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            2026 Cycling Holidays To Book Now

            We found 33 Holidays in your search for:

            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            We found 33 Holidays in your search for:

            Select Order Order By
            Destinations (81)
            Types of Cycling / Grades (7)
            Departure Month

            2025

            2026

            2027

            Level of Support

            Are you ready to plan your cycling holiday for 2026? Here’s everything you can already book from our range to secure your space and mark it on your calendar. We’re working to make our full range available for 2026 bookings as soon as possible. If you don’t see something on the list, simply register your interest for your chosen trip or send our team a message, and we’ll keep you updated.

            We are also working on NEW routes and destinations for 2026. Be the first to find out more by signing up for our newsletter.

            • All Cycling Holidays
            • BOOK EARLY

            Page 2 of 4

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            Guided
            Guided
            Costa Rica

            Volcanoes and Valleys

            Guided Family Cycling Holiday

            Duration

            12 days

            Prices from

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

            Volcanoes and Valleys

            Guided Family Cycling Holiday

            Child Discounts
            Start DateEnd DatePrice p.p.
            02/08/2025
            Guaranteed
            13/08/2025£3,195.00
            18/10/202529/10/2025£3,195.00
            05/08/202616/08/2026£3,325.00
            17/10/202628/10/2026£3,325.00
            • Peering in to a volcanic crater
            • Running the rapids on the Pacuare River
            • The hundreds of varieties of wildlife which call Lake Arenal home
            • Arriving at the Pacific paradise of Samara beach
            • Enjoying typical Tico hospitality while learning to make delicious tortillas
            • Monkey spotting as you cycle along
            Photo Highlights Dates
            Guided
            Guided
            Cuba

            Cuban Revolutions

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

            £3,445 P.P.
            View Reviews
            24
            1
            2
            3
            4
            5
            Grade 2 - 3: Gentle/ Moderate
            More Info BOOK NOW

            Cuban Revolutions

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/202522/11/2025£3,445.00
            22/11/202506/12/2025£3,445.00
            24/01/202607/02/2026£3,625.00
            07/02/202621/02/2026£3,625.00
            07/11/202621/11/2026£3,625.00
            21/11/202605/12/2026£3,625.00
            • Kicking back with a post-ride Mojito
            • Cycling around the loaf-shaped mountains of Viñales
            • Exploring the cultural delights of Trinidad and Santiago
            • Cuban salsa beats in downtown Havana
            • Stories of Che, Castro and the Revolution
            • Cycling the Caribbean coast of Marea del Portillo
            Photo Highlights Dates
            Guided
            Guided
            Japan

            NEW! Shimanami Kaido, Shikoku & Kyoto

            Guided Road Cycling Holiday

            Duration

            15 days

            Prices from

            £7,595 P.P.
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            NEW! Shimanami Kaido, Shikoku & Kyoto

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            22/10/2025
            Fully Booked
            05/11/2025£7,595.00
            09/05/202623/05/2026£7,795.00
            • Riding across the famous Shimanami Kaido cycling bridges
            • Traversing Shikoku’s quiet mountain roads and rolling coastline
            • Experiencing traditional Japanese cuisine, accommodations, and hospitality
            • Reaching Cape Ashizuri, the southernmost tip of Shikoku Island
            • Descending to the banks of the Shimanto River, one of Japan’s last unspoilt waterways
            • Passing through the magnificent Oboke and Koboke Gorges
            • Exploring Kyoto, Japan’s beautiful and historic cultural capital
            Photo Highlights Dates
            Guided
            Guided
            United Kingdom

            Land's End to John O'Groats Explorer

            Guided Road Cycling Holiday

            Duration

            22 days

            Prices from

            £4,845 P.P.
            View Reviews
            23
            1
            2
            3
            4
            5
            Grade 3 - 4: Moderate/ Challenging
            More Info BOOK NOW

            Land's End to John O'Groats Explorer

            Guided Road 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.
            12/07/2025
            Last Spaces
            02/08/2025£4,845.00
            * 26/07/2025
            Guaranteed
            16/08/2025£4,845.00
            06/09/2025
            Last Spaces
            27/09/2025£4,845.00
            09/05/202630/05/2026£5,095.00
            11/07/202601/08/2026£5,095.00
            05/09/202626/09/2026£5,095.00
            • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
            • Experience the regional changes in tradition, culture and accents as you progress from county to county
            • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
            • 3 countries in 19 days of riding
            • 1,000 miles of Britain at its best
            • Cornish pasties to haggis and everything in between
            Photo Highlights Dates
            Guided
            Guided
            Vietnam

            Mountains and Coast

            Guided Cycling Holiday

            Duration

            15 days

            Prices from

            £2,075 P.P.
            View Reviews
            2
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Mountains and Coast

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            04/10/202518/10/2025£2,075.00
            21/02/2026
            Guaranteed
            07/03/2026£2,145.00
            07/03/202621/03/2026£2,145.00
            21/03/202604/04/2026£2,145.00
            03/10/202617/10/2026£2,145.00
            • 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
            Costa Rica

            Volcanes y Playas

            Guided Cycling Holiday

            Duration

            12 days

            Prices from

            £3,195 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.
            21/10/202501/11/2025£3,195.00
            22/12/202502/01/2026£3,635.00
            06/01/202617/01/2026£3,325.00
            20/10/202631/10/2026£3,325.00
            22/12/202602/01/2027£3,795.00
            • 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
            France

            St Malo to Nice Explorer

            Guided Road Cycling Holiday

            Duration

            20 days

            Prices from

            £5,725 P.P.
            View Reviews
            19
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            St Malo to Nice Explorer

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            * 12/08/2025
            Contact Us
            31/08/2025£5,725.00
            11/05/202630/05/2026£5,995.00
            • 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
            • Meandering along the Loire, Dordogne and Rhône rivers
            • Riding through vineyards of Chateauneuf-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
            Photo Highlights Dates
            Guided
            Guided
            China

            Guilin and Guangxi

            Guided Cycling Holiday

            Duration

            14 days

            Prices from

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

            Guilin and Guangxi

            Guided Cycling Holiday

            Start DateEnd DatePrice p.p.
            23/08/202505/09/2025£2,095.00
            06/09/2025
            Fully Booked
            19/09/2025£2,095.00
            11/10/2025
            Fully Booked
            24/10/2025£2,095.00
            11/04/202624/04/2026£2,195.00
            05/09/2026
            Guaranteed
            18/09/2026£2,195.00
            10/10/202623/10/2026£2,195.00
            10/04/202723/04/2027£2,195.00
            04/09/202717/09/2027£2,195.00
            • 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
            Morocco

            Road Atlas

            Guided Road Cycling Holiday

            Duration

            10 days

            Prices from

            £1,765 P.P.
            View Reviews
            29
            1
            2
            3
            4
            5
            Grade 3 : Moderate
            More Info BOOK NOW

            Road Atlas

            Guided Road Cycling Holiday

            Start DateEnd DatePrice p.p.
            08/11/2025
            Last Spaces
            17/11/2025£1,765.00
            27/12/202505/01/2026£1,765.00
            31/01/202609/02/2026£1,855.00
            07/11/202616/11/2026£1,855.00
            27/12/202605/01/2027£1,855.00
            • 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

            Ruta de los Volcanes

            Guided Road Cycling Holiday

            Duration

            13 days

            Prices from

            £4,295 P.P.
            View Reviews
            12
            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.
            22/12/202503/01/2026£4,295.00
            14/03/202626/03/2026£4,295.00
            22/12/202603/01/2027£4,495.00
            • 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
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            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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