfers and bike hire - so you can simply enjoy the ride.

            • All Cycling Holidays
            • Place To Place Journeys

            Page 3 of 9

            Select Order Order By
            Self-Guided
            Self-Guided
            Spain

            Granada to Seville

            Self-Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

            £1,745 P.P.
            View Reviews
            3
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            Grade 3 : Moderate
            More Info BOOK NOW

            Granada to Seville

            Self-Guided Leisure Cycling Holiday

            Spain Special

            SAVE £75! Save £75 on this holiday when you book before 30 June 2025. Applies trips departing in 2025 or 2026. Enter promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            28/09/2025
            Guaranteed
            06/10/2025£1,745.00

            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 18 Apr – 4 May and 01 Jul to 13 Sep)

            Season 1 – £1995 01 – 13 Mar / 01 – 30 Nov

            Season 2 – £2155 14 Mar – 11 Apr / 05 May – 30 Jun / 14 Sep – 31 Oct

            2026 01 Mar – 30 Nov (excluding dates from 29 Mar – 05 Apr / 11 – 18 Apr / 01 Jul to 05 Sep)

            Season 1 – £2055 01 – 28 Mar / 01 – 30 Nov

            Season 2 – £2220 06 – 10 Apr / 19 Apr – 30 Jun / 06 Sep – 31 Oct

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

            SAVE £75! Save £75 on this holiday when you book before 30 June 2025. Applies on trips departing in 2025 or 2026. Enter promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            • Cycling between 3 of the most magnificent cities in Andalucia
            • Travelling through rolling sierras and olive plantations
            • Making use of the Vias Verdes
            • Exploring the architectural wonders of Granada
            • Visiting Cordoba – the birth place of Spanish Flamenco
            • Celebrating your trip in the capital of the south, Seville
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Portugal

            Azure Ocean Ride

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,725 P.P.
            View Reviews
            27
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            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Azure Ocean Ride

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

            2025 05 Jan – 13 Dec

            Season 1 – £1795 05 Jan – 29 Jun and 15 Sep – 13 Dec

            Season 2 – £2135 30 Jun – 14 Sep

            2026 05 Jan – 13 Dec (excl. Easter week between 29 Mar and 05 Apr)

            Season 1 – £1895 05 Jan – 30 Jun and 16 Sep – 13 Dec

            Season 2 – £2245 01 Jul – 15 Sep

            Worth noting We run this tour from Jan through to Dec. The summer months however (generally from 01 Jul – 15 Sep) can be really busy. More people, more cyclists, busier restaurants, busier hotels etc, so we’d recommend travelling in the Spring or Autumn if you‘re looking for a quieter getaway with less cyclists to share the route with.

            Please note We are generally not able to confirm any bookings for this tour made within 4 weeks of departure. Please contact our office if you are looking to book and begin your holiday within this period and we will do our best to accommodate your request.

            • Discovering Portugal’s most beautiful beaches
            • Cycling alongside the Ria de Aviero, a 40km stretch of blue lagoon
            • Helping the fishermen with their catch in Praia da Vieira
            • Enjoying the views of the western shoreline from the Sitio viewpoint
            • Exploring the historical, castle walled village of Óbidos
            • Visiting the lovely Vimeiro
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            The Danube Cyclepath

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            View Reviews
            5
            1
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            Grade 2: Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday 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.

            2025 – £1295 Daily departures available from 29 Mar – 12 Oct.

            • Starting your trip in the baroque town of Schärding
            • Cycling through Passau – the city of three rivers
            • Riding the famous Schlogen bend
            • Winding your way to Grein with its imposing castle
            • Enjoying the natural wonders of the Wachau
            • Soaking up the sights in Vienna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

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

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Child Discounts

            2025 – £1295 Daily departures available from 29 Mar – 12 Oct.

            We are able to offer the following discounts on the land only price for children.

            0 – 5 Travel Free

            6 – 11 50%

            12 – 14 25%

            15 – 17 10%

            These discounts are applicable when the child is sharing a room with 2 fully-paying passengers and is dependent on availability.

