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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 1 of 9

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            Guided
            Guided
            United Kingdom

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,925 P.P.
            View Reviews
            7
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            Grade 4: Active
            More Info BOOK NOW

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            SAVE £100

            Save £100 when you book onto our trip departing 17/08/2025 - 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.
            * 11/05/2025
            Last Spaces
            18/05/2025£1,925.00
            22/06/2025
            Fully Booked
            29/06/2025£1,925.00
            * 17/08/2025
            Last Spaces
            24/08/2025£1,925.00
            17/05/202624/05/2026£2,025.00
            28/06/202605/07/2026£2,025.00
            26/07/202602/08/2026£2,025.00
            06/09/202613/09/2026£2,025.00
            • Marvelling at the beauty of Kilmartin Glen and its ancient monuments
            • Enjoying traffic-free cycleways and lovely canal side routes
            • Checking out Ben Nevis and The Grampians from Loch Linhe
            • Fort Augustus and taking on the legendary ascent of Glendoe
            • Exploring Knapdale – One of Scotland’s National Scenic Areas
            • Cycling to Scotland’s best-loved towns including Fort William and Fort Augustus
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Bilbao to San Sebastian

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £1,365 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Bilbao to San Sebastian

            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.

            Start DateEnd DatePrice p.p.
            31/05/202506/06/2025£1,365.00
            21/06/202527/06/2025£1,625.00
            27/09/202503/10/2025£1,625.00

            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 Apr – 31 Oct (excluding dates from 01 – 31 Aug)

            Season 1 – £1595 01 – 11 Apr / 05 – 31 May / 1 – 31 Oct

            Season 2 – £1855 20 – 30 Apr / 01 Jun – 31 Jul / 01 – 11 Sep / 22 – 30 Sep

            2026 06 Apr – 31 Oct (excluding dates from 01 – 31 Aug and 11 – 20 Sep)

            Season 1 – £1645 06 – 29 Apr / 03 May – 11 Jun / 1 – 31 Oct

            Season 2 – £1915 30 Apr – 02 May / 12 Jun – 31 Jul / 01 – 10 Sep / 21 – 30 Sep

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

            • Visiting the world-class Guggenheim museum
            • Savouring fabulous Basque cuisine
            • Cycling through the beautiful Urdaibai natural park
            • Admiring the dramatic Atlantic coastline: Cliffs, beaches, estuaries and coves
            • Relaxing by the harbour of the picturesque fishing village of Lekeitio
            • Arriving in stunning San Sebastian and bar hopping in the Casco Viejo
            Photo Highlights Dates
            Bike and Boat
            Bike and Boat
            Italy

            Venetian Waterways (Mantova to Venice)

            Bike and Barge holiday

            Duration

            8 days

            Prices from

            £1,625 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 1-2 : Easy/Gentle
            More Info BOOK NOW

            Venetian Waterways (Mantova to Venice)

            Bike and Barge 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.
            10/05/2025 Vita Pugna
            Fully Booked
            17/05/2025£1,745.00
            17/05/2025 Ave Maria
            Fully Booked
            24/05/2025£2,225.00
            24/05/2025 Vita Pugna
            Fully Booked
            31/05/2025£1,745.00
            31/05/2025 Ave Maria
            Fully Booked
            07/06/2025£2,225.00
            07/06/2025 Vita Pugna14/06/2025£1,745.00
            14/06/2025 Ave Maria21/06/2025£2,225.00
            21/06/2025 Vita Pugna28/06/2025£1,745.00
            28/06/2025 Ave Maria
            Fully Booked
            05/07/2025£2,025.00
            05/07/2025 Vita Pugna12/07/2025£1,625.00
            12/07/2025 Ave Maria
            Fully Booked
            19/07/2025£2,025.00
            19/07/2025 Vita Pugna26/07/2025£1,625.00
            26/07/2025 Ave Maria02/08/2025£2,025.00
            02/08/2025 Vita Pugna
            Fully Booked
            09/08/2025£1,625.00
            09/08/2025 Ave Maria
            Fully Booked
            16/08/2025£2,025.00
            16/08/2025 Vita Pugna
            Fully Booked
            23/08/2025£1,625.00
            23/08/2025 Ave Maria30/08/2025£2,425.00
            30/08/2025 Vita Pugna
            Fully Booked
            06/09/2025£1,885.00
            06/09/2025 Ave Maria
            Fully Booked
            13/09/2025£2,425.00
            13/09/2025 Vita Pugna
            Fully Booked
            20/09/2025£1,885.00
            20/09/2025 Ave Maria
            Fully Booked
            27/09/2025£2,425.00
            27/09/2025 Vita Pugna
            Fully Booked
            04/10/2025£1,885.00
            04/10/2025 Ave Maria11/10/2025£2,425.00
            11/10/2025 Vita Pugna
            Fully Booked
            18/10/2025£1,885.00
            18/10/2025 Ave Maria25/10/2025£2,225.00
            • Cycling through some of Northern Italy’s most enticing cities
            • Staying on board the modern, bright and spacious Ave Maria or the traditional Vita Pugna
            • Spending the day discovering Mantova
            • Riding alongside the River Po, the longest river in Italy
            • Experiencing the Po Delta, one of Europe’s largest wetlands
            • Finishing your trip in beautiful Venice
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            C2C - Coast to Coast (3 Days Cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            4 days

