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            2027 Cycling Holidays You Can Book Now

            We found 39 Holidays in your search for:

            Destinations (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 39 Holidays in your search for:

            Select Order Order By
            Destinations (82)
            Types of Cycling / Grades (7)
            Departure Month

            2026

            2027

            2028

            Level of Support
            2027 Road Cycling Holidays 2027 Adventure Cycling Holidays 2027 Leisure Cycling Holidays 2027 Mountain Bike Holidays

            Planning ahead for your dream cycling holiday? Whether you're training to complete the UK's ultimate challenge ride - Land's End to John o' Groats - or searching for your trip of a lifetime in a far-flung destination, we know it’s helpful to plan ahead. These tours all have 2027 dates available to book now. Plus, you’ll only need to pay a deposit upfront to secure your space.

            What are you waiting for? Stop dreaming and start planning!

            • All Cycling Holidays
            • BOOK EARLY

            Page 2 of 4

            Select Order Order By
            Guided
            Guided
            Morocco

            Road Atlas

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £1,895 P.P.
            View Reviews
            30
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Road Atlas

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            07/11/2026
            Guaranteed
            16/11/2026£1,895.00
            27/12/202605/01/2027£1,895.00
            30/01/202708/02/2027£1,995.00
            06/11/202715/11/2027£1,995.00
            27/12/202705/01/2028£1,995.00
            • The High Atlas mountain range
            • The outstanding Ounila Valley and Ait Benhaddou Kasbah
            • Exploring the surreal blue rocks of Tafraoute
            • The incredible 100km ride from Tafraoute towards the coast
            • Enjoying a cold beer on one of Morocco’s finest terraces at Immouzer
            • The sights, smells and sounds of the Marrakech souk
            • Starting and finishing in this years ‘Capital of Culture’ Marrakech
            Photo Highlights Dates
            Guided
            Guided
            Costa Rica

            Volcanes y Playas

            Guided Cycling Holiday

            Duration

            12 days

            Prices from

            £3,295 P.P.
            View Reviews
            16
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Volcanes y Playas

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            20/10/202631/10/2026£3,295.00
            22/12/202602/01/2027£3,595.00
            05/01/202716/01/2027£3,395.00
            19/10/202730/10/2027£3,395.00
            22/12/202702/01/2028£3,695.00
            • Enjoying biking through the very heart of Costa Rica
            • Taking a pre-lunch dip in the Pacific Ocean near Samara
            • Biking the rancher routes of Guanacaste
            • Searching out wildlife as you cycle along
            • Sunset on Coyote Beach with a chilled Imperial
            • Cycling across the Continental Divide
            Photo Highlights Dates
            Guided
            Guided
            Costa Rica

            Ruta de los Volcanes

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £4,395 P.P.
            View Reviews
            13
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Ruta de los Volcanes

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            22/12/202603/01/2027£4,395.00
            13/03/202725/03/2027£4,425.00
            22/12/202703/01/2028£4,525.00
            • Spotting an unparalleled diversity of wildlife
            • Cycling in the shadow of palm trees along the Pacific coast
            • Breaking through the clouds as we cross Costa Rica’s central mountains
            • Enjoying volcanic vistas over a drink in La Fortuna
            • Watching the sun go down from Samara beach after a rewarding day in the saddle
            • The change in scenery on opposing sides of the continental divide
            Photo Highlights Dates
            Guided
            Guided
            Peru

            Andean Journey

            Guided Mountain Bike Holiday

            Duration

            13 days

            Prices from

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

            Andean Journey

            Guided Mountain Bike Holiday

            Start DateEnd DatePrice p.p.
            16/05/202628/05/2026£3,595.00
            03/10/202615/10/2026£3,595.00
            15/05/202727/05/2027£3,795.00
            02/10/202714/10/2027£3,795.00
            • Remote wilderness cross-country riding
            • Camping on the high altiplano
            • Fun trails around Lago Langui and the Cañón de Tinajani
            • Exploring the Sacred Valley of the Inca by bike
            • Visiting the Historic Sanctuary of Machu Picchu
            • Homestay on the shores of Lago Titicaca after visiting the Uros floating islands
            Photo Highlights Dates
            Guided
            Guided
            Vietnam

            Mountains and Coast

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

            £2,165 P.P.
            View Reviews
            19
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Mountains and Coast

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            14/11/202628/11/2026£2,165.00
            14/02/202728/02/2027£2,205.00
            06/03/202720/03/2027£2,205.00
            20/03/202703/04/2027£2,205.00
            13/11/202727/11/2027£2,205.00
            • Exploring the lesser visited parts of Vietnam by bike
            • Stunning Saigon – the ‘Pearl of the Orient’
            • Heading off the tourist trail in the Central Highlands
            • Treating your tastebuds to Vietnam’s legendary cuisine
            • Get your caffeine hit with a fresh roadside brew
            • Soaking up the sunshine at beautiful Nha Trang
            Photo Highlights Dates
            Guided
            Guided
            India

