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            Cities and Culture

            We found 58 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 58 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            From the Moorish architecture of Granada and Seville to the ancient wonders of Rome, vibrant culture of Ljubljana and inspiring art in Vienna, there’s so much to experience on these incredible tours of cities and culture. We’ve curated the best itineraries that blend scenic cycling with sight-seeing and cultural experiences. Whether you’re looking for a relaxed e-bike ride or something a little more challenging, we’ve got a holiday that’s just right for you.

            • All Cycling Holidays
            • Cities and Culture

            Page 1 of 6

            Select Order Order By
            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

            Spain Special

            SAVE £100! Save £100 on our tour departing 27/09/2025. Book before 30 June with the promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            * 27/09/2025 E-Bike Departure05/10/2025£2,595.00
            • 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
            Guided
            Guided
            South Korea

            Seoul to Busan

            Guided Cycling Holiday

            Duration

            13 days

            Prices from

            £4,875 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Seoul to Busan

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            18/10/202530/10/2025£4,875.00
            18/04/202630/04/2026£4,995.00
            17/10/202629/10/2026£4,995.00
            • Seoul – Cool art, sights and shopping
            • Bustling Busan, Jagalchi fish market and Gamcheon
            • Historic Gyeongju and Andong’s Hahoe Cultural Village
            • K-Pop, culture and delicious cuisine
            • Traffic-free cycle paths and rural riding
            • Hot springs and misty mountains
            Photo Highlights Dates
            Guided
            Guided
            Italy

            Tuscany to Rome

            Guided Electric Bike Holiday

            Duration

            8 days

            Prices from

            £2,255 P.P.
            View Reviews
            6
            1
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            3
            4
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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.
            13/09/2025
            Guaranteed
            20/09/2025£2,255.00
            • 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
            Austria, Slovakia and Hungary

            Vienna to Budapest

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,145 P.P.
            View Reviews
            10
            1
            2
            3
            4
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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 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.

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

            2025 29 Mar – 11 Oct

            Season 1 29 Mar – 10 Apr and 01 Oct – 11 Oct

            £1,145 – Sat Arrivals

            £1,295 – Mon, Tue, Wed, Thu, Fri and Sun Arrivals

            Season 2 11 Apr – 29 May and 05 – 30 Sep

            £1,285 – Fri, Sat and Sun Arrivals

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

            Season 3 30 May – 04 Sep

            £1,355 – 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
            Self-Guided
            Self-Guided
            Austria, Slovakia and Hungary

            Vienna to Budapest

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

            £1,145 P.P.
            1
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            3
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            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW

            Vienna to Budapest

            Self-Guided Family Cycling Holiday

            Child Discounts

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

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

            2025 29 Mar – 11 Oct

            Season 1 29 Mar – 10 Apr and 01 Oct – 11 Oct

            £1,145 – Sat Arrivals

            £1,295 – Mon, Tue, Wed, Thu, Fri and Sun Arrivals

            Season 2 11 Apr – 29 May and 05 – 30 Sep

            £1,285 – Fri, Sat and Sun Arrivals

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

            Season 3 30 May – 04 Sep

            £1,355 – Daily Arrivals

            The following children’s discounts are available off the land-only price:

            0 – 5 – Free

            6 – 11 – 50%

            12 – 14 – 25%

            15 – 17 – 10%.

            Available if sharing a room with 2 fully-paying passengers / dependent on availability.

            • 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
            Self-Guided
            Self-Guided
            United Kingdom

            NEW! Cotswolds to Windsor

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

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

            NEW! Cotswolds to Windsor

            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 from April to mid October.

            Choose your own dates from:

            2025 £1095 per person

            2026 £1145 per person

            For a group of 4 or more we can offer the reduced rate of £945 (2025) or £995 (2026)

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

            • Tracing the River Thames from near its source all the way to Windsor
            • Didcot and its impressive railway heritage
            • The impressive Uffington White Horse & Dragon Hill
            • Beautiful wooded hills and green landscapes of the Chilterns
            • World famous Windsor Castle
            • Traditional pubs and award-winning English wines at the home of the Royal Regatta
            Photo Highlights Dates
            Guided
            Guided
            Japan

            Fuji to Kyoto

            Guided Cycling Holiday

            Duration

            12 days

            Prices from

            £5,135 P.P.
            View Reviews
            2
            1
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            Grade 3 : Moderate
            More Info BOOK NOW

            Fuji to Kyoto

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            09/11/2025
            Fully Booked
            20/11/2025£5,135.00
            23/11/202504/12/2025£5,135.00
            12/04/202623/04/2026£5,755.00
            08/11/202619/11/2026£5,755.00
            • Majestic Mt. Fuji and lovely Lake Kawaguchi
            • Exploring Nagahama and the awesome Hikone Castle
            • Hatage Onsen and its soothing effects after a day’s cycling
            • Bullet Trains and Bento boxes
            • Taking in colourful Kyoto
            • Peaceful pedalling and rural riding
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £3,085 P.P.
            View Reviews
            3
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            3
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            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Bilbao to Barcelona

            Guided Road Cycling Holiday

            Spain Special

            SAVE £100! Save £100 on our tour departing 18/09/2025. Book before 30 June with the promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.

            Start DateEnd DatePrice p.p.
            04/09/2025
            Guaranteed
            13/09/2025£3,085.00
            * 18/09/202527/09/2025£3,085.00
            • An epic coast to coast adventure – riding all the way from the Atlantic to the Med under your own steam
            • Cycling with the impressive back-drop of the Pyrenees by your side
            • Dining each evening on rustic Spanish mountain cuisine
            • The striking pink granite of the Parc Natural de Montserrat
            • Dramatic castles, forts and monasteries perched on every hilltop
            • Seeing Barcelona stretched out in front of you, with the sea beyond
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,175 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Tuscany - Pisa to Florence

            Self-Guided Leisure Cycling Holiday

            Start DateEnd DatePrice p.p.
            16/09/2025
            Guaranteed
            23/09/2025£1,175.00

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

            Season 1 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – £1485 17 – 30 Jun and 01 – 02 Sep

            2026 29 Mar – 26 Oct (excluding dates throughout July and August)

            Season 1 – £1365 29 Mar – 14 Jun and 09 Sep – 26 Oct

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

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

            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
            Self-Guided
            Self-Guided
            Slovenia

            Capital to Coast

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,075 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Capital to Coast

            Self-Guided Leisure Cycling 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.

            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 12 Apr – 11 Oct.

            Season 1 – £1075 12 Apr – 02 May and 05 Oct – 11 Oct

            Season 2 – £1155 03 May – 14 Aug and 20 Sep – 04 Oct

            Season 3 – £1215 15 Aug – 19 Sep

            Please note, we are generally not able to confirm any bookings for this tour made within 3 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.

            • Soaking up Slovenian culture in Ljubljana – one of Europe’s greenest capital cities
            • Discovering world-famous Slovenian caves
            • Relaxing on the beach in Muggia
            • Pedalling along the amazing Parenzana railway line
            • Marvelling at the breathtaking views of the Adriatic Coast
            • Exploring the enchanting Slovenian towns of Portoroz and Piran
            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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