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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 4 of 12

            Select Order Order By
            Guided
            Guided
            Austria & Italy

            La Via Claudia

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,595 P.P.
            View Reviews
            26
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            La Via Claudia

            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.
            19/06/2027
            Guaranteed
            26/06/2027£2,595.00
            03/07/202710/07/2027£2,595.00
            21/08/202728/08/2027£2,595.00
            • Waking up to beautiful views of the Zugspitze, Germany’s highest peak
            • Cycling beside the vivid blue waters of the River Inn
            • Absorbing the history of an ancient trade route by bike
            • Exploring Merano – The Jewel of South Tyrol
            • Winding your way through the lovely Vinschgau Valley
            • A post-ride, tasty gelato on the shores of Lake Garda
            Photo Highlights Dates
            Guided
            Guided
            France

            Trans Pyrenees Challenge

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £3,395 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Trans Pyrenees Challenge

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            01/07/202710/07/2027£3,395.00
            19/08/202728/08/2027£3,395.00
            • Riding the entire length of Europe’s most dramatic mountain range
            • Looking down on the switchbacks ahead from the summits of the Aspin and the Port de Pailhères
            • The breath-taking descent from the top of the Tourmalet
            • Fresh crepes and a coffee at the summit of Col de Peyresourde
            • Bathing tired legs in the outdoor thermal waters in Ax-les-Thermes
            • Fine Spanish food and wine in Bossost
            • A picnic and celebratory drinks on the beach by the Med
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Alps and Dolomites - Giants of the Giro

            Guided Road Cycling Holiday

            Duration

            9 days

            Prices from

            £2,595 P.P.
            View Reviews
            17
            1
            2
            3
            4
            5
            Grade 4 - 5: Challenging/ Demanding
            More Info BOOK NOW

            Alps and Dolomites - Giants of the Giro

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            17/07/202725/07/2027£2,595.00
            21/08/202729/08/2027£2,595.00
            • Cycling through the best alpine and dolomite scenery of Italy
            • Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
            • Enjoying post-ride relaxation in typical chalet-style mountain hotels
            • Re-charging your energy levels every evening with tasty local fayre
            • Testing your legs and endurance on the final Monte Grappa climb
            • Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa
            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
            1
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            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.

            2026 – £1295 Daily departures available from 28 Mar – 11 Oct.

            2027 – £1395 Daily departures available from 27 Mar – 10 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
            Italy

            Sardinia - Coastal Explorer

            Self-Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £1,475 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Sardinia - Coastal Explorer

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

            Season 1 – £1475 26 Mar – 07 Jun and 09 Sep – 26 Oct

            Season 2 – £1685 01 Sept – 08 Sept

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

            Season 1 – £1545 30 Mar – 07 Jun and 09 Sep – 26 Oct

            Season 2 – £1765 01 Sept – 08 Sept

            • Riding the stunning coastal road from Alghero to Bosa
            • Exploring the sandstone coast of Santa Caterina di Pittinuri
            • Visiting the Sinis Peninsula and the ancient Roman ruins of Tharros
            • The view of Pan di Zucchero on the Nebida coastal ride
            • Sweeping down the long descents to Fluminimaggiore and Masua
            • Exploring the white beaches running alongside the south west coastal road
            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

            £745 P.P.
            View Reviews
            2
            1
            2
            3
            4
            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.
            18/09/2026
            Guaranteed
            22/09/2026£745.00

            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 £965 per person

            2027 £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
            Austria

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            The Danube Cyclepath

            Self-Guided Family Cycling Holiday

            Child Discounts

            2026 – £1295 Daily departures available from 28 Mar – 11 Oct.

            2027 – £1395 Daily departures available from 27 Mar – 10 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
            Guided
            Guided
            Spain

            Sierra Nevada and Granada

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £1,985 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Sierra Nevada and Granada

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/10/2026
            Guaranteed
            24/10/2026£1,985.00
            03/05/202709/05/2027£1,995.00
            16/10/202722/10/2027£1,995.00
            • Checking out the white mountain villages of the Alpujarras
            • A night in a luxurious cave house in Guadix
            • The Sierra Nevada Challenge – riding to the roof of Spain
            • The classic Vuelta ride through the Sierra de Pandera
            • Tasty tapas and sunset sangrias
            • The descent to Granada and its amazing Alhambra Palace
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Sardinia - Island Flavours

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Sardinia - Island Flavours

            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.
            12/09/2026
            Fully Booked
            19/09/2026£1,995.00
            10/10/2026
            Fully Booked
            17/10/2026£1,995.00
            17/04/202724/04/2027£2,095.00
            01/05/202708/05/2027£2,095.00
            11/09/202718/09/2027£2,095.00
            09/10/202716/10/2027£2,095.00
            • Checking out the UNESCO heritage site of Barumini Nuraghe
            • Enjoying the long descent to Fluminimaggiore and Masua
            • Sampling local specialties at Carloforte, on St Pietro island
            • Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
            • Experiencing the friendliness and hospitality of the Sardinian people
            • Discovering the white beaches along the south-west coastal road
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Tuscany - Giro della Toscana

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

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

            Tuscany - Giro della Toscana

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            03/10/2026
            Fully Booked
            10/10/2026£2,095.00
            01/05/202708/05/2027£2,195.00
            29/05/202705/06/2027£2,195.00
            02/10/2027
            Guaranteed
            09/10/2027£2,195.00
            • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
            • Staying in quality accommodation, with fantastically warm hospitality
            • Easing along the rolling hills of the Colli Sienesi
            • Riding the stunning UNESCO heritage region of Val d’Orcia
            • Stopping off at the lovely San Gimignano and Montalcino
            • Chilling out with a post-ride Chianti
            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
            Quote
            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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            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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