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            Guaranteed Departures

            We found 25 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 25 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.

            Page 1 of 3

            Select Order Order By
            Guided

            Cotswolds - Bourton-on-the-Water

            Guided Leisure Cycling Holiday

            Guided
            United Kingdom

            Cotswolds - Bourton-on-the-Water

            Guided Leisure Cycling Holiday

            Start

            16/06/2025

            Duration

            5 days

            Prices from

            £1,095 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.
            16/06/2025£1,095.00

            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
            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

            21/06/2025

            Duration

            8 days

            Prices from

            £1,625 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.
            21/06/2025 Ave Maria£2,225.00
            28/06/2025 Vita Pugna£1,625.00
            05/07/2025 Ave Maria£2,025.00
            12/07/2025 Vita Pugna£1,625.00
            19/07/2025 Ave Maria£2,025.00
            26/07/2025 Vita Pugna£1,625.00
            02/08/2025 Ave Maria£2,025.00
            09/08/2025 Vita Pugna£1,625.00
            16/08/2025 Ave Maria£2,025.00
            23/08/2025 Vita Pugna£1,885.00
            30/08/2025 Ave Maria£2,425.00
            06/09/2025 Vita Pugna£1,885.00
            13/09/2025 Ave Maria£2,425.00
            20/09/2025 Vita Pugna£1,885.00
            27/09/2025 Ave Maria£2,425.00
            04/10/2025 Vita Pugna£1,885.00
            11/10/2025 Ave Maria£2,425.00
            18/10/2025 Vita Pugna£1,745.00
            25/10/2025 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
            Guided

            NEW! Land's End to John O'Groats Explorer

            Guided Electric Bike Holiday

            Guided
            United Kingdom

            NEW! Land's End to John O'Groats Explorer

            Guided Electric Bike Holiday

            Start

            21/06/2025

            Duration

            22 days

            Prices from

            £4,845 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.
            * 21/06/2025£4,845.00
            18/04/2026£5,095.00
            20/06/2026£5,095.00

            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
            Supported

            Azure Ocean Ride

            Supported Leisure Cycling Holiday

            Supported
            Portugal

            Azure Ocean Ride

            Supported Leisure Cycling Holiday

            Start

            21/06/2025

            Duration

            8 days

            Prices from

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

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DatePrice p.p.
            21/06/2025£1,895.00
            23/08/2025£1,895.00
            04/10/2025 E-Bike Departure£1,895.00
            21/03/2026£1,995.00
            20/06/2026£1,995.00
            25/07/2026£1,995.00
            03/10/2026£1,995.00

            Highlighted trips are already guaranteed

            • Discovering Portugal’s most beautiful beaches
            • Cycling alongside the Ria de Aviero, a 40km stretch of blue lagoon
            • Helping the fishermen with their catch in Praia da Vieira
            • Enjoying the views of the western shoreline from the Sitio viewpoint
            • Exploring the historical, castle walled village of Óbidos
            • Staying in beautiful Vimeiro
            Photo Highlights Dates
            Supported

            Way of the Roses

            Supported Leisure Cycling Holiday

            Supported
            United Kingdom

            Way of the Roses

            Supported Leisure Cycling Holiday

            Start

            22/06/2025

            Duration

            6 days

            Prices from

            £1,035 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.
            22/06/2025£1,035.00
            07/09/2025£1,035.00
            26/09/2025£1,035.00
            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

            Northumberland - Alnmouth

            Guided Leisure Cycling Holiday

            Guided
            United Kingdom

            Northumberland - Alnmouth

            Guided Leisure Cycling Holiday

            Start

            07/07/2025

            Duration

            5 days

            Prices from

            £1,095 P.P.
            1
            2
            3
            4
            5
            Grade 2: 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. 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 DatePrice p.p.
            * 07/07/2025£1,095.00

            Highlighted trips are already guaranteed

            • Stay at Nether Grange, Alnmouth – a comfortable HF Country House a stone’s throw from the beach
            • Ride along the beautiful Northumberland coast to Craster harbour
            • Explore the peaceful country roads of Northumberland and the market town of Alnwick
            • Visit the priory on Holy Island (depending on tides) and take in the majesty of Warkworth Castle
            • Admire the mighty fortifications of Alnwick, Bamburgh and Dunstanburgh castles
            • Explore part of the Coast and Castles route that runs from Newcastle to Edinburgh
            Photo Highlights Dates
            Guided

            Lake District - Derwent Water

            Guided Leisure Cycling Holiday

            Guided
            United Kingdom

            Lake District - Derwent Water

            Guided Leisure Cycling Holiday

            Start

            14/07/2025

            Duration

            5 days

            Prices from

            £1,045 P.P.
            1
            2
            3
            4
            5
            Grade 2-3: Gentle/Moderate
            More Info BOOK NOW

            OPTIONAL E-BIKE DEPARTURES

            We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.

