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            Bestsellers - 2027 Holidays to Book Now

            We found 11 Holidays in your search for:

            Destinations (82)
            Types of Cycling / Grades (1)
            Departure Month

            2026

            2027

            2028

            Level of Support

            We found 11 Holidays in your search for:

            Select Order Order By
            Destinations (82)
            Types of Cycling / Grades (1)
            Departure Month

            2026

            2027

            2028

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

            Some trips are best reserved early before they fill up. Now that our 2027 dates are live, we've pulled together a handy list so you don't miss out. Take your pick from popular road cycling challenges to e-bike rides through the Tuscan countryside and off-road adventures in Spain and Italy. And if nothing in the most popular list takes your fancy, you'll find 2027 dates up across our cycling ranges, so go on, have a browse and book with a deposit today!

            • All Cycling Holidays
            • All Cycling Adventures
            • BOOK EARLY

            Page 1 of 2

            Select Order Order By
            Guided
            Guided
            China

            Guilin and Guangxi

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

            £2,195 P.P.
            View Reviews
            4
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Guilin and Guangxi

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            19/09/2026
            Last Spaces
            02/10/2026£2,195.00
            10/04/2027
            Last Spaces
            23/04/2027£2,195.00
            09/05/2027
            Guaranteed
            22/05/2027£2,195.00
            04/09/2027
            Fully Booked
            17/09/2027£2,195.00
            18/09/202701/10/2027£2,195.00
            09/10/2027
            Last Spaces
            22/10/2027£2,195.00
            08/04/202821/04/2028£2,295.00
            07/05/202820/05/2028£2,295.00
            02/09/202815/09/2028£2,295.00
            07/10/202820/10/2028£2,295.00
            • UNESCO heritage site of Bajiaozhai National Park
            • Walking Longji (Dragon’s Backbone) Rice Terraces
            • Drifting jungle streams, swimming in secret waterfalls
            • The smiling faces of the local Han, Zhuang, Miao and Yao
            • Amazing limestone karst scenery of Guilin
            • Ancient villages and river towns
            Photo Highlights Dates
            Guided
            Guided
            South Korea

            Seoul to Busan

            Guided Cycling Holiday

            Duration

            13 days

            Prices from

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

            Seoul to Busan

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            17/10/2026
            Fully Booked
            29/10/2026£4,995.00
            31/10/202612/11/2026£4,995.00
            17/04/202729/04/2027£4,995.00
            16/10/202728/10/2027£4,995.00
            • Seoul – Cool art, sights and shopping
            • Bustling Busan, Jagalchi fish market and Gamcheon
            • Historic Gyeongju and Andong’s Hahoe Cultural Village
            • K-Pop, culture and delicious cuisine
            • Traffic-free cycle paths and rural riding
            • Hot springs and misty mountains
            Photo Highlights Dates
            Guided
            Guided
            Chile

            Patagonia - Carretera Austral

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

            £5,315 P.P.
            View Reviews
            8
            1
            2
            3
            4
            5
            Grade 4 : Active
            More Info BOOK NOW

            Patagonia - Carretera Austral

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/2026
            Fully Booked
            22/11/2026£5,315.00
            07/03/2027
            Guaranteed
            21/03/2027£5,315.00
            07/11/202721/11/2027£5,395.00
            05/03/202819/03/2028£5,395.00
            • Riding one of the world’s classic cycling routes
            • Enjoying a rest day in Coyhaique
            • Lake Carrera’s spectacular ‘marble cathedral’
            • True wilderness biking
            • Relaxing in the thermal waters of Puyuhuapi Eco-Lodge
            Photo Highlights Dates
            Guided
            Guided
            Uzbekistan

            Beyond The Silk Road

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

            £4,395 P.P.
            View Reviews
            6
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Beyond The Silk Road

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            02/10/2026
            Fully Booked
            15/10/2026£4,395.00
            21/05/202703/06/2027£4,495.00
            01/10/202714/10/2027£4,495.00
            19/05/202801/06/2028£4,725.00
            29/09/202812/10/2028£4,725.00
            • Wandering around beautiful Bukhara and its bazaars
            • Exploring Zaamin National Park’s soaring peaks and lush pastures
            • Marvelling at Samarkand’s Mosques and Minarets
            • Riding the legendary Lake Chavac Loop
            • Spending the night in a traditional yurt, enjoying campfires and unforgettable sunsets
            • Pedalling through Sarmysh and its ancient petroglyphs
            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.
            20/10/2026
            Contact Us
            31/10/2026£3,295.00
            22/12/202602/01/2027£3,595.00
            05/01/2027
            Guaranteed
            16/01/2027£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
            Sri Lanka

