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          Our Top Spring & Summer Cycling Group Tours

          We found 44 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support

          We found 44 Holidays in your search for:

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

          2026

          2027

          2028

          Level of Support

          Looking for a last-minute spring cycling escape? Perhaps you want to squeeze in some summer cycling fun and make the most of the longer, warmer days in the Northern Hemisphere? Good news! We've still got several fantastic cycling holidays to book on to. 

          Discover our top picks for group trips departing in May, June and July, and join like-minded riders for an unforgettable experience. Be aware! These popular spring and summer cycling tours are filling up fast, so now’s the time to secure your place and find your ride this season.  

          • All Cycling Holidays
          • Our Top Cycling Tour Picks

          Page 1 of 5

          Select Order Order By
          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
          2
          3
          4
          5
          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
          Guided
          Guided
          Scotland

          Scotland - Tour d'Ecosse

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $2,750 P.P.
          View Reviews
          7
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Scotland - Tour d'Ecosse

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          08/05/202715/05/2027$2,750.00
          26/06/202703/07/2027$2,750.00
          07/08/202714/08/2027$2,750.00
          04/09/202711/09/2027$2,750.00
          • Quiet single-track roads for miles on end
          • Bealach Na Ba – the greatest road ascent in the UK
          • Feasting on fresh seafood after a day in the saddle
          • Stunning views out over the Isle of Skye
          • Cycling the peaceful lochside roads
          • The swooping coastal road from Ullapool to Kinlochewe
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Sardinia - Island Flavours

          Guided Leisure Bike Tour

          Duration

          8 days

          Prices from

          $2,850 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Sardinia - Island Flavours

          Guided 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.
          10/10/2026
          Fully Booked
          17/10/2026$2,850.00
          17/04/202724/04/2027$2,995.00
          01/05/202708/05/2027$2,995.00
          11/09/202718/09/2027$2,995.00
          09/10/202716/10/2027$2,995.00
          • Checking out the UNESCO heritage site of Barumini Nuraghe
          • Enjoying the long descent to Fluminimaggiore and Masua
          • Sampling local specialties at Carloforte, on St Pietro island
          • Riding along the Nebida coastline and marvelling at the view of Pan di Zucchero
          • Experiencing the friendliness and hospitality of the Sardinian people
          • Discovering the white beaches along the south-west coastal road
          Photo Highlights Dates
          Guided
          Guided
          Spain

          Basque Country to Andalucia Explorer - North to South

          Guided Road Bike Tour

          Duration

          21 days

          Prices from

          $7,650 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Basque Country to Andalucia Explorer - North to South

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          08/05/202728/05/2027$7,650.00
          28/08/202717/09/2027$7,650.00
          • Starting in style with a Pintxos tour in elegant San Sebastian
          • Cycling through the vineyards & dramatic mountains of Rioja
          • Spending an evening in the Monastery of Valvanera
          • Seduced by Segovia with its castle and cathedral
          • Descending from the Sierras to the charming beauty of Cordoba
          • Finishing your ride in style at the fun loving city of Malaga
          Photo Highlights Dates
          Guided
          Guided
          Scotland

          Scotland - Hebridean Way

          Guided Leisure Bike Tour

          Duration

          7 days

          Prices from

          $3,765 P.P.
          View Reviews
          5
          1
          2
          3
          4
          5
          Grade 3-4 : Moderate/Active
          More Info BOOK NOW

          Scotland - Hebridean Way

          Guided 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.
          23/05/202729/05/2027$3,765.00
          06/06/2027
          Guaranteed
          12/06/2027$3,765.00
          27/06/202703/07/2027$3,765.00
          08/08/202714/08/2027$3,765.00
          29/08/202704/09/2027$3,765.00
          12/09/202718/09/2027$3,765.00
          • 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
          Guided
          Scotland

          Scotland - Kirkpatrick Coast to Coast

          Guided Road Bike Tour

          Duration

          6 days

          Prices from

          $1,910 P.P.
          View Reviews
          2
          1
          2
          3
          4
          5
          Grade 3: Moderate
          More Info BOOK NOW

          Scotland - Kirkpatrick Coast to Coast

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          20/06/202725/06/2027$1,910.00
          25/07/202730/07/2027$1,910.00
          • Learn about Kirkpatrick Macmillan and his velocipede, which changed the world forever!
          • Breathtaking landscapes and dramatic coastlines
          • Charming and vibrant Kirkcudbright
          • Victorian viaducts and romantic ruined abbeys
          • Picturesque finish at the harbour of Eyemouth
          • Quiet country roads of the unexplored Borders
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Sardinia - Coastal Explorer

