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            2021 Cycling Holiday Dates

            We found 116 Holidays in your search for:

            Destinations (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 116 Holidays in your search for:

            Select Order Order By
            Destinations (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            With 2020 in full swing and lots of travel uncertainty at the minute, we wanted  to get some of our 2021 dates launched accross our range to give you more options to choose from - and help inspire you during this difficult time! What better way to help you feel motivated than by getting some good times on the bikes booked in...

            • All Cycling Holidays
            • 2021 Cycling Holiday Dates

            Page 5 of 12

            Select Order Order By
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway (4 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £615 P.P.
            View Reviews
            2
            1
            2
            3
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            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.
            11/06/202715/06/2027£615.00
            16/07/202720/07/2027£615.00
            06/08/202710/08/2027£615.00
            27/08/202731/08/2027£615.00

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £755 per person

            2027 £775 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

            £755 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW

            Hadrian's Cycleway (4 days cycling)

            Self-Guided Family Cycling Holiday

            Child Discounts

            Daily departures available from April to mid October.

            Choose your own dates from:

            2026 £755 per person

            2027 £775 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 20% 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 20% 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
            Supported
            Supported
            United Kingdom

            Way of the Roses

            Supported Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £1,095 P.P.
            View Reviews
            4
            1
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            3
            4
            5
            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.
            20/09/2026
            Contact Us
            25/09/2026£1,095.00
            25/04/202730/04/2027£1,125.00
            20/06/202725/06/2027£1,125.00
            26/09/202701/10/2027£1,125.00
            • 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
            Supported
            Supported
            United Kingdom

            Coast and Castles

            Supported Leisure Cycling Holiday

            Duration

            6 days

            Prices from

            £1,095 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Coast and Castles

            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.
            23/09/2026
            Fully Booked
            28/09/2026£1,095.00
            • Following the Tyne past the dramatic Tynemouth Priory
            • Cycling past the pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as we approach imposing Bamburgh Castle
            • The rugged beauty of the Scottish Borders
            • Glimpsing Edinburgh as we cycle from the Moorfoot Hills
            • Enjoying an overnight stay in Scotland’s legendary capital
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Roads of Ronda

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £2,125 P.P.
            View Reviews
            9
            1
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            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Roads of Ronda

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/2026
            Guaranteed
            14/11/2026£2,125.00
            • Staying in the quintessentially Spanish town of Old Ronda
            • Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
            • Climbing the 1,200m up ‘The Colossus’
            • The seemingly never-ending descent down to the fine sands of Estepona
            • Taking a refreshing post ride dip in the Med
            • Tasty tapas and sunset sangrias
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Roads of Ronda

            Self-Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £1,095 P.P.
            1
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            3
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            Grade 3 : Moderate
            More Info BOOK NOW

            Roads of Ronda

            Self-Guided Road Cycling Holiday

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

            2026 – £1095 – 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
            Portugal

            Azure Ocean Ride

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,825 P.P.
            View Reviews
            1
            1
            2
            3
            4
            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.

            2026 05 Jan – 13 Dec (excl. Easter week between 29 Mar and 05 Apr and St John’s Day 23/24 Jun)

            Season 1 – £1825 05 Jan – 30 Jun and 16 Sep – 13 Dec

            Season 2 – £2195 01 Jul – 15 Sep

            2027 06 Jan – 12 Dec (excl. Easter week between 21-28 Mar and St John’s Day 23/24 Jun)

            Season 1 – £1825 06 Jan – 30 Jun and 16 Sep – 12 Dec

            Season 2 – £2195 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, Slovakia and Hungary

            Vienna to Budapest

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,195 P.P.
            View Reviews
            10
            1
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            3
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            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Vienna to Budapest

            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.

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

            2026

            Season 1 28 Mar – 09 Apr and 01 – 10 Oct

            £1,195 – Sat Arrivals

            £1,325 – Mon, Tue, Wed, Thu, Fri and Sun Arrivals

            Season 2 10 Apr – 28 May and 04 – 30 Sep

            £1,325 – Fri, Sat and Sun Arrivals

            £1,465 – Mon, Tue, Wed and Thu Arrivals

            Season 3 29 May – 03 Sep

            £1,395 – Daily Arrivals

            2027

            Season 1 27 Mar – 08 Apr and 01- 09 Oct

            £1,295 – Sat Arrivals

            £1,425 – Mon, Tue, Wed, Thu, Fri and Sun Arrivals

            Season 2 09 Apr – 27 May and 03 – 30 Sep

            £1,425 – Fri, Sat and Sun Arrivals

            £1,575 – Mon, Tue, Wed and Thu Arrivals

            Season 3 28 May – 02 Sep

            £1,495 – Daily Arrivals

            • Spending your first evening in the iconic city of Vienna
            • The amazing views as you approach the Danube Bend
            • Exploring Bratislava
            • The imposing cathedral of Esztergom in Hungary
            • The sense of accomplishment as you finish the journey from Vienna to Budapest
            • Taking a thermal bath in beautiful Budapest
            Photo Highlights Dates
            Guided
            Guided
            France

            Haute Dordogne

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,595 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Haute Dordogne

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            05/06/202712/06/2027£2,595.00
            28/08/202704/09/2027£2,595.00
            • Sampling a glass of red in Cahors – home of Malbec
            • Winding our way along the dramatic Vallée du Célé
            • Cycling along to the sound of cowbells near Velzic
            • Conquering the Pas de Peyrol and drinking in the views
            • Rocamadour and the descent from its lofty heights
            • Marvelling at the Massif Centrale as we cycle through its distinctive landscapes
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            UK

            Hadrian's Cycleway (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

            £895 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:

            2026 £895 per person

            2027 £915 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
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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
            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
            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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            News, Reviews & Stories

            Riding along the southern spain coastline on the badlands of spain

            9 must-ride Spanish cycling routes  

            Spanish cycling routes offer some of Europe's most rewarding riding, from dramatic mountain passes and quiet coastal roads to rolling vineyards and remote pueblos blancos (white villages). Few people know these bike tours in Spain better than Dan Hirst, Head of Skedaddle España. Dan has spent more than two decades living near Tarifa, mainland Spain's ...

            Dan Hirst, Head of Skedaddle Espana
            Dan Hirst
            September 4, 2026
            Cycling in the Pyrenees

            Cycling in the Pyrenees: A Tale of Two Journeys – France versus Spain

            The majestic Pyrenees mountain range, forming a natural border between France and Spain, has long attracted cyclists seeking both challenge and charm. Cycling in the Pyrenees offers exhilarating road cycling adventures, with stunning landscapes, diverse climates, and rich culture to discover. Skedaddle offers two distinct road cycling holidays through this rugged terrain. The Trans Pyrenees ...

            Hannah Reynolds
            September 4, 2026

            5 best end to end cycle routes 

            There is something undeniably special about cycling the full length of a country. More than just a cycling holiday, these epic journeys allow you to experience a destination in a way few travellers ever do, watching landscapes and cultures change day by day from the saddle. For Skedaddle Travel Consultant Kerry Ashberry, our Iconic Journeys ...

            Kerry Ashberry
            August 21, 2026

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