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    • NEW! Spain - Ronda to the Med
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          Small Group Bike Tours & Trips

          We found 93 Holidays in your search for:

          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          We found 93 Holidays in your search for:

          Select Order Order By
          Destinations (75)
          Types of Cycling / Grades (7)
          Departure Month

          2026

          2027

          2028

          Level of Support

          Join a group of likeminded riders on a small group tour with Skedaddle! Whether you’re looking to join as a couple, group of friends, or as a solo traveller, you’ll feel part of one passionate pedallin’ community. Our tour leaders and guides will be on hand throughout your trip to ensure everything runs smoothly. You’ll also have a dedicated support vehicle to assist with everything from mechanical issues to emergency back-up and extra supplies.

          On a group tour, we take care of all your accommodation and luggage transfers. The only thing you’ll need to focus on is turning the pedals, enjoying the beautiful scenery and wondering what you’ll have for lunch (did we mention the legendary Skedaddle picnics?). It’s no wonder our small group tours are so popular!

          • All Cycling Holidays
          • SMALL GROUP CYCLING TOURS

          Page 9 of 10

          Select Order Order By
          Supported
          $125 OFF
          Supported
          Portugal

          Azure Ocean Ride

          Supported Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,850 P.P.
          View Reviews
          5
          1
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          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Azure Ocean Ride

          Supported Leisure Bike Tour

          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.
          03/04/2027
          $125 OFF
          10/04/2027$2,850.00
          05/06/2027
          $125 OFF
          12/06/2027$2,850.00
          25/09/2027
          $125 OFF
          02/10/2027$2,850.00
          • 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
          Guided
          $400 OFF
          Guided
          Japan

          Shimanami Kaido, Shikoku & Kyoto

          Guided Road Bike Tour

          Duration

          15 days

          Prices from

          $11,135 P.P.
          View Reviews
          1
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          Grade 3: Moderate
          More Info BOOK NOW

          Shimanami Kaido, Shikoku & Kyoto

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          24/10/2026
          Last Spaces
          07/11/2026$11,135.00
          08/05/2027
          $400 OFF
          22/05/2027$11,135.00
          20/10/2027
          $400 OFF
          03/11/2027$11,135.00
          • 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
          $125 OFF
          Guided
          United Kingdom

          Wessex - King Alfred's Way

          Guided Mountain Bike Tour

          Duration

          8 days

          Prices from

          $2,935 P.P.
          View Reviews
          1
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          Grade 3 : Moderate
          More Info BOOK NOW

          Wessex - King Alfred's Way

          Guided Mountain Bike Tour

          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.
          06/06/2027
          $125 OFF
          13/06/2027$2,935.00
          19/09/2027
          $125 OFF
          26/09/2027$2,935.00
          • Visiting historic Winchester and its Cathedral (and the King Alfred the Great Statue)
          • Enjoying chalky hillsides and rolling countryside
          • Riding short, technical ascents and soaring downhill on the South Downs and The Ridgeway
          • Escaping from busy southern urban cities on ancient paths and rough tracks
          • Biking a mix of undulating terrain on Salisbury Plain and South Downs Way
          • Experiencing 10,000 years of history
          • Marvelling at Stonehenge
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Coniston and the Central Lakes

          Guided Electric Bike Tour

          Duration

          5 days

          Prices from

          $1,710 P.P.
          1
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          Grade 3 : Moderate
          More Info BOOK NOW

          Coniston and the Central Lakes

          Guided Electric Bike Tour

          E-BIKE TOUR

          This tour 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 tour with us.

          • 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
          Guided
          $400 OFF
          Guided
          Czech Republic, Austria, Slovenia & Italy

          Prague to Venice

          Guided Road Bike Tour

          Duration

          21 days

          Prices from

          $8,850 P.P.
          View Reviews
          5
          1
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          Grade 3: Moderate
          More Info BOOK NOW

          Prague to Venice

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          05/06/2027
          Last Spaces
          25/06/2027$8,850.00
          03/07/2027
          $400 OFF
          23/07/2027$8,850.00
          31/07/2027
          $400 OFF
          20/08/2027$8,850.00
          • 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
          $150 OFF
          Guided
          France

          Corsica - The Beautiful Isle

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          5
          1
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          Grade 3: Moderate
          More Info BOOK NOW

          Corsica - The Beautiful Isle

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          15/05/2027
          $150 OFF
          22/05/2027$3,565.00
          18/09/2027
          $150 OFF
          25/09/2027$3,565.00
          • One of the most dramatic coastal rides in Europe
          • The descent through the Scala di Santa Regina between the Col de Vergio and Corte
          • Chestnut beers all round in Corte, the ancient and rustic mountain capital
          • Mouthwatering local cuisine, charcuterie and cheeses
          • The Castagniccia – Corsica’s most unspoiled region of chestnut forest, wild boar and traditional rural villages
          Photo Highlights Dates
          Guided
          Guided
          France