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

          $3,035 P.P.
          View Reviews
          6
          1
          2
          3
          4
          5
          Grade 2 - 3: Gentle/Moderate
          More Info BOOK NOW

          Sardinia - Coastal Explorer

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          10/10/2026
          Fully Booked
          17/10/2026$3,035.00
          17/10/2026
          Contact Us
          24/10/2026$3,035.00
          08/05/202715/05/2027$3,180.00
          22/05/202729/05/2027$3,180.00
          18/09/202725/09/2027$3,180.00
          09/10/202716/10/2027$3,180.00
          • Riding the stunning coastal road from Alghero to Bosa
          • The ride to Montiferru through its oak forest
          • Sampling delightful Sardinian foods with a vast variety of local wines
          • Enjoying the view of Pan di Zucchero on the Nebida coastal ride
          • Sweeping down the long descent to Fluminimaggiore and Masua
          • Glimpsing the white beaches which hug the south west coast road
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany to Rome

          Guided Electric Bike Tour

          Duration

          8 days

          Prices from

          $3,565 P.P.
          View Reviews
          7
          1
          2
          3
          4
          5
          Grade 3 : Moderate
          More Info BOOK NOW

          Tuscany to Rome

          Guided Electric Bike Tour

          E-BIKE TOUR

          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 DateEnd DatePrice p.p.
          08/05/202715/05/2027$3,565.00
          04/09/202711/09/2027$3,565.00
          • Staying in Tuscan accommodation overlooking stunning landscapes
          • Discovering the amazing towns of Siena, San Quirico and Pienza
          • Sampling the best wines of Chianti, Montepulciano and Montalcino
          • Enjoying the journey from Tuscany to Rome on a variety of terrain, including ancient Roman roads
          • Exploring the lesser-known historical towns of Lazio, such as Sutri with it’s Roman amphitheatre
          • The sense of achievement riding into St Peter’s Square in Rome
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Puglia

          Guided Bike Tour

          Duration

          8 days

          Prices from

          $3,425 P.P.
          View Reviews
          12
          1
          2
          3
          4
          5
          Grade 2 : Gentle
          More Info BOOK NOW

          Puglia

          Guided 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.
          10/04/202717/04/2027$3,425.00
          18/09/202725/09/2027$3,425.00
          • Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
          • Exploring the UNESCO World Heritage town of Alberobello and the Baroque city of Lecce
          • Discovering the traditional Trulli houses of Puglia
          • Relaxing each night in comfortable 3 and 4* hotels in authentic Apulian towns and villages
          • Stopping at beautiful sandy beaches with turquoise seas
          • Tasting delicious Apulian produce, like orecchiette and extra virgin olive oil
          Photo Highlights Dates
          Guided
          Guided
          Italy

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Duration

          8 days

          Prices from

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

          Tuscany - Giro della Toscana

          Guided Road Bike Tour

          Start DateEnd DatePrice p.p.
          03/10/2026
          Fully Booked
          10/10/2026$2,995.00
          01/05/202708/05/2027$3,135.00
          29/05/202705/06/2027$3,135.00
          02/10/2027
          Guaranteed
          09/10/2027$3,135.00
          • Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
          • Staying in quality accommodation, with fantastically warm hospitality
          • Easing along the rolling hills of the Colli Sienesi
          • Riding the stunning UNESCO heritage region of Val d’Orcia
          • Stopping off at the lovely San Gimignano and Montalcino
          • Chilling out with a post-ride Chianti
          Photo Highlights Dates
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          • 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
          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

          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
          Cycling on the Hadrian's Cycleway long distance cycle route

          7 Must-Do long distance cycle routes on the National Cycle Network

          If you’re looking for long distance cycle routes in the UK, you’ll likely have encountered the little blue and red signs marking the incredible National Cycle Network. For more than 30 years, Walk Wheel Cycle Trust has been the custodian of this network, developing and maintaining routes that make exploring the UK by bike more ...

          Amy McKie
          Amy McKie
          September 11, 2026
          Riding along the southern spain coastline on the badlands of spain

          9 must-ride Spanish cycling routes  

          Spanish cycling routes offer some of Europe's most rewarding riding, from dramatic mountain passes and quiet coastal roads to rolling vineyards and remote pueblos blancos (white villages). Few people know these bike tours in Spain better than Dan Hirst, Head of Skedaddle España. Dan has spent more than two decades living near Tarifa, mainland Spain's ...

          Dan Hirst, Head of Skedaddle Espana
          Dan Hirst
          September 4, 2026

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