            • Starting your trip in the baroque town of Schärding
            • Cycling through Passau – the city of three rivers
            • Riding the famous Schlogen bend
            • Winding your way to Grein with its imposing castle
            • Enjoying the natural wonders of the Wachau
            • Soaking up the sights in Vienna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            NEW! Cotswolds to Windsor

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £1,095 P.P.
            View Reviews
            1
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            NEW! Cotswolds to Windsor

            Self-Guided Leisure Cycling Holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both regular bikes and pedal assist e-bikes, and you can choose to hire either when you book your holiday 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 £1095 per person

            2026 £1145 per person

            For a group of 4 or more we can offer the reduced rate of £945 (2025) or £995 (2026)

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

            • Tracing the River Thames from near its source all the way to Windsor
            • Didcot and its impressive railway heritage
            • The impressive Uffington White Horse & Dragon Hill
            • Beautiful wooded hills and green landscapes of the Chilterns
            • World famous Windsor Castle
            • Traditional pubs and award-winning English wines at the home of the Royal Regatta
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            Way of the Roses

            Supported Leisure Cycling Holiday

            Duration

            6 days

            Prices from

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

            Way of the Roses

            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.
            22/06/2025
            Guaranteed
            27/06/2025£1,035.00
            07/09/2025
            Last Spaces
            12/09/2025£1,035.00
            26/09/202501/10/2025£1,035.00
            17/05/202622/05/2026£1,095.00
            14/06/202619/06/2026£1,095.00
            30/08/202604/09/2026£1,095.00
            20/09/202625/09/2026£1,095.00
            • Posing at Eric Morecambe’s statue on Morecambe seafront
            • Cycling through the Forest of Bowland & Yorkshire Dales
            • Superb local ales and tasty food every night
            • York – flat cycling, big Minster
            • The chalky rolling hills, with big country views of the Wolds
            • Fish & chips on Bridlington’s waterfront to celebrate your ride!
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £2,425 P.P.
            View Reviews
            8
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            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Scotland - Hebridean Way

            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. 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.
            15/06/2025
            Last Spaces
            21/06/2025£2,425.00
            * 13/07/2025
            Fully Booked
            19/07/2025£2,425.00
            20/07/2025
            Last Spaces
            26/07/2025£2,425.00
            10/08/2025
            Last Spaces
            16/08/2025£2,425.00
            * 31/08/2025
            Last Spaces
            06/09/2025£2,425.00
            03/05/202609/05/2026£2,555.00
            24/05/202630/05/2026£2,555.00
            31/05/202606/06/2026£2,555.00
            21/06/202627/06/2026£2,555.00
            05/07/202611/07/2026£2,555.00
            26/07/202601/08/2026£2,555.00
            16/08/202622/08/2026£2,555.00
            30/08/202605/09/2026£2,555.00
            • Riding along the Golden Road
            • Miles and miles of picture-perfect white sand beaches
            • Enjoying a wee dram at the Distillery at Tarbert
            • Seeing the traditional weaving of Harris Tweed
            • Views of Luskentyre Beach over a delicious picnic lunch
            • Visiting the Blackhouse Village at Gearrannan
            • The awe inspiring Callanish Standing Stones
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            Hadrian's Cycleway

            Supported Leisure cycling holiday

            Duration

            6 days

            Prices from

            £995 P.P.
            View Reviews
            15
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            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway

            Supported 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.
            22/08/2025
            Fully Booked
            27/08/2025£995.00
            17/07/202622/07/2026£1,045.00
            18/09/202623/09/2026£1,045.00
            • The well preserved Hadrian’s Wall forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The picturesque market town of Corbridge
            • The view down the Tyne as you arrive into Newcastle
            • 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

            Way of the Roses (5 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £895 P.P.
            View Reviews
            13
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            3
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            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Way of the Roses (5 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.
            13/07/2025
            Guaranteed
            18/07/2025£895.00
            10/08/2025
            Guaranteed
            15/08/2025£895.00
            14/09/202519/09/2025£895.00

            Daily departures (excl. Thu and Fri) available from April to mid October.

            Choose your own dates from:

            2025 £1195 per person

            2026 £1255 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.

            • Eric Morecambe’s statue on Morecambe waterfront
            • Cycling through the Forest of Bowland and the Yorkshire Dales
            • Yorkshire ales and great pub food
            • York – flat cycling, big Minster
            • The Wolds, chalky rolling hills, with big country views
            • Fish & chips on Bridlington’s waterfront to celebrate your achievement!
            Photo Highlights Dates
            Supported
            Supported
            Portugal

            Azure Ocean Ride

            Supported Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Azure Ocean Ride

            Supported 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.
            21/06/2025
            Guaranteed
            28/06/2025£1,895.00
            23/08/202530/08/2025£1,895.00
            04/10/2025 E-Bike Departure11/10/2025£1,895.00
            21/03/202628/03/2026£1,995.00
            20/06/202627/06/2026£1,995.00
            25/07/202601/08/2026£1,995.00
            03/10/202610/10/2026£1,995.00
            • Discovering Portugal’s most beautiful beaches
            • Cycling alongside the Ria de Aviero, a 40km stretch of blue lagoon
            • Helping the fishermen with their catch in Praia da Vieira
            • Enjoying the views of the western shoreline from the Sitio viewpoint
            • Exploring the historical, castle walled village of Óbidos
            • Staying in beautiful Vimeiro
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            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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