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            Guaranteed Departures

            We found 104 Guaranteed Departures in your search

            Destinations
            Departure Month

            2026

            2027

            Types Of Cycling

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

            We found 104 Guaranteed Departures in your search

            Select Order Order By
            Destinations
            Departure Month

            2026

            2027

            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 2 of 9

            Select Order Order By
            Guided

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Guided
            Scotland

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Start

            24/05/2026

            Duration

            7 days

            Prices from

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

            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.
            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
            02/05/2027£2,635.00
            23/05/2027£2,635.00
            06/06/2027£2,635.00
            27/06/2027£2,635.00
            08/08/2027£2,635.00
            29/08/2027£2,635.00
            12/09/2027£2,635.00

            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

            Pyrenees All Mountain Traverse

            Guided Mountain Bike Holiday

            Guided
            Spain

            Pyrenees All Mountain Traverse

            Guided Mountain Bike Holiday

            Start

            26/05/2026

            Duration

            8 days

            Prices from

            £2,465 P.P.
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            OPTIONAL E-MTB DEPARTURES

            We offer this holiday with an e-MTB only departure as well as regular trips where you can choose a normal bike or a pedal assist e-MTB hire. Boost your riding off the beaten track! Our e-MTB only departures offer experienced riders the chance to enjoy a phenomenal e-mountain biking adventure with Skedaddle. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. You may choose to hire an e-MTB on a regular tour date for this holiday but bear in mind that the pace will be set to riders without an e-bike. 

            Start DatePrice p.p.
            26/05/2026£2,465.00
            01/10/2026 E-Bike Departure£2,465.00

            Highlighted trips are already guaranteed

            • Oh, just sweet, sweet singletrack everywhere
            • The full traverse of the stunning Tena valley
            • Riding ancient singletrack steeped with history and heritage
            • Exploring the untouched Spanish Pyrenees
            • Enjoying tasty local cuisine with a glass of Somantano Red
            • Taking on el Classico from San Andreas hermitage
            Photo Highlights Dates
            Guided

            NEW! Emilia-Romagna - The Food Valley

            Guided Leisure Cycling Holiday

            Guided
            Italy

            NEW! Emilia-Romagna - The Food Valley

            Guided Leisure Cycling Holiday

            Start

            30/05/2026

            Duration

            8 days

            Prices from

            £1,995 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.
            30/05/2026£1,995.00
            29/08/2026£1,995.00

            Highlighted trips are already guaranteed

            • Riding along 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 Busseto and Roncole, where the famous Italian composer Giuseppe Verdi was born
            • Exploring modern and bustling Modena
            • Taking in the vibrant university city of Bologna
            Photo Highlights Dates
            Guided

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Guided
            Scotland

            Scotland - Hebridean Way

            Guided Leisure Cycling Holiday

            Start

            31/05/2026

            Duration

            7 days

            Prices from

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

            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.
            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
            02/05/2027£2,635.00
            23/05/2027£2,635.00
            06/06/2027£2,635.00
            27/06/2027£2,635.00
            08/08/2027£2,635.00
            29/08/2027£2,635.00
            12/09/2027£2,635.00

            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

            Pyrenees Fitness Week (Grade 2-3)

            Guided Road Cycling Holiday

            Guided
            France

            Pyrenees Fitness Week (Grade 2-3)

            Guided Road Cycling Holiday

            Start

            31/05/2026

            Duration

            8 days

            Prices from

            £1,495 P.P.
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW
            Start DatePrice p.p.
            17/05/2026£1,495.00
            31/05/2026£1,495.00
            06/09/2026£1,495.00
            17/10/2026£1,495.00

            Highlighted trips are already guaranteed

            • Spending your week in a period 16th century French house
            • Training on many of the climbs often used in Le Tour de France
            • Personalised training regime to suit your individual requirements by a ABCC qualified coach
            • Cycling through traffic-free rolling countryside, experiencing the beauty and tranquillity of rural France
            • Coming back to a home-cooked feast every evening, freshly prepared by your coach’s wife, Toni.
            • Sampling the delicious local wines of the region
            Photo Highlights Dates
            Guided

            Coniston and the Central Lakes

            Guided Electric Bike Holiday

            Guided
            United Kingdom

            Coniston and the Central Lakes

            Guided Electric Bike Holiday

            Start

            01/06/2026

            Duration

            5 days

            Prices from

            £1,195 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            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.
            01/06/2026£1,195.00
            31/08/2026£1,195.00

