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            Cities and Culture

            We found 60 Holidays in your search for:

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

            2025

            2026

            2027

            Level of Support

            We found 60 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 5 of 6

            Select Order Order By
            Self-Guided
            Self-Guided
            Spain

            Cycleways of Catalonia

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,675 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Cycleways of Catalonia

            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.

            2025 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

            Season 1 – £1675 01 Mar – 10 Apr / 16 Sep – 31 Oct

            Season 2 – £1845 20 – 30 Apr / 05 May – 30 Jun / 01 – 15 Sep

            2026 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

            Season 1 – £1725 01 – 28 Mar / 16 Sep – 31 Oct

            Season 2 – £1895 06 Apr – 30 Jun / 01 – 15 Sep

            • Cycling around the Garrotxa volcanic zone
            • Following former railway tracks between Olot and the coast
            • Spending a free day in Girona with its magnificent cathedral
            • Enjoying tasty local fayre in Girona’s Lleo Market
            • Discovering Olot’s rich cultural heritage
            • Finishing your tour at the cool seaside town of San Feliu de Guíxols
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Cycleways of Catalonia

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

            £1,675 P.P.
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            Cycleways of Catalonia

            Self-Guided Family Cycling Holiday

            Child Discounts

            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 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

            Season 1 – £1675 01 Mar – 10 Apr / 16 Sep – 31 Oct

            Season 2 – £1845 20 – 30 Apr / 05 May – 30 Jun / 01 – 15 Sep

            2026 01 Mar – 31 Oct (excluding departures from 01 Jul – 31 August)

            Season 1 – £1725 01 – 28 Mar / 16 Sep – 31 Oct

            Season 2 – £1895 06 Apr – 30 Jun / 01 – 15 Sep

            We are able to offer a discount of 25% for all children (under the age of 18), when travelling with two fully-paying passengers.

            • Cycling around the Garrotxa volcanic zone
            • Following former railway tracks between Olot and the coast
            • Spending a free day in Girona with its magnificent cathedral
            • Enjoying tasty local fayre in Girona’s Lleo Market
            • Discovering Olot’s rich cultural heritage
            • Finishing your tour at the cool seaside town of San Feliu de Guíxols
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Girona and the Catalan Coast

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,395 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Girona and the Catalan Coast

            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.

            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 01 Mar – 16 Nov (excluding departures from 21 Jul – 31 August)

            Season 1 – £1395 01 Mar – 31 Mar / 01 Nov – 16 Nov

            Season 2 – £1495 01 Apr – 19 Jun / 01 Oct – 31 Oct

            Season 3 – £1695 20 Jun – 20 Jul / 01 – 30 Sep

            2026 01 Mar – 16 Nov (excluding departures from 21 Jul – 31 August)

            Season 1 – £1445 01 Mar – 31 Mar / 01 Nov – 16 Nov

            Season 2 – £1545 01 Apr – 19 Jun / 01 Oct – 31 Oct

            Season 3 – £1745 20 Jun – 20 Jul / 01 – 30 Sep

            • Pedal through the stunning landscapes of Empord�, Catalonia’s hidden gem
            • Ride through vineyards and discover the wine of this D.O. region
            • Immerse yourself in local culture with museums that explore everything from fishing and cork making to anchovies, an ancient flour factory, a marmalade paradise, and an olive oil mill
            • Marvel at the Dal� Museum, a surrealistic masterpiece
            • Grab a coffee, kick back by the sea, and soak in the sun for some well-deserved relaxation
            • Visit a local winery and sample their produce
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Girona Gravel Explorer

            Self-Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

            £1,245 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Girona Gravel Explorer

            Self-Guided Gravel Riding Holiday

            SAVE ON 2026 ESCAPES

            Save £75 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            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 01 Mar – 31 Oct – (excluding departures from 21 Jul – 31 August)

            Season 1 – £1245 01 Mar – 31 Mar and 01 Nov – 16 Nov

            Season 2 – £1345 01 Apr – 19 Jun and 01 Oct – 31 Oct

            Season 3 – £1445 20 Jun – 20 Jul / 01 – 30 Sep

            2026 01 Mar – 16 Nov (excluding departures from 21 Jul – 31 August)

            Season 1 – £1285 01 Mar – 31 Mar / 01 Nov – 16 Nov

            Season 2 – £1395 01 Apr – 19 Jun / 01 Oct – 31 Oct

            Season 3 – £1495 20 Jun – 20 Jul / 01 – 30 Sep

            SAVE ON 2026 ESCAPES

            Save £75 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            • Relax on gorgeous white sandy beaches, wander around ancient ruins, and meet with the friendly locals
            • Cycle off-road through ancient vineyards and olive groves, treating your taste buds to the amazing local food
            • Check out Salvador Dali’s art in his Theatre and Museum in Figueres
            • Cycling the best tracks around Girona, the heart of Gravel riding in Spain
            • Sip on the famous local wine of Emporda it’s got the international stamp of approval!
            Photo Highlights Dates
            Supported
            Supported
            France

            Versailles to Mont Saint-Michel

            Supported Leisure Cycling Holiday

            Duration

            10 days

            Prices from

            £2,835 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Versailles to Mont Saint-Michel

            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. 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.
            28/06/202607/07/2026£2,835.00
            31/07/202609/08/2026£2,835.00
            • Discovering the Palace of Versailles
            • Cycling well-signed routes across north-west France
            • Relaxing in the thermal spa town of Bagnoles de l‘Orne
            • Sampling delicious local ciders
            • Exploring prestigious French Chateaux
            • Marvelling at the world famous Mont Saint-Michel
            Photo Highlights Dates
            Guided
            Guided
            Japan

            Shimanami Kaido, Shikoku & Kyoto

            Guided Road Cycling Holiday

            Duration

            15 days

            Prices from

            £7,595 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Shimanami Kaido, Shikoku & Kyoto

