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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 8 of 12

            Select Order Order By
            Bike and Boat
            Bike and Boat
            France

            Provence - Aigues-Mortes to Avignon

            Bike and Barge holiday

            Duration

            8 days

            Prices from

            £1,915 P.P.
            View Reviews
            2
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            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.
            12/09/2026
            Fully Booked
            19/09/2026£2,165.00
            26/09/2026
            Fully Booked
            03/10/2026£2,165.00
            10/10/202617/10/2026£2,165.00
            24/10/202631/10/2026£1,915.00
            • 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
            Italy

            Puglia - The Beautiful South

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,695 P.P.
            View Reviews
            2
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            Grade 2 : Gentle
            More Info BOOK NOW

            Puglia - The Beautiful South

            Self-Guided Road Cycling Holiday

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

            Season 1 – £1695 29 Mar – 07 Jun / 09 Sep – 26 Oct

            Season 2 – £1955 01 Sep – 08 Sept

            2027 30 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

            Season 1 – £1775 30 Mar – 07 Jun / 09 Sep – 26 Oct

            Season 2 – £2045 01 Sep – 08 Sept

            • Savouring the deep red wine of the Salento region and the crisp whites of Locorotondo
            • Enjoying the sights of Alberobello, famous for the ‘trulli’
            • Exploring the gnarled olive groves in the countryside of Alberobello
            • Visiting 2 UNESCO heritage sites; Lecce and Alberobello
            • Admiring the Baroque churches of Lecce
            • Enjoying the panoramic coastal road between Santa Maria di Leuca and Otranto
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Granada to Seville

            Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

            £2,595 P.P.
            View Reviews
            3
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            Grade 3 : Moderate
            More Info BOOK NOW

            Granada to Seville

            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.
            26/09/2026
            Contact Us
            04/10/2026£2,595.00
            13/05/202721/05/2027£2,625.00
            26/09/202704/10/2027£2,625.00
            • Cycling between 3 of the most magnificent cities in Andalucia
            • Riding through rolling sierras and olive groves
            • 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
            Italy

            La Via Claudia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,195 P.P.
            View Reviews
            1
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            Grade 2: Gentle
            More Info BOOK NOW

            La Via Claudia

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

            2026 18 Apr – 26 Oct

            Season 1 – £2195 18 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2395 15 Jun – 08 Sep

            2027 19 Apr – 26 Oct

            Season 1 – £2295 19 Apr – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2495 15 Jun – 08 Sep

            If you‘re looking for a longer holiday, our Lake Garda to Venice route links into this tour perfectly; two self-guided tours of a similar grade that you‘re able to do back to back. Contact us if you’d like more info on this!

            • Starting your week at the picturesque Lake Resia, admiring the bell tower peeking through the water
            • Cycling beside the vivid blue waters of the River Etsch
            • Absorbing the history of an ancient trade route, all by bike
            • Exploring Merano – The Jewel of South Tyrol
            • Wine tasting in Caldaro, part of the Strade del Vino
            • Enjoying an apperitivo in Piazza Arena in Verona
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,395 P.P.
            View Reviews
            7
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            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany to Rome

            Guided Electric Bike Holiday

            E-BIKE HOLIDAY

            This holiday has been designed as an e-bike tour allowing 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.

            Start DateEnd DatePrice p.p.
            12/09/2026
            Last Spaces
            19/09/2026£2,395.00
            08/05/202715/05/2027£2,495.00
            04/09/202711/09/2027£2,495.00
            • Staying in Tuscan accommodation overlooking stunning landscapes
            • Discovering the amazing towns of Siena, San Quirico and Pienza
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
            • Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
            • The sense of achievement riding into St Peter’s Square in Rome
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Northumberland - Sandstone Way

            Self-Guided Mountain Bike Holiday

            Duration

            5 days

            Prices from

            £795 P.P.
            1
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            Grade 3 : Moderate
            More Info BOOK NOW

            Northumberland - Sandstone Way

            Self-Guided Mountain Bike Holiday

            Daily departures available from 8 Apr to 15 Oct. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

            2026

            Season 1 8 Apr – 28 Sep: £795

            Season 2 29 Sep – 15 Oct: £825

            2027

            Season 1 7 Apr – 27 Sep: £815

            Season 2 28 Sep – 14 Oct: £845

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

            • Dramatic hills and remote valleys of Northumberland National Park
            • Biking through the least populated county in England
            • Trying out a selection of fun, flowing singletrack
            • Exploring remote bridleways and little known rights of way
            • Pease pudding and stotties in a local country pub
            • Rolling by wide open countryside with sweeping views and numerous sandstone crags
            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

            £975 P.P.
            View Reviews
            5
            1
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            3
            4
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            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.
            16/09/202622/09/2026£975.00

            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:

            2026 £1195 per person

            2027 £1225 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
            Guided
            Guided
            Spain

            La Rioja - Ruta del Vino

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £2,295 P.P.
            View Reviews
            8
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            3
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            Grade 3 : Moderate
            More Info BOOK NOW

            La Rioja - Ruta del Vino

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            27/09/2026
            Fully Booked
            03/10/2026£2,295.00
            07/06/202713/06/2027£2,345.00
            16/09/202722/09/2027£2,345.00
            • Staying at the fantastic San Millan de la Cogolla monastery, a World Heritage Site.
            • Cycling high along the limestone cliffs of the Sierra de Cantabria
            • Enjoying the atmospheric, medieval towns of Ezacary and Laguardia
            • Wine tasting in a Riojan bodega (or two!)
            • Cycling through Mediterranean forests, along mountainsides and through endless vineyards
            • Rolling along the Rio Ebro into Logroño for an authentic slice of tapas heaven in Calle Laurel
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Hadrian's Cycleway & Coast & Castles

            Self-Guided Leisure Cycling Holiday

            Duration

            10 days

            Prices from

            £1,795 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            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:

            2026 £1795 per person

            2027 £1835 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
            Guided
            Guided
            Peru

            Andean Journey

            Guided Mountain Bike Holiday

            Duration

            13 days

            Prices from

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

            Andean Journey

            Guided Mountain Bike Holiday

            Start DateEnd DatePrice p.p.
            03/10/202615/10/2026£3,595.00
            15/05/202727/05/2027£3,795.00
            14/10/202726/10/2027£3,795.00
            • Remote wilderness cross-country riding
            • Camping on the high altiplano
            • Fun trails around Lago Langui and the Cañón de Tinajani
            • Exploring the Sacred Valley of the Inca by bike
            • Visiting the Historic Sanctuary of Machu Picchu
            • Homestay on the shores of Lago Titicaca after visiting the Uros floating islands
            Photo Highlights Dates
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            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
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            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
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            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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            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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