            Prices from

            £525 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            C2C - Coast to Coast (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.
            09/05/2025 (Penrith)
            Contact Us
            12/05/2025£525.00
            23/05/2025 (Newcastle)
            Contact Us
            26/05/2025£525.00
            27/06/2025 (Penrith)
            Guaranteed
            30/06/2025£525.00
            18/07/2025 (Newcastle)
            Guaranteed
            21/07/2025£525.00
            08/08/2025 (Penrith)11/08/2025£525.00
            15/08/2025 (Newcastle)
            Guaranteed
            18/08/2025£525.00
            29/08/2025 (Newcastle)01/09/2025£525.00
            05/09/2025 (Penrith)08/09/2025£525.00

            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 £685 per person

            2026 £725 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
            • 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
            Bike and Boat
            Bike and Boat
            France

            Provence - Aigues-Mortes to Avignon

            Bike and Barge holiday

            Duration

            8 days

            Prices from

            £1,775 P.P.
            View Reviews
            2
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            3
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            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Provence - Aigues-Mortes to Avignon

            Bike and Barge holiday

            E-BIKE HIRE AVAILABLE

            This holiday is well-suited to both normal 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.

            Start DateEnd DatePrice p.p.
            10/05/2025
            Fully Booked
            17/05/2025£1,875.00
            24/05/2025
            Fully Booked
            31/05/2025£1,875.00
            07/06/2025
            Fully Booked
            14/06/2025£1,875.00
            21/06/2025
            Fully Booked
            28/06/2025£1,875.00
            05/07/2025
            Fully Booked
            12/07/2025£1,775.00
            19/07/202526/07/2025£1,775.00
            02/08/2025
            Fully Booked
            09/08/2025£1,775.00
            16/08/202523/08/2025£1,775.00
            30/08/2025
            Fully Booked
            06/09/2025£1,995.00
            13/09/2025
            Fully Booked
            20/09/2025£1,995.00
            27/09/2025
            Fully Booked
            04/10/2025£1,995.00
            11/10/2025
            Fully Booked
            18/10/2025£1,995.00
            25/10/2025
            Fully Booked
            01/11/2025£1,875.00
            • Cycling through the Camargue – famous for flamingos and wild horses
            • Gently riding through Provencal villages
            • Visiting Pont du Gard, the highest Roman aqueduct and a UNESCO Heritage site
            • Exploring scenic Avignon, city of the Popes
            • Cycling past the magnificent abbey of Saint Michel de Frigulet
            • Staying on board a charming, comfortable barge
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (4 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £695 P.P.
            View Reviews
            8
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            3
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            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Coast and Castles (4 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.
            16/05/202520/05/2025£695.00
            20/06/2025
            Guaranteed
            24/06/2025£695.00
            01/08/202505/08/2025£695.00
            29/08/2025
            Guaranteed
            02/09/2025£695.00

            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 £935 per person

            2026 £985 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:

            • 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
            • Flexibility to choose your own start date or one of our great value scheduled departure dates
            • A celebratory dram in the shadow of Arthur’s Seat
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Portugal

            Alentejo and the Algarve

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,125 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Alentejo and the Algarve

            Self-Guided Leisure Cycling Holiday

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

            2025 – £2125 Sunday departures available

            05 Jan to 29 Jun and 15 Sep – 13 Dec

            (No departures on 13 or 20 Apr or from 30 Jun – 14 Sep)

            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.

            • Warming up with a loop ride through the Arrábida Natural Park
            • Catching the ferry across to Troia and enjoying the quiet road along the Troia peninsula
            • Enjoying the spectacular road along the coast near Porto Covo
            • Visiting the Cabo Sardão lighthouse and enjoying the shore-line views of the wild cliffs
            • Taking a dip on isolated beaches at the bottom of spectacular cliffs
            • Discovering the city of Lagos in the Algarve, with its amazing mixture of tradition and tourism
            • Visiting Cape St Vincent, Europe’s most southwestern point and its imposing lighthouse
            • Wondering at the splendour of the high cliffs around Sagres
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (4 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £585 P.P.
            View Reviews
            11
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            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (4 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.
            30/05/2025
            Guaranteed
            03/06/2025£585.00
            04/07/2025
            Guaranteed
            08/07/2025£585.00
            01/08/202505/08/2025£585.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £685 per person

            2026 £725 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
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (4 days cycling)

            Self-Guided Family Cycling Holiday

            Duration

            5 days

            Prices from

            £685 P.P.
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            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (4 days cycling)

            Self-Guided Family Cycling Holiday

            Daily departures available from April to mid October.

            Choose your own dates from:

            2025 £685 per person

            2026 £725 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
            • Seeing a live archaeological dig at Vindolanda
            • Beating your parents up one of the cheeky Skedaddle climbs
            • Corbridge and sinking a well-deserved pint of local ales 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

            Hadrian's Cycleway & Coast & Castles

            Self-Guided Leisure Cycling Holiday

            Duration

            10 days

            Prices from

            £1,675 P.P.
            View Reviews
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            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway & Coast & Castles

            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 the end of September. Choose your own dates from:

            2025 £1675 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 not one but two long distance cycle routes!
            • Following in the footsteps of the Roman Empire along Hadrian’s Wall
            • Castles galore!
            • Miles of pristine dunes, sandy beaches and stunning vistas
            • Your first glimpse of Edinburgh as you cycle over the Moorfoot hills
            • Flexibility to choose your own start date
            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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