            Highlighted trips are already guaranteed

            • Staying at HF House, Monk Coniston, set amidst breathtaking scenery in the heart of the Central Lake District
            • Exploring the Lake District on e-bikes, enjoying a relaxed pace and an extra boost over the hills
            • Taking in amazing open views over Coniston Water and Windermere
            • Visiting the typically quaint Cumbrian villages of Elterwater, Grasmere and Hawkshead
            • Sampling Grasmere’s famous gingerbread
            • Enjoying a pint of Coniston Bluebird after a rewarding day of riding
            • Passing by Hill Top, the 17th century home of Beatrix Potter
            Photo Highlights Dates
            Supported

            Coast and Castles

            Supported Leisure Cycling Holiday

            Supported
            United Kingdom

            Coast and Castles

            Supported Leisure Cycling Holiday

            Start

            03/06/2026

            Duration

            6 days

            Prices from

            £1,095 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.
            03/06/2026£1,095.00
            23/09/2026£1,095.00

            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 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

            Sacred Valley of the Incas

            Guided Cycling Holiday

            Guided
            Peru

            Sacred Valley of the Incas

            Guided Cycling Holiday

            Start

            06/06/2026

            Duration

            12 days

            Prices from

            £2,895 P.P.
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW
            Start DatePrice p.p.
            06/06/2026£2,895.00
            15/08/2026£2,895.00
            19/09/2026£2,895.00
            05/06/2027£3,035.00
            14/08/2027£3,035.00
            18/09/2027£3,035.00

            Highlighted trips are already guaranteed

            • 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

            Prague to Venice

            Guided Road Cycling Holiday

            Guided
            Czech Republic, Austria, Slovenia & Italy

            Prague to Venice

            Guided Road Cycling Holiday

            Start

            06/06/2026

            Duration

            21 days

            Prices from

            £5,775 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW
            Start DatePrice p.p.
            06/06/2026£5,775.00
            04/07/2026£5,775.00
            01/08/2026£5,775.00
            05/06/2027£6,195.00
            03/07/2027£6,195.00
            31/07/2027£6,195.00

            Highlighted trips are already guaranteed

            • A journey from Central Europe to the Mediterranean through four European countries
            • Visit the vibrant capitals of Prague, Vienna and Ljubljana
            • Learn about the historical Central European regions of Bohemia and Styria
            • Explore the UNESCO World Heritage sites of Prague, Cesky Krumlov, Vienna, Graz, and Venice
            • Have a well deserved end-of-ride pilsner seated in the village square of a little Bohemian village
            • Enjoy quiet countryside roads with sweeping views all the way from Prague to Venice
            • Staying in quality accommodation, with warm traditional hospitality
            • Feast on the traditional dishes, desserts and drinks of the Czech, Austrian and Slovenian cuisine.
            Photo Highlights Dates
            Guided

            Haute Dordogne

            Guided Road Cycling Holiday

            Guided
            France

            Haute Dordogne

            Guided Road Cycling Holiday

            Start

            06/06/2026

            Duration

            8 days

            Prices from

            £2,495 P.P.
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle to Moderate
            More Info BOOK NOW
            Start DatePrice p.p.
            06/06/2026£2,495.00
            05/09/2026£2,495.00

            Highlighted trips are already guaranteed

            • Sampling a glass of red in Cahors – home of Malbec
            • Winding our way along the dramatic Vallée du Célé
            • Cycling along to the sound of cowbells near Velzic
            • Conquering the Pas de Peyrol and drinking in the views
            • Rocamadour and the descent from its lofty heights
            • Marvelling at the Massif Centrale as we cycle through its distinctive landscapes
            Photo Highlights Dates
            Guided

            NEW! - Piedmont - La Strada del Vino

            Guided Road Cycling Holiday

            Guided
            Italy

            NEW! - Piedmont - La Strada del Vino

            Guided Road Cycling Holiday

            Start

            06/06/2026

            Duration

            8 days

            Prices from

            £1,995 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW
            Start DatePrice p.p.
            06/06/2026£1,995.00
            12/09/2026£1,995.00

            Highlighted trips are already guaranteed

            • Cycling through rolling hills terraced with vineyards and quaint medieval villages
            • Capturing beautiful views that stretch as far as the Alps
            • Admiring castle topped villages which lend a historic romantic feel to the area
            • Tasting some of the best wines in Italy in the regions they are produced; Barolo, Barbaresco and Asti
            • Feasting on some of the best regional food in Italy, including truffles, cheeses and hazelnut Gianduia chocolates!
            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

            13/06/2026

            Duration

            8 days

            Prices from

            £1,635 P.P.
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            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.
            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 fishing valleys of the Po Delta, one of Europe’s largest wetlands
            • Spending the day discovering Mantova and its historic centre; a Renaissance jewel
            Photo Highlights Dates
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