            Backroads and Beaches

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

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

            Backroads and Beaches

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            07/11/2026
            Last Spaces
            21/11/2026£2,895.00
            09/01/2027
            Last Spaces
            23/01/2027£2,895.00
            13/02/2027
            Fully Booked
            27/02/2027£2,895.00
            14/03/202728/03/2027£2,895.00
            06/11/202720/11/2027£2,895.00
            12/02/202826/02/2028£2,895.00
            04/11/202818/11/2028£2,895.00
            • Eying up the elephants at Udawalawe
            • Stunning Sigirya and the Lion Rock
            • Colonial cool in Nuwara Eliya
            • Coastal cycling and beautiful beaches
            • Honing in on Horton Plains after a day in the hills
            • The Knuckles and Kandy’s Temple of the Tooth
            Photo Highlights Dates
            Guided
            Guided
            Vietnam

            Mountains and Coast

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

            £2,095 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£2,095.00
            06/03/202720/03/2027£2,095.00
            13/11/202727/11/2027£2,095.00
            12/02/202826/02/2028£2,095.00
            04/03/202818/03/2028£2,095.00
            11/11/202825/11/2028£2,095.00
            • 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
            31/01/2027
            Fully Booked
            13/02/2027£2,415.00
            30/10/202712/11/2027£2,495.00
            30/01/202812/02/2028£2,535.00
            29/10/202811/11/2028£2,625.00
            • 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
            Chile and Argentina

            Lake District

            Guided Cycling Holiday

            Duration

            13 days

            Prices from

            £4,215 P.P.
            View Reviews
            47
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Lake District

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            11/10/202623/10/2026£4,215.00
            06/12/202618/12/2026£4,215.00
            10/01/202722/01/2027£4,215.00
            10/10/202722/10/2027£4,495.00
            21/11/202703/12/2027£4,495.00
            09/01/202821/01/2028£4,495.00
            • Majestic Volcan Osorno and its snow-capped peak
            • Tasting the chocolates of Bariloche
            • Biking the Seven Lakes Route to San Martin de los Andes
            • The monkey-puzzle tree forests of Conguillio
            • Sampling a tasty Malbec or Carmanere after a day’s biking
            • Hiking the lofty heights of Volcan Villarica
            Photo Highlights Dates
            Guided
            Guided
            Japan

            Fuji to Kyoto

            Guided Cycling Holiday

            Duration

            12 days

            Prices from

            £5,495 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Fuji to Kyoto

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/2026
            Guaranteed
            19/11/2026£5,595.00
            22/11/202603/12/2026£5,595.00
            11/04/202722/04/2027£5,495.00
            07/11/202718/11/2027£5,595.00
            • Majestic Mt. Fuji and lovely Lake Kawaguchi
            • Exploring Nagahama and the awesome Hikone Castle
            • Hatage Onsen and its soothing effects after a day’s cycling
            • Bullet Trains and Bento boxes
            • Taking in colourful Kyoto
            • Peaceful pedalling and rural riding
            Photo Highlights Dates
            • 1
            • 2
            • Next page

            Not sure which trip's right for you? Just ask!

            Get in touch and we'll help you find your perfect trip.

            Quote
            This was the most beautiful and amazing cycling trip I’ve ever had with Skedaddle or any other company. China was so awesomely beautiful that it was breathtaking. If you’re thinking about it….do it.
            Barbara, China - Guilin and Guangxi
            Quote
            A fabulous trip – everything I could have wished for on a cycling adventure: a great team, great organisation, great accommodation and a great group of cyclists. Above all, Patagonia is a beautiful place and a fantastic place to cycle!
            Kevin, Chile - Patagonia Carretera Austral
            Quote
            Cycling is a great way of exploring a foreign country, especially if the local guide is as good as ours was. Always cheerful and encouraging and a wildlife expert!
            Alexander, Costa Rica - Volcanes y Playas
            Quote
            The Chilean/Argentinian Lake District is mind blowing and has one of the most beautiful and un-spoilt landscapes. Great guides and superb accommodation too!
            Dagmar, Chile and Argentina - Lake District
            Quote
            A wonderful cycling holiday, fantastic riding, amazing scenery, great guides, delicious food and a very welcoming country. The guides were knowledgeable and very helpful. Always looking to make the trip special and explain the locality.
            Mark, Peru - Sacred Valley of the Incas
            Quote
            The trip lived up to all my expectations, which were pretty high due to a number of people telling me what a great country Vietnam was to visit! Well organised, packed with great experiences, great guides, and a great group of travelling companions.
            Rob, Vietnam - Mountains and Coast
            Next

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            • Adventure Travel Trade Association
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