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      • NEW! Wales - Traws Eryri
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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 6 of 6

            Select Order Order By
            Guided
            Guided
            Spain

            NEW! Andalucia - Costa de la Luz and Ancient Cadiz

            Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £2,225 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            NEW! Andalucia - Costa de la Luz and Ancient Cadiz

            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.
            20/03/202627/03/2026£2,225.00
            17/10/202624/10/2026£2,225.00
            • 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 ourselves in true Andalucian culture and enjoying some Flamenco
            • 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

            Bilbao to San Sebastian

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

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

            Bilbao to San Sebastian

            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.

            Start DateEnd DatePrice p.p.
            13/06/202619/06/2026£1,675.00
            27/06/202603/07/2026£1,675.00
            05/09/2026
            Guaranteed
            11/09/2026£1,675.00

            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 01 Apr – 31 Oct (excluding dates from 01 – 31 Aug)

            Season 1 – £1595 01 – 11 Apr / 05 – 31 May / 1 – 31 Oct

            Season 2 – £1855 20 – 30 Apr / 01 Jun – 31 Jul / 01 – 11 Sep / 22 – 30 Sep

            2026 06 Apr – 31 Oct (excluding dates from 01 – 31 Aug and 11 – 20 Sep)

            Season 1 – £1645 06 – 29 Apr / 03 May – 11 Jun / 1 – 31 Oct

            Season 2 – £1915 30 Apr – 02 May / 12 Jun – 31 Jul / 01 – 10 Sep / 21 – 30 Sep

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

            • Visiting the world-class Guggenheim museum
            • Savouring fabulous Basque cuisine
            • Cycling through the beautiful Urdaibai natural park
            • Admiring the dramatic Atlantic coastline: Cliffs, beaches, estuaries and coves
            • Relaxing by the harbour of the picturesque fishing village of Lekeitio
            • Arriving in stunning San Sebastian and bar hopping in the Casco Viejo
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            Salzburg's Lake District

            Self-Guided Family Cycling Holiday

            Duration

            8 days

            Prices from

            £1,155 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2 : Gentle
            More Info BOOK NOW

            Salzburg's Lake District

            Self-Guided Family Cycling Holiday

            Child Discounts

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

            2026 04 Apr – 04 Oct

            Season 1 – £1155 04 Apr – 17 Apr / 26 Sep – 04 Oct

            Season 2 – £1255 18 Apr – 08 May / 12 Sep – 25 Sep

            Season 3 – £1325 09 May – 11 Sep

            The following kid’s discounts are available, off the land only price

            2026

            0 – 5: Free Place

            6 – 11: 45%

            12 – 14: 20%

            15 – 17: 10%

            Available when the child is sharing a room with 2 fully-paying passengers (dependent on availability).

            On nights 2 and 3 of the tour, we aren’t able to offer family rooms, this will always be 2 separate rooms, however we are still able to offer the above children’s discounts if sharing a family room for the rest of the tour.

            • Staying in beautiful Salzburg – the City of Mozart
            • Cycling along the River Salzach and through numerous nature reserves
            • Blue skies set against snowcapped peaks shimmering in the lake waters
            • Cycling on traffic-free and well maintained cycle paths
            • Taking a refreshing lake swim after a day in the saddle
            • Enjoying a game of miniature golf in Franking
            • Visiting the monastery at Mondsee, where the wedding scene in the Sound of Music was filmed
            Photo Highlights Dates
            Self-Guided
            Self-Guided
            Austria

            Salzburg's Lake District

            Self-Guided Leisure Cycling Holiday

            Duration

            8 days

            Prices from

            £1,155 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 2: Gentle
            More Info BOOK NOW

            Salzburg's Lake District

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

            2026 04 Apr – 04 Oct

            Season 1 – £1155 04 Apr – 17 Apr / 26 Sep – 04 Oct

            Season 2 – £1255 18 Apr – 08 May / 12 Sep – 25 Sep

            Season 3 – £1325 09 May – 11 Sep

            • Staying in beautiful Salzburg – the City of Mozart
            • Cycling along the River Salzach and through numerous nature reserves
            • Blue skies set against snowcapped peaks shimmering in the lake waters
            • Cycling on traffic-free and well maintained cycle paths
            • Taking a refreshing lake swim after a day in the saddle
            • Enjoying a game of miniature golf in Franking
            • Visiting the monastery at Mondsee, where the wedding scene in the Sound of Music was filmed
            Photo Highlights Dates
            Guided
            Guided
            Peru

            Sacred Valley of the Incas

            Guided Cycling Holiday

            Duration

            12 days

            Prices from

            £2,855 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW

            Sacred Valley of the Incas

            Guided Cycling Holiday

            SAVE ON 2026 ESCAPES

            Save £150 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

            Start DateEnd DatePrice p.p.
            * 06/06/2026
            Guaranteed
            17/06/2026£2,855.00
            * 15/08/202626/08/2026£2,855.00
            * 19/09/202630/09/2026£2,855.00
            05/06/202716/06/2027£2,995.00
            14/08/202725/08/2027£2,995.00
            18/09/202729/09/2027£2,995.00
            • Amazing biking and a day of hiking the Inca Trail
            • The imposing Inca ruins of the Sacred Valley
            • Shopping for bargains at Pisac’s artisan market
            • Machu Picchu – One of the Wonders of the World
            • The world’s best Pisco sours and ceviche!
            • Colourful Cusco and the unspoiled Lares Valley
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Roads of Ronda

            Guided Road Cycling Holiday

            Duration

            7 days

            Prices from

            £2,095 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Roads of Ronda

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            09/11/2025
            Last Spaces
            15/11/2025£2,095.00
            08/03/202614/03/2026£2,195.00
            08/11/202614/11/2026£2,195.00
            • 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
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (6 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            7 days

            Prices from

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

            Coast and Castles (6 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.
            20/05/202626/05/2026£995.00
            10/06/202616/06/2026£995.00
            08/07/202614/07/2026£995.00
            19/08/202625/08/2026£995.00

            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 £1245 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 Cycling Holiday

            Duration

            6 days

            Prices from

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

            Coast and Castles

            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.
            03/06/202608/06/2026£1,095.00
            23/09/202628/09/2026£1,095.00
            • Following the Tyne past the dramatic Tynemouth Priory
            • Cycling past the pristine dunes and sandy beaches at Druridge Bay
            • Stunning vistas as we approach imposing Bamburgh Castle
            • The rugged beauty of the Scottish Borders
            • Glimpsing Edinburgh as we cycle from the Moorfoot Hills
            • Enjoying an overnight stay in Scotland’s legendary capital
            Photo Highlights Dates
            Guided
            Guided
            Portugal

            Atlantic Escape

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £2,795 P.P.
            View Reviews
            9
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Atlantic Escape

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            01/11/2025
            Guaranteed
            10/11/2025£2,795.00
            25/04/202604/05/2026£2,895.00
            31/10/202609/11/2026£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
            Self-Guided
            Self-Guided
            United Kingdom

            Coast and Castles (4 days cycling)

            Self-Guided Leisure Cycling Holiday

            Duration

            5 days

            Prices from

            £755 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.
            22/05/202626/05/2026£755.00
            12/06/202616/06/2026£755.00
            10/07/202614/07/2026£755.00
            21/08/202625/08/2026£755.00

            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 £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
            • Previous page
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            • 3
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            • 6

            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
            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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