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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 7 of 12

            Select Order Order By
            Guided
            Guided
            Portugal

            Atlantic Escape

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £2,895 P.P.
            View Reviews
            10
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Atlantic Escape

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            31/10/202609/11/2026£2,895.00
            01/05/202710/05/2027£2,895.00
            23/10/202701/11/2027£2,895.00
            • Stunning Sintra and its sunsets
            • The lovely fishing village of Nazare
            • Incredible accommodation in 4 star hotels each night
            • Views from the Arrabida mountains
            • Coastal riding and beautiful beaches
            • Reaching mainland Europe’s most southwesterly point by bike!
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Andalucia - Los Pueblos Blancos

            Guided Road Cycling Holiday

            Duration

            8 days

            Prices from

            £2,195 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW

            Andalucia - Los Pueblos Blancos

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            25/10/2026
            Contact Us
            01/11/2026£2,195.00
            28/12/202604/01/2027£2,495.00
            • Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
            • A fantastic mixture of great small rural hotels
            • Exploring beautiful Ronda, perched on its magnificent gorge
            • Reaching the dramatic Puerto de las Palomas
            • Grazalema, nestled below atmospheric, limestone mountains
            • Sipping local sherries with tasty tapas in the local bodegas
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Sacred Routes

            Self-Guided Mountain Bike Holiday

            Duration

            8 days

            Prices from

            £1,795 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Tuscany - Sacred Routes

            Self-Guided Mountain Bike Holiday

            E-MTB HIRE AVAILABLE

            This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.

            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 throughout July and August)

            Season 1 – £1795 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1995 15 – 30 Jun and 01 – 08 Sep

            2027 30 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1885 30 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £2095 15 – 30 Jun and 01 – 08 Sep

            To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

            • Staying in lovely Tuscan accommodation overlooking stunning landscapes
            • Riding the Montagnola trails, the location of a well-known Sienese MTB race
            • Sampling the best wines of Chianti, Montepulciano and Montalcino
            • Riding down the “Crete Senesi” on a roller coaster ridge ride
            • Enjoying the journey across Tuscany on a variety of terrain
            • Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Granada to Seville

            Self-Guided Leisure Cycling Holiday

            Duration

            9 days

            Prices from

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

            Granada to Seville

            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.
            18/10/2026
            Fully Booked
            26/10/2026£1,595.00
            21/10/202629/10/2026£1,595.00

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

            2026 – £1895 – 01 – 28 Mar / 06 Apr – 30 Jun / 06 Sep – 30 Nov

            2027 – £1925 – 01 – 17 Mar / 29 Mar – 01 Apr / 13 Apr – 30 Jun / 06 Sep – 30 Nov

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

            • 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
            Italy

            Puglia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

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

            Puglia

            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.
            28/09/2026
            Guaranteed
            05/10/2026£1,395.00

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

            2026 29 Mar – 26 Oct (excluding departures from 08 Jun to 31 Aug)

            Season 1 – £1565 29 Mar – 07 Jun / 09 Sep – 26 Oct

            Season 2 – £1795 01 Sep – 08 Sep

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

            Season 1 – £1635 30 Mar – 07 Jun / 09 Sep – 26 Oct

            Season 2 – £1875 01 Sep – 08 Sep

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

            • Cycling through lush landscapes of ancient olive groves and vineyards
            • Exploring the UNESCO World Heritage towns of Matera and Alberobello
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each evening in comfortable hotels in authentic towns and villages
            • Stopping at beautiful, sandy beaches with turquoise seas
            • Tasting delicious local products, like extra virgin olive oil and Primitivo wine
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Puglia

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,295 P.P.
            View Reviews
            12
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Puglia

            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.
            20/09/2026
            Fully Booked
            27/09/2026£2,295.00
            10/04/202717/04/2027£2,395.00
            18/09/202725/09/2027£2,395.00
            • Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
            • Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
            • Discovering the traditional Trulli houses of Puglia
            • Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
            • Stopping at beautiful sandy beaches with turquoise seas
            • Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
            Photo Highlights Dates
            Bike and Boat
            Bike and Boat
            Italy

            Venetian Waterways (Mantova to Venice)

            Bike and Barge holiday

            Duration

            8 days

            Prices from

            £2,035 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.
            12/09/2026 Vita Pugna
            Fully Booked
            19/09/2026£2,035.00
            19/09/2026 Ave Maria
            Fully Booked
            26/09/2026£2,635.00
            26/09/2026 Vita Pugna03/10/2026£2,035.00
            03/10/2026 Ave Maria
            Fully Booked
            10/10/2026£2,635.00
            10/10/2026 Vita Pugna
            Fully Booked
            17/10/2026£2,035.00
            17/10/2026 Ave Maria24/10/2026£2,265.00
            • 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 and its historic centre; a Renaissance jewel
            • Riding alongside the River Po, the longest river in Italy
            • Experiencing the fishing valleys of the Po Delta, one of Europe’s largest wetlands
            • Finishing your trip in beautiful Venice
            Photo Highlights Dates
            Bike and Boat
            Bike and Boat
            Italy

            Venetian Waterways (Venice to Mantova)

            Bike and Barge holiday

            Duration

            8 days

            Prices from

            £1,795 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 1-2 : Easy/Gentle
            More Info BOOK NOW

            Venetian Waterways (Venice to Mantova)

            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.
            12/09/2026 Ave Maria
            Fully Booked
            19/09/2026£2,635.00
            19/09/2026 Vita Pugna
            Fully Booked
            26/09/2026£2,035.00
            26/09/2026 Ave Maria
            Fully Booked
            03/10/2026£2,635.00
            03/10/2026 Vita Pugna
            Fully Booked
            10/10/2026£2,035.00
            10/10/2026 Ave Maria17/10/2026£2,635.00
            17/10/2026 Vita Pugna
            Fully Booked
            24/10/2026£1,795.00
            24/10/2026 Ave Maria31/10/2026£2,265.00
            • 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
            • Exploring the beautiful city of Venice
            • Riding alongside the River Po, the longest river in Italy
            • Experiencing the fishing valleys of the Po Delta, one of Europe’s largest wetlands
            • Spending the day discovering Mantova and its historic centre; a Renaissance jewel
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,295 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Tuscany - Pisa to Florence

            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 29 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1295 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1495 15 – 30 Jun and 01 – 08 Sep

            2027 30 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1355 30 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – £1565 15 – 30 Jun and 01 – 08 Sep

            To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.

            • Riding between two of Italy’s most iconic cities
            • Exploring Pisa, home of the world-famous Piazza dei Miracoli
            • Cycling along quiet country lanes through Tuscan countryside
            • Cycling past fairy tale Renaissance palaces and villas
            • Visiting Vinci, the birthplace of Leonardo da Vinci
            • Spending a free day in Florence, the birthplace of the Renaissance
            Photo Highlights Dates
            Bike and Boat
            Bike and Boat
            France

            Provence - Avignon to Aigues-Mortes

            Bike and Barge Holiday

            Duration

            8 days

            Prices from

            £2,165 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Provence - Avignon to Aigues-Mortes

            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.
            19/09/2026
            Fully Booked
            26/09/2026£2,165.00
            03/10/2026
            Fully Booked
            10/10/2026£2,165.00
            17/10/2026
            Fully Booked
            24/10/2026£2,165.00
            • Cycling through the Camargue – famous for flamingos and wild horses
            • Winding your way 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 Frigolet
            • Staying on board a charming, comfortable barge
            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
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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
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            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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