            Classic Kerala

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

            £2,415 P.P.
            View Reviews
            1
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Classic Kerala

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            21/11/2026
            Guaranteed
            04/12/2026£2,415.00
            31/01/202713/02/2027£2,415.00
            • Cycling through lush tea and spice plantations
            • Periyar wildlife reserve, home to elephants, bison and tigers
            • Climbing through cool air and pristine forests
            • Drifting on a rice barge through Kerala’s backwaters
            • Relaxing on white sands of Marari Beach
            • Enjoying the best of Southern Indian Cuisine
            Photo Highlights Dates
            Guided
            Guided
            France

            St Malo to Nice Classic

            Guided Road Cycling Holiday

            Duration

            15 days

            Prices from

            £4,395 P.P.
            View Reviews
            15
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            St Malo to Nice Classic

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            12/06/2026
            Contact Us
            26/06/2026£4,395.00
            14/08/202628/08/2026£4,395.00
            18/06/202702/07/2027£4,525.00
            13/08/202727/08/2027£4,525.00
            • Cycling along the Brittany coast with views out to the Abbey of Mont St Michel
            • Travelling under your own power all the way from the Channel to the Mediterranean
            • Following riverside roads along the Loire, Dordogne and the Rhône
            • Riding through the wine drenched Châteauneuf-du-Pape!
            • Riding through the lavender fields of Provence and winding your way through the Verdon Gorge
            • Descending to Nice to ride along the Promenade des Anglais like a Tour de France winner!
            Photo Highlights Dates
            Guided
            Guided
            Scotland

            Scotland - Highlands Coast to Coast

            Guided Mountain Bike Holiday

            Duration

            7 days

            Prices from

            £1,995 P.P.
            View Reviews
            17
            1
            2
            3
            4
            5
            Grade 4 : Challenging
            More Info BOOK NOW

            Scotland - Highlands Coast to Coast

            Guided Mountain Bike Holiday

            E-MTB HIRE AVAILABLE

            This holiday is great fun on a regular mountain bike or an e-mountain bike and you can choose to hire either when you book your holiday with us! If you’re an experienced rider, you can choose one of our quality e-mountain hire bikes and experience the buzz of a pedal-assisted ride. Select your e-MTB hire when you book a holiday with us. Bear in mind that the pace will be set to riders with a regular mountain bike.

            Start DateEnd DatePrice p.p.
            21/06/202627/06/2026£1,995.00
            23/08/202629/08/2026£1,995.00
            20/06/202726/06/2027£2,065.00
            05/09/202711/09/2027£2,065.00
            • True wilderness mountain biking in awesome scenery
            • Mix of great biking trails across the Highlands
            • The views from the top of the Corrieyairack Pass
            • Rolling into Fort Augustus along the Caledonian Canal
            • Choosing your daily Highland single malt
            • Blasting down Mount Keen to Glen Esk
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            C2C - Coast to Coast (Supported)

            Supported Leisure Cycling Holiday

            Duration

            5 days

            Prices from

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

            C2C - Coast to Coast (Supported)

            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.
            08/05/2026
            Fully Booked
            12/05/2026£895.00
            26/06/2026
            Last Spaces
            30/06/2026£895.00
            07/08/2026
            Fully Booked
            11/08/2026£895.00
            25/09/202629/09/2026£895.00
            21/05/202725/05/2027£925.00
            16/07/202720/07/2027£925.00
            06/08/202710/08/2027£925.00
            27/08/202731/08/2027£925.00
            24/09/202728/09/2027£925.00
            • UK’s favourite long distance cycle route
            • Dramatic landscapes of the Lake District and Pennines
            • Cycle friendly route – cycle paths and quiet country lanes
            • Fully supported and awesome Skedaddle lunches
            • Bike friendly B&Bs offering mouthwatering breakfasts
            • Great sense of achievement, crossing the country, coast to coast
            Photo Highlights Dates
            Supported
            Supported
            United Kingdom

            Hadrian's Cycleway

            Supported Leisure cycling holiday

            Duration

            6 days

            Prices from

            £995 P.P.
            View Reviews
            15
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Hadrian's Cycleway

            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.

            Start DateEnd DatePrice p.p.
            17/07/2026
            Guaranteed
            22/07/2026£995.00
            18/09/2026
            Guaranteed
            23/09/2026£995.00
            25/06/202730/06/2027£1,025.00
            30/07/202704/08/2027£1,025.00
            • The well-preserved Hadrian’s Wall forts of Birdoswald and Vindolanda
            • The rugged beauty of the North Pennines
            • The picturesque market town of Corbridge
            • The view down the Tyne as you arrive into Newcastle
            • The sense of achievement having ridden from coast to coast
            • Following in the footsteps of the Roman Empire
            Photo Highlights Dates
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            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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