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            22/10/2025
            Fully Booked
            05/11/2025£7,595.00
            09/05/202623/05/2026£7,795.00
            • Riding across the famous Shimanami Kaido cycling bridges
            • Traversing Shikoku’s quiet mountain roads and rolling coastline
            • Experiencing traditional Japanese cuisine, accommodations, and hospitality
            • Reaching Cape Ashizuri, the southernmost tip of Shikoku Island
            • Descending to the banks of the Shimanto River, one of Japan’s last unspoilt waterways
            • Passing through the magnificent Oboke and Koboke Gorges
            • Exploring Kyoto, Japan’s beautiful and historic cultural capital
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Andalucia - Costa de la Luz and Ancient Cadiz

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,425 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Andalucia - Costa de la Luz and Ancient Cadiz

            Self-Guided Leisure Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £75 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            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 01 Mar – 30 Nov (excluding dates from 11 – 19 Apr and 01 Jul to 13 Sep)

            Season 1 – £1425 – 01 Mar – 03 Apr / 15 Oct – 30 Nov

            Season 2 – £1610 – 04 – 10 Apr, 20 Apr – 30 Jun and 14 Sep – 14 Oct

            2026 01 Mar – 30 Nov (excluding dates from 29 Mar – 05 Apr and 01 Jul to 31 Aug)

            Season 1 – £1475 – 01 – 28 Mar / 15 Oct – 30 Nov

            Season 2 – £1665 – 06 Apr – 30 Jun / 01 Sep – 14 Oct

            SAVE ON 2026 ESCAPES

            Save £75 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            • Exploring the endless coastal trails surrounding Tarifa
            • Indulging in delicious, freshly-caught seafood in Sanlucar
            • Savouring a glass of sherry in a historic bodega within the Sherry Triangle
            • Immersing yourself in true Andalucian culture and enjoying a mesmerising Flamenco performance.
            • Riding along the peaceful, traffic-free EuroVelo routes.
            • Experiencing the lively, vibrant town of Tarifa, the gateway to two continents.
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Spain

            Andalucia - Costa de La Luz and Cadiz Discoverer

            Self-Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

            £1,360 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            Andalucia - Costa de La Luz and Cadiz Discoverer

            Self-Guided Gravel Riding Holiday

            SAVE ON 2026 ESCAPES

            Save £75 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            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 01 Mar – 30 Nov (excluding dates from 11 – 19 Apr and 01 Jul to 13 Sep)

            Season 1 – £1360 – 01 Mar – 03 Apr / 15 Oct – 30 Nov

            Season 2 – £1560 – 04 – 10 Apr, 20 Apr – 30 Jun and 14 Sep – 14 Oct

            2026 01 Mar – 30 Nov (excluding dates from 29 Mar – 05 Apr and 01 Jul to 31 Aug)

            Season 1 – £1395 – 01 – 28 Mar / 15 Oct – 30 Nov

            Season 2 – £1595 – 06 Apr – 30 Jun / 01 Sep – 14 Oct

            SAVE ON 2026 ESCAPES

            Save £75 on this holiday when you book before 31 October 2025. Enter promo code BN26 when you book and your discount will be applied after your booking is confirmed. Ts and Cs apply.

            • Enjoying Andalucia’s extensive network of non-technical, coastal gravel riding
            • Riding cyclepaths, 4×4 tracks, asphalt lanes, earthy singletrack and sandy trails
            • Experiencing vibrant Tarifa; The gateway to 2 continents
            • Discovering the coast of light’s wild and rugged coastline with huge expansive white sand beaches and traditional fishing villages
            • Indulging in delicious local seafood and local wines and sherries
            • Exploring the lanes of fun-loving Cadiz for the best tapas and flamenco
            • Savouring a glass of sherry in a historic bodega within the Sherry Triangle
            Photo Highlights Dates
            Guided
            Guided
            Italy

            NEW! Emilia-Romagna - The Food Valley

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,955 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            NEW! Emilia-Romagna - The Food Valley

            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. 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.
            30/05/202606/06/2026£1,955.00
            29/08/202605/09/2026£1,955.00
            • Riding along quiet roads and cycle paths through beautiful countryside
            • Sampling tasty slow-food produce on the Food Valley Bike route from Cremona to Parma
            • Tasting authentic Italian food in their towns of origin such as Parma Ham, Parmigiano Reggiano, Balsamic Vinegar, and Bolognese Ragù
            • Visiting the birthplace of the famous Italian composer Giuseppe Verdi
            • Exploring modern and bustling Modena
            • Taking in the vibrant university city of Bologna
            Photo Highlights Dates
            Guided
            Guided
            Spain

            NEW! Andalucia - Costa de La Luz and Cadiz Discoverer

            Guided Gravel Riding Holiday

            Duration

            8 days

            Prices from

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

            NEW! Andalucia - Costa de La Luz and Cadiz Discoverer

            Guided Gravel Riding Holiday

            Start DateEnd DatePrice p.p.
            14/03/202621/03/2026£2,195.00
            24/10/202631/10/2026£2,195.00
            • Enjoying Andalucia’s extensive network of non-technical, coastal gravel riding
            • Riding cyclepaths, 4×4 tracks, asphalt lanes, earthy singletrack and sandy trails
            • Experiencing vibrant Tarifa; The gateway to 2 continents
            • Discovering the coast of light’s wild and rugged coastline with huge expansive white sand beaches and traditional fishing villages
            • Indulging in delicious local seafood and local wines and sherries
            • Exploring the lanes of fun-loving Cadiz for the best tapas and flamenco
            • Savouring a glass of sherry in a historic bodega within the Sherry Triangle
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            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!
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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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            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
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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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