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            Guaranteed Departures

            We found 6 Guaranteed Departures in your search

            Destinations
            Departure Month

            2025

            2026

            Types Of Cycling

            All Cycling Leisure Cycling Mountain Biking Road Cycling Family Cycling Cycling Adventures Gravel Riding

            We found 6 Guaranteed Departures in your search

            Select Order Order By
            Destinations
            Departure Month

            2025

            2026

            What are ‘Guaranteed Departures’? Our group trips need a minimum number of riders before we can give things the go ahead. Our Guaranteed Departures are trips which have already reached that minimum, meaning you can place a booking and start looking forward to your trip straight away. Browse all upcoming Guaranteed Departures below and click on the ‘Dates’ tab to see all available tour dates for a particular holiday. If the group tour you are looking at is not yet guaranteed, then you can still make a booking and chat to our sales team about how many more riders are needed before it becomes guaranteed.

            Select Order Order By
            Guided

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Guided
            Scotland

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Start

            03/05/2026

            Duration

            7 days

            Prices from

            £2,555 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            SAVE ON 2026 ESCAPES

            Save £100 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 available

            Start DatePrice p.p.
            * 03/05/2026£2,555.00
            * 24/05/2026£2,555.00
            * 31/05/2026£2,555.00
            * 21/06/2026£2,555.00
            * 05/07/2026£2,555.00
            * 26/07/2026£2,555.00
            * 16/08/2026£2,555.00
            * 30/08/2026£2,555.00

            Highlighted trips are already guaranteed

            • Riding along the Golden Road
            • Miles and miles of picture-perfect white sand beaches
            • Enjoying a wee dram from the Distillery at Tarbert
            • Seeing the traditional weaving of Harris Tweed
            • Views of Luskentyre Beach over a delicious picnic lunch
            • Visiting the Blackhouse Village at Gearrannan
            • The awe inspiring Callanish Standing Stones
            Photo Highlights Dates
            Guided

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Guided
            Scotland

            Scotland - The Caledonia Way

            Guided Leisure Cycling Holiday

            Start

            17/05/2026

            Duration

            8 days

            Prices from

            £2,025 P.P.
            1
            2
            3
            4
            5
            Grade 4: Active
            More Info BOOK NOW

            SAVE ON 2026 ESCAPES

            Save £100 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 DatePrice p.p.
            * 17/05/2026£2,025.00
            * 28/06/2026£2,025.00
            * 26/07/2026£2,025.00
            * 06/09/2026£2,025.00

            Highlighted trips are already guaranteed

            • Marvelling at the beauty of Kilmartin Glen and its ancient monuments
            • Enjoying traffic-free Caledonia Way cycleways and lovely canal side routes
            • Checking out Ben Nevis and The Grampians from Loch Linhe
            • Fort Augustus and taking on the legendary ascent of Glendoe
            • Exploring Knapdale – One of Scotland’s National Scenic Areas
            • Cycling to Scotland’s best-loved towns including Fort William and Fort Augustus
            Photo Highlights Dates
            Supported

            Way of the Roses

            Supported Leisure Cycling Holiday

            Supported
            United Kingdom

            Way of the Roses

            Supported Leisure Cycling Holiday

            Start

            17/05/2026

            Duration

            6 days

            Prices from

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

            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.

            Start DatePrice p.p.
            17/05/2026£1,095.00
            14/06/2026£1,095.00
            30/08/2026£1,095.00
            20/09/2026£1,095.00

            Highlighted trips are already guaranteed

            • Posing at Eric Morecambe’s statue on Morecambe seafront
            • Cycling through the Forest of Bowland & Yorkshire Dales
            • Superb local ales and tasty food every night
            • York – flat cycling, big Minster
            • The chalky rolling hills, with big country views of the Wolds
            • Fish & chips on Bridlington’s waterfront to celebrate your ride!
            Photo Highlights Dates
            Guided

            Cotswolds - Bourton-on-the-Water

            Guided Leisure Cycling Holiday

            Guided
            United Kingdom

            Cotswolds - Bourton-on-the-Water

            Guided Leisure Cycling Holiday

            Start

            15/06/2026

            Duration

            5 days

            Prices from

            £1,145 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            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.

