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            Place to Place Journeys

            We found 84 Holidays in your search for:

            Destinations (72)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 84 Holidays in your search for:

            Select Order Order By
            Destinations (72)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            There’s something immensely satisfying about cycling from one place to another; that feeling of escaping, of setting off on a journey of discovery and adventure. Pedallin’ from coast to coast, through mountain valleys, or alongside rivers, we’ve got a selection of place to place journeys for riders of all fitness levels and experience. We’ll take care of the complex logistics that go with planning a place to place tour - crafting the best routes, finding quality accommodation, arranging luggage transfers and bike hire - so you can simply enjoy the ride.

            • All Cycling Holidays
            • Place To Place Journeys

            Page 9 of 9

            Select Order Order By
            Guided
            Guided
            Austria and Italy

            La Via Claudia

            Guided Leisure Bike Tour

            Duration

            8 days

            Prices from

            $3,240 P.P.
            View Reviews
            26
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            La Via Claudia

            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. 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.
            * 21/06/2025
            Fully Booked
            28/06/2025$3,240.00
            19/07/2025
            Fully Booked
            26/07/2025$3,240.00
            * 23/08/2025
            Contact Us
            30/08/2025$3,240.00
            • Waking up to beautiful views of the Zugspitze, Germany’s highest peak
            • Cycling beside the vivid blue waters of the River Inn
            • Absorbing the history of an ancient trade route by bike
            • Exploring Merano – The Jewel of South Tyrol
            • Winding your way through the lovely Vinschgau Valley
            • A post-ride, tasty gelato on the shores of Lake Garda
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Camino de Santiago

            Guided Leisure Bike Tour

            Duration

            7 days

            Prices from

            $2,575 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 4 : Active
            More Info BOOK NOW

            Camino de Santiago

            Guided Leisure Bike Tour

            Spain Special

            SAVE $125! Save $125 on our tour departing 24/08/2025. 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.
            * 22/06/2025
            Contact Us
            28/06/2025$2,575.00
            27/07/2025 E-Bike Departure
            Contact Us
            02/08/2025$2,575.00
            * 24/08/202530/08/2025$2,575.00
            • Experiencing the fun and camaraderie amongst pilgrims on this historical route
            • Relishing the challenge of the climb to the mountain-top village of O’Cebriero
            • Tasting fantastic, Galician seafood washed down with a crisp Albarino
            • Noticing the geography, culture and traditions change during our journey
            • Looking for yellow Camino arrows as we wind our way through forests
            • Arriving triumphantly in Santiago to claim our Compostela
            Photo Highlights Dates
            Guided
            Guided
            Spain

            Granada to Seville

            Guided Leisure Bike Tour

            Duration

            9 days

            Prices from

            $3,525 P.P.
            View Reviews
            3
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Granada to Seville

            Guided Leisure Bike Tour

            Spain Special

            SAVE $125! Save $125 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$3,525.00
            • 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
            Italy

            Tuscany to Rome

            Guided Electric Bike Tour

            Duration

            8 days

            Prices from

            $3,060 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Tuscany to Rome

            Guided Electric Bike Tour

            E-BIKE TOUR

            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$3,060.00
            • 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
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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
            Next

            News, Reviews & Stories

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            From Seville to Salzburg, these are our favourite cycling cities

            The lowdown on eMTB

            Find out more from our experts about our range of Electric Mountain Bike Holidays!

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