          Corsica - Southern Secrets

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          1
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          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Corsica - Southern Secrets

          Guided Road Bike Tour

          • Approaching Corte’s towering citadel at the end of our first day’s ride
          • Exploring Corsican mountain villages, distinct from anywhere else in France
          • Descending sweeping roads which carve through cool pine forests
          • Bonifacio’s dramatic cliff top old town
          • Earning the rewarding views over the Med after a challenging climb
          • Fuelling up with the delicious local produce
          Photo Highlights Dates
          Guided
          $250 OFF
          Guided
          Uzbekistan

          Beyond The Silk Road

          Guided Bike Tour

          Duration

          14 days

          Prices from

          $6,420 P.P.
          View Reviews
          6
          1
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          Grade 3 : Moderate
          More Info BOOK NOW

          Beyond The Silk Road

          Guided Bike Tour

          Start DateEnd DatePrice p.p.
          21/05/2027
          $250 OFF
          03/06/2027$6,420.00
          01/10/2027
          $250 OFF
          14/10/2027$6,420.00
          29/09/202812/10/2028$6,750.00
          • 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
          Italy

          Lakes of Lombardia

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          20
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          Grade 3: Moderate
          More Info BOOK NOW

          Lakes of Lombardia

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          12/06/202719/06/2027$3,565.00
          10/07/202717/07/2027$3,565.00
          • Riding into Switzerland from Lake Maggiore to Lake Lugano
          • The ascent to Madonna del Ghisallo and the world famous cycling museum
          • Strolling through Bellagio on Lake Como after a great lake-side ride
          • Conquering Passo Maniva and the sweeping downhill to Lago di Idro
          • Relaxing with a post-ride drink overlooking yet another beautiful lake
          • Enjoying good food, fine wines and quality accommodation
          Photo Highlights Dates
          Guided
          Guided
          United Kingdom

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Duration

          16 days

          Prices from

          $4,850 P.P.
          View Reviews
          20
          1
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          Grade 3 - 4: Moderate/ Challenging
          More Info BOOK NOW

          Land's End to John O'Groats Classic

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          22/05/2027
          Guaranteed
          06/06/2027$4,850.00
          14/08/202729/08/2027$4,850.00
          • Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
          • The camaraderie of completing the UK’s best challenge ride on a small group tour
          • 3 countries in 14 days of riding. 1,000 miles of Britain at its best
          • A unique LEJOG route along quiet roads through scenic countryside
          • Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
          • Experience the regional changes in tradition, culture and accents as you progress from county to county
          • Delicious picnics, country pubs and wonderful accommodation
          • Cornish pasties to haggis and everything in between
          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
          Everything about the Skedaddle operation was spot-on, great attention to detail both before and during the trip. I was impressed by all things on the trip, quality of food, route briefings, accommodation, maps. I could go on!
          Paul, Land's End to John O'Groats Classic - 16 Days
          Quote
          What one pays for is not having to worry about anything – and Skedaddle does an excellent job taking care of us. We haven’t tried the other tour companies but why bother when Skedaddle is top notch.
          Roger, France - Chateaux of the Loire
          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
          Quote
          On 10+ trips with Skedaddle they have always delivered great trips and service. You get what you pay for and Skedaddle are very good at providing well run cycling holidays.
          Rob, Italy - Sardinia Island Flavours
          Next

          News, Reviews & Stories

          winter cycling in costa rica - two cyclists admiring the tropical view

          7 winter cycling destinations for sun-seekers

          The best winter cycling destinations provide a wonderful way to leave winter behind and discover new roads, cultures and landscapes on two wheels. Whether you're seeking winter sunshine, aiming to build fitness with some early-season training miles, or looking for an adventure to kick-start the year, there's plenty of winter cycling destinations offering warmer, sunnier ...

          David Hall - Road Cycling Product Specialist at Saddle Skedaddle
          David Hall
          October 2, 2026
          Cycling in Andalucia

          Sierras to the Coast: The best road cycling in Andalucia 

          If you’re looking for a top European cycling destination, then road cycling in Andalucia has to be up there with the best! Plus, with beautiful weather almost year-round, it’s the ideal destination for extending your cycling season. Head of Skedaddle España, Dan, has lived in this region for more than 25 years, guiding countless cycling ...

          Dan Hirst, Head of Skedaddle Espana
          Dan Hirst
          October 1, 2026
          Cycle route in Dumfries and Galloway

          Skedaddle guide to the best cycle routes in Dumfries and Galloway

          Dave Shuttle, UK Route Developer and Guide, talks us through our cycle routes in Dumfries and Galloway and why our newest leisure cycling holiday should be on your wish list for next year.   Over the years, Dave has guided and scouted multiple cycling routes in Scotland, so who better to give us a breakdown ...

          Dave Shuttle - UK Product Lead at Saddle Skedaddle
          Dave Shuttle
          September 21, 2026

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