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            Cities and Culture

            We found 58 Holidays in your search for:

            Destinations (72)
            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 (72)
            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 tour that’s just right for you.

            • All Cycling Holidays
            • Cities and Culture

            Page 6 of 6

            Select Order Order By
            Guided
            Guided
            Spain

            Roads of Ronda

            Guided Road Bike Tour

            Duration

            7 days

            Prices from

            $2,845 P.P.
            View Reviews
            7
            1
            2
            3
            4
            5
            Grade 3: Moderate
            More Info BOOK NOW

            Roads of Ronda

            Guided Road Bike Tour

            Spain Special

            SAVE $125! Save $125 on our tour departing 09/11/2025. 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.
            * 09/11/202515/11/2025$2,845.00
            • Staying in the quintessentially Spanish town of Old Ronda
            • Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
            • Climbing the 1,200m up ‘The Colossus’
            • The seemingly never-ending descent down to the fine sands of Estepona
            • Taking a refreshing post ride dip in the Med
            • Tasty tapas and sunset sangrias
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Ruta de la Plata - Seville to Santiago

            Guided Gravel Riding Tour

            Duration

            16 days

            Prices from

            $5,965 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Chellenging
            More Info BOOK NOW

            Ruta de la Plata - Seville to Santiago

            Guided Gravel Riding Tour

            Spain Special

            SAVE $125! Save $125 on our tour departing 05/10/2025. 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.
            * 05/10/202520/10/2025$5,965.00
            • Biking through 4 diverse regions and 7 provinces of Spain
            • Delicious, regional cuisine
            • Sampling a diverse range of trails and paths
            • Exploring historic Roman roads and viaducts
            • 1,000km of challenging linear riding through ever changing landscapes
            • Crossing high passes and endless thrilling descents
            • Arriving in the beautiful Santiago de Compostela at the end of our journey
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Italy

            Emilia-Romagna - The Food Valley

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,030 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            Emilia-Romagna - The Food Valley

            Self-Guided Leisure Bike Tour

            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. 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 – $2030 24 Mar – 16 Jun and 03 Sep – 29 Oct

            Season 2 – $2235 17 Jun – 30 Jun and 01 – 02 Sep

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

            Season 1 – $2140 29 Mar – 14 Jun and 09 Sep – 26 Oct

            Season 2 – $2355 15 Jun – 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.

            • Gently cycling on 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 hometown of the famous Italian composer Giuseppe Verdi
            • Exploring modern and bustling Modena
            • Taking in the vibrant university city of Bologna
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $1,285 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/ Moderate
            More Info BOOK NOW

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Bike Tour

            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.
            18/06/2025
            Guaranteed
            24/06/2025$1,285.00
            30/07/2025
            Guaranteed
            05/08/2025$1,285.00
            27/08/202502/09/2025$1,285.00

            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:

            2025 $1610 per person

            2026 $1690 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
            Supported
            Supported
            United Kingdom

            Coast and Castles

            Supported Leisure Bike Tour

            Duration

            5 days

            Prices from

            $1,205 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Coast and Castles

            Supported Leisure Bike Tour

            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.
            * 16/07/2025
            Last Spaces
            20/07/2025$1,205.00
            03/09/2025
            Guaranteed
            07/09/2025$1,205.00
            03/06/202607/06/2026$1,255.00
            05/08/202609/08/2026$1,255.00
            • Following the Tyne past the dramatic Tynemouth Priory
            • Cycling past the pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as you approach imposing Bamburgh Castle
            • Glimpsing Edinburgh as you cycle from the Moorfoot Hills
            • The rugged beauty of the Scottish Borders
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (4 days cycling)

            Self-Guided Leisure Bike Tour

            Duration

            5 days

            Prices from

            $945 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            Coast and Castles (4 days cycling)

            Self-Guided Leisure Bike Tour

            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.
            20/06/2025
            Guaranteed
            24/06/2025$945.00
            01/08/202505/08/2025$945.00
            29/08/2025
            Guaranteed
            02/09/2025$945.00

            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:

            2025 $1270 per person

            2026 $1340 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
            France

            Chateaux of the Loire

            Self-Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $2,165 P.P.
            View Reviews
            5
            1
            2
            3
            4
            5
            Grade 1-2 : Easy/Gentle
            More Info BOOK NOW

            Chateaux of the Loire

            Self-Guided Leisure Bike Tour

            E-BIKE HIRE AVAILABLE

            This tour is well-suited to both normal 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.

            Departures available from 13 Apr – 14 Oct

            2025

            Wednesday departures – $2165

            Daily departures (excl. Wednesdays) – $2260

            2026

            Wednesday departures – $2260

            Daily departures (excl. Wednesdays) – $2355

            • Visiting a selection of the region’s most interesting chateaux; including Villandry and Azay-le-Rideau
            • Enjoying fine local produce and local red, white and sparkling wines
            • Following relaxed routes, along quiet country lanes and traffic-free paths
            • Learning about the Loire Valley’s rich history
            • Meandering through quaint, picturesque villages
            • Cooling off in the hotel pool after a day out on your bikes
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            France

            Chateaux of the Loire

            Self-Guided Family Bike Tour

            Duration

            8 days

            Prices from

            $2,165 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 1 - 2 : Easy/Gentle
            More Info BOOK NOW

            Chateaux of the Loire

            Self-Guided Family Bike Tour

            Departures available from 13 Apr – 14 Oct

            2025

            Wednesday departures – $2165

            Daily departures (excl. Wednesdays) – $2260

            2026

            Wednesday departures – $2260

            Daily departures (excl. Wednesdays) – $2355

            We may be able to offer children’s discounts for those interested in sharing a family room – please let us know if you’d like us to look into this option for you.

            • Visiting a selection of the region’s most interesting chateaux; including Villandry and Azay-le-Rideau
            • Enjoying fine local produce and local red, white and sparkling wines
            • Following relaxed routes, along quiet country lanes and traffic-free paths
            • Learning about the Loire Valley’s rich history
            • Meandering through quaint, picturesque villages
            • Cooling off in the hotel pool after a day out on your bikes
            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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