Cycling holidays are a brilliant way to take in breathtaking landscapes, soak up local culture, and stay active during the warm summer months of June to August. From picturesque countryside routes in the UK to alpine climbs and coastal trails across Europe, there’s something for every cyclist. For those after more adventure, South America and Asia also offer unforgettable rides. With long days and fine weather, summer is the perfect time for a cycling getaway.
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Destinations (82)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (82)
Types of Cycling / Grades (7)
Departure Month
Level of Support
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Guided
Provence - Le Ventoux a Velo
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 13/06/2026 Guaranteed | 20/06/2026 | £2,595.00 |
| 08/08/2026 | 15/08/2026 | £2,595.00 |
- Exploring the world famous beauty of one of France’s most popular regions
- Conquering Mont Ventoux – the mighty Géant de Provence
- Stunning views of the turquoise waters of Lac de Sainte Croix
- Riding the rim of the Gorge du Verdon, Europe’s very own Grand Canyon
- The lavender fields of the Plateau de Valensole
- Sipping on a cheeky post ride rosé in the sunshine
Self-Guided
Highlights of Kerry
Self-Guided Leisure Cycling Holiday
E-BIKE HIRE AVAILABLE
This holiday is well-suited to both normal bikes and pedal assist e-bikes and you can choose to hire either when you book your holiday 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.
2026 Daily departures available from 01 Apr to 10 Oct.
£1595 per person.
- Cycling the foothills of Ireland’s highest Mountain – Carrantuohill
- Exploring the picturesque shores of Kells Bay
- Dining in cosy Irish pubs
- Enjoying views over the spectacular Three Lakes of Killarney
- Riding through the renowned Gap of Dunloe
- Visiting Valentia Island and discovering 360-million-year-old Tetrapod footprints.
Guided
Coast to Coast - Puglia to Cilento
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 26/04/2026 Contact Us | 03/05/2026 | £2,095.00 |
| 27/09/2026 Fully Booked | 04/10/2026 | £2,095.00 |
- An epic coast to coast journey through southern Italy riding from the Adriatic coast to the Tyrrhenian Sea
- Exploring the UNESCO World Heritage sites of Alberobello, Matera, Padula and Paestum
- Losing ourselves in the labyrinthic white washed alleyways of Noci and Tricarico
- Climbing the hills of little-known Basilicata, to the hill-top villages of Castelmezzano, Calvello and Marsico Vetere
- Cycling through the Dolomiti Lucane, southern Italy’s lesser-known Dolomites
- Enjoying the roller-coaster ride along the Cilento Coast from Palinuro to Paestum
- Sampling southern Italy’s best food and wine
Self-Guided
Strade Bianche Explorer
Self-Guided Gravel Riding Holiday
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – £1895 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep
To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.
- Riding some of the classic Strade Bianche route of Tuscany as well as lesser-known gravel routes
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
- Exploring the region on a mix of terrains
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Relaxing in small villages for a coffee with the locals
- Easing along the rolling hills of the ‘Colli Senesi’
- Chilling out with a post-ride Chianti or Brunello
Guided
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 09/05/2026 Guaranteed | 16/05/2026 | £2,225.00 |
| 20/09/2026 Guaranteed | 27/09/2026 | £2,225.00 |
- Riding some of the classic Tuscany gravel routes including the Strade Bianche
- Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting
- Exploring the region on a mix of terrains
- Riding the stunning UNESCO heritage region of Val d’Orcia
- Relaxing in small villages for a coffee with the locals
- Easing along the rolling hills of the ‘Colli Sienesi’
- Chilling out with a post-ride Chianti or Brunello
Self-Guided
Emilia-Romagna - The Food Valley
Self-Guided Leisure Cycling Holiday
E-BIKE HIRE AVAILABLE
This holiday 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.
Daily departures. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – £1575 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – £1695 15 Jun – 30 Jun and 01 – 08 Sep
To ensure you have the best experience possible, we’d recommend travelling in the Spring or in the Autumn. We don’t as standard offer this tour in the hotter, more humid, busier summer months of July and August. If however your dates are set in July or August, please call us for a chat and we’ll do what we can to accommodate you.
- Gently cycling on quiet roads and cycle paths through beautiful countryside
- Sampling tasty slow-food produce on the Food Valley Bike route from Cremona to Parma
- Tasting authentic Italian food in their towns of origin such as Parma Ham, Parmigiano Reggiano, Balsamic Vinegar, and Bolognese Ragù
- Visiting the hometown of the famous Italian composer Giuseppe Verdi
- Exploring modern and bustling Modena
- Taking in the vibrant university city of Bologna
Guided
Dolomites of Brenta
Electric Mountain Bike Holiday
ELECTRIC MOUNTAIN BIKE HOLIDAY
If you love mountain biking let us show you the thrills of an e-MTB adventure. On this specially designed holiday we’ll be making the most of everything an e-MTB has to offer, with incredible climbs as well as fun descents. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. Remember to select your e-MTB hire when you book a holiday with us.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 27/06/2026 | 03/07/2026 | £2,295.00 |
| 29/08/2026 | 04/09/2026 | £2,295.00 |
- Everchanging mountain scenery
- Scrumptious polenta and stew at the best little refuge of the Dolomites
- Gazing over the most famous peaks of the Dolomites
- Rolling through alpine pastures
- Italian gelato after a day on your bike
- Biking through beech forests and flower filled meadows
Guided
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/05/2026 Guaranteed | 24/05/2026 | £2,695.00 |
| 12/09/2026 Guaranteed | 20/09/2026 | £2,695.00 |
- An epic coast to coast journey riding all the way from the Adriatic coast to the Tyrrhenian Sea
- Cycling through the smallest republic in Europe, San Marino
- Easing along the rolling Nove Colli hills, the routes of the famous Italian Gran Fondo
- Visiting historical sites such as the Palazzo Ducale in Orvieto and San Francis Abbey in Assisi
- Staying in quality accommodation, with fantastically warm hospitality
- Riding to Gubbio and Assisi, UNESCO World Heritage sites
Guided
Grand Traverse Explorer - South to North
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 29/08/2026 Guaranteed | 19/09/2026 | £5,495.00 |
| 24/04/2027 | 15/05/2027 | £5,655.00 |
| 28/08/2027 | 18/09/2027 | £5,655.00 |
- Riding up the backbone of Italy on a stunning route which takes in some of the best road cycling that Italy has to offer
- Cycling through 10 UNESCO World Heritage sites and 5 National Parks
- Visiting some of the most important historical and artistic cities in Italy: Lecce, Assisi, Siena, Venice
- The camaraderie of your fellow cyclists who’ll be joining you on this incredible tour
- Immersing yourself in Italian culture – meeting the friendly locals, experiencing delicious culinary specialties and tasting the wines of each region
- Cycling from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!
Guided
Tuscany to Rome
Guided Electric Bike Holiday
E-BIKE HOLIDAY
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 Date | End Date | Price p.p. |
|---|---|---|
| 23/05/2026 Last Spaces | 30/05/2026 | £2,395.00 |
| 12/09/2026 | 19/09/2026 | £2,395.00 |
- 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
Not sure which trip's right for you? Just ask!
Get in touch and we'll help you find your perfect trip.
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