            Start DatePrice p.p.
            13/04/2026£1,145.00
            15/06/2026£1,195.00
            24/08/2026£1,195.00

            Highlighted trips are already guaranteed

            • Staying at Harrington House, a comfortable HF Country House in the centre of picturesque Bourton-on-the-Water
            • Three days guided cycling with an experienced leader
            • Enjoying leisurely rides through beautiful rolling countryside
            • Visiting the famous Cotswold market town of Stow-on-the-Wold
            • Visiting the historic village of Bibury, famous for its stone cottages which once housed weavers
            • Cycling through beautiful chocolate box villages
            Photo Highlights Dates
            Guided

            Land's End to John O'Groats Explorer

            Guided Electric Bike Holiday

            Guided
            United Kingdom

            Land's End to John O'Groats Explorer

            Guided Electric Bike Holiday

            Start

            20/06/2026

            Duration

            22 days

            Prices from

            £4,895 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            More Info BOOK NOW

            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 DatePrice p.p.
            18/04/2026£4,895.00
            20/06/2026£4,895.00
            01/08/2026£4,895.00

            Highlighted trips are already guaranteed

            • 3 countries in 19 days of riding
            • 1,000 miles of Britain at its best – Riding an e-bike the length of Britain from toe to tip and declaring yourself an ‘End to Ender’
            • Cornish pasties to haggis and everything in between
            • Experiencing the regional changes in tradition, culture and accents as you progress from county to county
            • Enjoying spectacular scenery from Cheddar Gorge to the Cairngorms
            Photo Highlights Dates
            Bike and Boat

            Venetian Waterways (Venice to Mantova)

            Bike and Barge holiday

            Bike and Boat
            Italy

            Venetian Waterways (Venice to Mantova)

            Bike and Barge holiday

            Start

            12/09/2026

            Duration

            8 days

            Prices from

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

            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 DatePrice p.p.
            18/10/2025 Vita Pugna£1,745.00
            25/10/2025 Ave Maria£2,225.00
            28/03/2026 Ave Maria£1,395.00
            04/04/2026 Vita Pugna£1,755.00
            11/04/2026 Ave Maria£2,225.00
            18/04/2026 Vita Pugna£1,755.00
            25/04/2026 Ave Maria£2,225.00
            02/05/2026 Vita Pugna£1,885.00
            09/05/2026 Ave Maria£2,455.00
            16/05/2026 Vita Pugna£1,885.00
            23/05/2026 Ave Maria£2,455.00
            30/05/2026 Vita Pugna£1,755.00
            06/06/2026 Ave Maria£2,225.00
            13/06/2026 Vita Pugna£1,755.00
            20/06/2026 Ave Maria£2,225.00
            27/06/2026 Vita Pugna£1,635.00
            04/07/2026 Ave Maria£1,855.00
            11/07/2026 Vita Pugna£1,635.00
            18/07/2026 Ave Maria£1,855.00
            25/07/2026 Vita Pugna£1,635.00
            01/08/2026 Ave Maria£1,855.00
            08/08/2026 Vita Pugna£1,635.00
            15/08/2026 Ave Maria£1,855.00
            22/08/2026 Vita Pugna£1,635.00
            29/08/2026 Ave Maria£2,595.00
            05/09/2026 Vita Pugna£1,995.00
            12/09/2026 Ave Maria£2,595.00
            19/09/2026 Vita Pugna£1,995.00
            26/09/2026 Ave Maria£2,595.00
            03/10/2026 Vita Pugna£1,995.00
            10/10/2026 Ave Maria£2,595.00
            17/10/2026 Vita Pugna£1,755.00
            24/10/2026 Ave Maria£2,225.00

            Highlighted trips are already guaranteed

            • Cycling through some of Northern Italy’s most enticing cities
            • Staying on board the modern, bright and spacious Ave Maria or the traditional Vita Pugna
            • Exploring the beautiful city of Venice
            • Riding alongside the River Po, the longest river in Italy
            • Experiencing the Po Delta, one of Europe’s largest wetlands
            • Spending the day discovering Mantova
            Photo Highlights Dates

            Useful Holiday Information

            How to plan
            a cycling
            holiday
            Join a group
            or go
            self-guided?
            Choosing Your
            Cycling Holiday Grade
            Guaranteed
            Small Group
            Departures
            What our
            holidays
            include
            Frequently
            Asked
            Questions
            Quote
            The services provided by Saddle Skedaddle were excellent from the initial queries, through to the booking of the holiday, and the holiday itself.
            Bruce, The Azores - Islands and Volcanoes
            Quote
            The guides and other group members really made the holiday enjoyable. Our guide was friendly, professional and knowledgeable.
            Elaine, Italy - Via Francigena (Tuscany to Rome)
            Quote
            We had the most amazing holiday. Slovenia was stunning and we kept stopping to take photos as round every bend was another fabulous view.
            Wendy, Slovenia - Highlights of Lake Bled
            Quote
            Couldn't fault the pre-trip information, the helpful staff on the telephone and the accurate description of what to expect.
            Jean, Holland - The Tulip Tour
            Quote
            Everything about the holiday was superb, from the initial contact with Skedaddle through to the very end of the trip. Excellent personal service.
            Jane, UK - Coast to Coast
            Quote
            It was first class from start to finish. Logistics and support including from our local rep were flawless, and accommodation and dining were truly fantastic.
            Robert, Portugal - Port and Wine
            Next

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