            Start DatePrice p.p.
            * 14/07/2025£1,045.00
            22/09/2025 E-Bike Departure£1,045.00

            Highlighted trips are already guaranteed

            • Stay at Derwent Bank, Keswick – a comfortable HF Country House sitting directly on the banks of Derwent Water
            • Spin your legs gently along country lanes or challenge them as you climb up towards some Lakeland fells
            • Admire the vista across the lake to Skiddaw and Blencathra
            • Treat yourself to delicious cake pit-stops in charming local cafés
            • Let the lovely Lakeland landscapes inspire your daily cycling
            • Visit Castlerigg Stone Circle – an ancient monument built around 3000 BC
            Photo Highlights Dates
            Supported

            Coast and Castles

            Supported Leisure Cycling Holiday

            Supported
            United Kingdom

            Coast and Castles

            Supported Leisure Cycling Holiday

            Start

            16/07/2025

            Duration

            5 days

            Prices from

            £885 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            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. 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.
            * 16/07/2025£885.00
            03/09/2025£885.00
            03/06/2026£925.00
            05/08/2026£925.00

            Highlighted trips are already guaranteed

            • 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
            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

            19/07/2025

            Duration

            8 days

            Prices from

            £1,625 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.
            21/06/2025 Ave Maria£2,225.00
            28/06/2025 Vita Pugna£1,625.00
            05/07/2025 Ave Maria£2,025.00
            12/07/2025 Vita Pugna£1,625.00
            19/07/2025 Ave Maria£2,025.00
            26/07/2025 Vita Pugna£1,625.00
            02/08/2025 Ave Maria£2,025.00
            09/08/2025 Vita Pugna£1,625.00
            16/08/2025 Ave Maria£2,025.00
            23/08/2025 Vita Pugna£1,885.00
            30/08/2025 Ave Maria£2,425.00
            06/09/2025 Vita Pugna£1,885.00
            13/09/2025 Ave Maria£2,425.00
            20/09/2025 Vita Pugna£1,885.00
            27/09/2025 Ave Maria£2,425.00
            04/10/2025 Vita Pugna£1,885.00
            11/10/2025 Ave Maria£2,425.00
            18/10/2025 Vita Pugna£1,745.00
            25/10/2025 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
            Guided

            NEW! Suffolk - Wolf Way

            Guided Leisure Cycling Holiday

            Guided
            United Kingdom

            NEW! Suffolk - Wolf Way

            Guided Leisure Cycling Holiday

            Start

            19/07/2025

            Duration

            8 days

            Prices from

            £1,695 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            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. 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.
            19/07/2025£1,695.00
            06/09/2025£1,695.00
            19/04/2026£1,785.00
            31/05/2026£1,785.00
            12/07/2026£1,785.00
            13/09/2026£1,785.00

            Highlighted trips are already guaranteed

            • Enjoying a variety of trails, from bridleways to quiet roads
            • Exploring some of the earliest Neolithic settlements in Europe
            • Discovering the Roman cities of Ipswich and Dunwich
            • Discovering Bury St Edmunds Abbey, the burial place of King Edmund
            • Reaching the most easterly location in the British Isles: Ness Point in Lowestoft
            • Visiting Sutton Hoo, the Anglo-Saxon burial ground and ship
            • Pedalling along the breathtaking Suffolk coastline
            Photo Highlights Dates
            Guided

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Guided
            United Kingdom

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Start

            20/07/2025

            Duration

            7 days

            Prices from

            £2,425 P.P.
            1
            2
            3
            4
            5
            Grade 3-4 : Moderate/Active
            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. 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.
            15/06/2025£2,425.00
            * 13/07/2025£2,425.00
            20/07/2025£2,425.00
            10/08/2025£2,425.00
            * 31/08/2025£2,425.00
            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 at 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

            Norfolk - Rebellion Way

            Guided Leisure Cycling Holiday

            Guided
            United Kingdom

            Norfolk - Rebellion Way

            Guided Leisure Cycling Holiday

            Start

            27/07/2025

            Duration

            7 days

            Prices from

            £1,595 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. 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.
            * 27/07/2025£1,595.00
            21/09/2025£1,595.00
            26/04/2026£1,675.00
            05/07/2026£1,675.00
            09/08/2026£1,675.00
            06/09/2026£1,675.00

            Highlighted trips are already guaranteed

            • Coastal cycling, beach houses and British seaside sights
            • Majestic manor houses and villages full of character and charm
            • Varied terrain from rolling country lanes to wooded ways
            • Tales of Boudicca and rebellions
            • Delightful Diss and stunning Holkham Hall
            • Miles of gentle pedalling through the Norfolk Broads
            • Posing with Captain Mainwaring in Thetford
            Photo Highlights Dates
            • 1
            • 2
            • 3
            • Next page

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