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
Dolomiti Discoverer
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/07/2026 | 11/07/2026 | £2,595.00 |
| 18/07/2026 | 25/07/2026 | £2,595.00 |
- Admiring from various angles the classic grey and orange jagged peaks of the Dolomites
- Riding the Sella Ronda, part of the Maratona delle Dolomiti, one of Italy’s biggest Gran Fondo events
- Riding the dazzling descents and climbs you yearned to ride whilst watching the Giro d‘Italia
- The sense of achievement at the end of the tour having conquered many climbs at your own pace.
- Superb, mouth-watering and filling Italian food after a day on the bike – plenty of carbs!
Guided
Tuscany - Sacred Routes
Guided Mountain Bike Holiday
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 Date | End Date | Price p.p. |
|---|---|---|
| 16/05/2026 | 22/05/2026 | £2,195.00 |
| 05/09/2026 | 11/09/2026 | £2,195.00 |
- Staying in lovely Tuscan accommodation overlooking stunning landscapes
- Riding the Montagnola trails, the location of a well-known Sienese MTB race
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Riding down the Crete Senesi on a roller-coaster ridge ride
- Enjoying the journey across Tuscany on a variety of terrain
- Visiting the famous hilltop towns of San Gimignano, Monteriggioni, San Quirico d‘Orcia and Pienza
Self-Guided
Classic Tuscany
Self-Guided Leisure 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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 06/05/2026 | 13/05/2026 | £1,495.00 |
| 25/09/2026 | 02/10/2026 | £1,495.00 |
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 – £1695 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – £1995 15-30 Jun and 01-08 Sep
Alternatively for a great value holiday, please select one of our scheduled departures below.
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.
- Staying at Tuscan farms overlooking stunning countryside
- Visiting the famous towns of Monteriggioni, Buonconvento, Asciano and Siena
- Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
- Trying delicious, regional dishes
- Sampling the best wines of Chianti, Montepulciano and Montalcino
- Absorbing the atmosphere of San Gimignano – a UNESCO World Heritage Site
Guided
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 21/05/2026 Fully Booked | 06/06/2026 | £4,195.00 |
| 24/09/2026 Last Spaces | 10/10/2026 | £4,195.00 |
| 20/05/2027 | 05/06/2027 | £4,325.00 |
| 23/09/2027 | 09/10/2027 | £4,325.00 |
- Riding down 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: Lucca, San Gimignano, Pienza, Assisi and Lecce
- 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 to the most southerly point of Italy, having ridden nearly 1,100 miles and climbed over 21,000 metres!
Self-Guided
Lake Garda to Venice
Self-Guided Leisure 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.
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 18 Apr – 26 Oct (excluding dates throughout July and August)
Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct
Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep
If you‘re looking for a longer holiday, our Via Claudia route links into this tour perfectly; two self-guided tours of a similar grade that you‘re able to do back to back. Contact us if you’d like more info on this!
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.
- Enjoying a swim in Lake Garda
- Absorbing the hidden Renaissance gems of the ‘belpaese’
- Exploring Verona – a piece of art in itself
- Discovering the medieval fortification of Montagnana
- Taking a gondola ride along the canals of Venice
- Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
Self-Guided
Lake Garda to Venice
Self-Guided Family Cycling 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 18 Apr – 26 Oct (excluding dates throughout July and August)
Season 1 – £1865 18 Apr – 14 Jun and 09 Sep – 26 Oct
Season 2 – £2095 15 Jun – 30 Jun and 01 – 08 Sep
We can offer the following discounts for children under 18:
We can offer a 20% discount for any child under 18 travelling with 2 fully-paying passengers. If you’re happy to share a family room (where available) we can often offer an additional 10% – please chat to our team about your preferred rooming arrangements.
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.
- Enjoying a swim in Lake Garda
- Absorbing the hidden Renaissance gems of the ‘belpaese’
- Exploring Verona – a piece of art in itself
- Discovering the medieval fortification of Montagnana
- Taking a gondola ride along the canals of Venice
- Cycling along Pellestrina Island surrounded by Venetian lagoons and fishing boats
Self-Guided
Tuscany - Giro della Toscana
Self-Guided Road Cycling 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 in July and August)
Season 1 – £1795 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.
- 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
Guided
Tuscany - Giro della Toscana
Guided Road Cycling Holiday
| Start Date | End Date | Price p.p. |
|---|---|---|
| 02/05/2026 Guaranteed | 09/05/2026 | £2,095.00 |
| 29/08/2026 | 05/09/2026 | £2,095.00 |
| 03/10/2026 Guaranteed | 10/10/2026 | £2,095.00 |
- 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
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