If you haven’t booked your road cycling tour for 2026 yet, you’re not too late! These top tours suit a range of riders so whether you’re looking for rolling hills, cultural journeys or something that pushes your riding skills in the mountains, we’ve got you covered. Expertly designed and meticulously planned, it doesn’t matter if you choose to join a guided small group tour or go self-guided, we’ll take care of every detail.
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Destinations (74)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (74)
Types of Cycling / Grades (7)
Departure Month
Level of Support
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Self-Guided
Tuscany - Giro della Toscana
Self-Guided Road Bike Tour
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 – $2565 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – $2995 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
Grand Traverse Explorer - South to North
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 29/08/2026 Guaranteed | 19/09/2026 | $7,850.00 |
| 24/04/2027 | 15/05/2027 | $8,080.00 |
| 28/08/2027 | 18/09/2027 | $8,080.00 |
- 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!
Self-Guided
Puglia - The Beautiful South
Self-Guided Road Bike Tour
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 from 08 Jun – 31 Aug)
Season 1 – $2425 29 Mar – 07 Jun / 09 Sep – 26 Oct
Season 2 – $2795 01 Sept – 08 Sept
- Savouring the deep red wine of the Salento region and the crisp whites of Locorotondo
- Enjoying the sights of Alberobello, famous for the ‘trulli’
- Exploring the gnarled olive groves in the countryside of Alberobello
- Visiting 2 UNESCO heritage sites; Lecce and Alberobello
- Admiring the Baroque churches of Lecce
- Enjoying the panoramic coastal road between Santa Maria di Leuca and Otranto
Guided
Lakes of Lombardia
Guided Road Bike Tour
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LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tour departing 1 Aug 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 11/07/2026 Guaranteed | 18/07/2026 | $3,425.00 |
| * 01/08/2026 | 08/08/2026 | $3,425.00 |
- 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
Guided
Dolomiti Discoverer
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/07/2026 | 11/07/2026 | $3,710.00 |
| 18/07/2026 | 25/07/2026 | $3,710.00 |
- 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
Vineyards of the Douro Valley
Guided Road Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 17/10/2026 Guaranteed | 24/10/2026 | $3,850.00 |
- Riding along the Douro river through immense vineyards surrounded by terraced slopes
- Staying in carefully selected accommodations, with opportunities to visit Port wine cellars and taste local wines along the way.
- Riding on the N222 in the heart of the Alto Douro, considered one of the most beautiful roads in the world, with its jaw dropping scenery
- The historic fortified village of Almeida
- Tackling the dramatic climb to the summit of Torre in the Serra da Estrela, the highest point of mainland Portugal
- The final hotel at Unhais da Serra, an unexpected oasis at the end of the trip
Self-Guided
Self-Guided
Spain
La Rioja - Ruta del Vino
Self-Guided Road Bike Tour
Duration
7 daysPrices from
$1,495 P.P.
Grade 3: Moderate
La Rioja - Ruta del Vino
Self-Guided Road Bike Tour
Daily departures available. The prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2026 – $1495 01 Mar – 28 Mar / 05 Apr – 08 Jun / 10 Jun – 31 Jul / 1 Sep – 31 Oct
- The fantastic San Millan de la Cogolla monastery, a World Heritage Site
- Marvelling at Frank Gehry’s architectural genius at the Marques de Riscal Winery on the loop ride from Laguardia
- Cycling high along the limestone cliffs of the Sierra de Cantabria
- Enjoying the atmospheric, medieval towns of Ezcaray and Laguardia
- Wine tasting in a Riojan bodega (or two!)
- Cycling through Mediterranean forests, along mountainsides and through endless vineyards
- Rolling along the Rio Ebro into Logroño for an authentic slice of tapas heaven in Calle Laurel
Guided
La Rioja - Ruta del Vino
Guided Road Bike Tour
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LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tours departing 14 Jun 2026 or 27 Sep 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 14/06/2026 Guaranteed | 20/06/2026 | $3,280.00 |
| 27/09/2026 Guaranteed | 03/10/2026 | $3,280.00 |
- Staying at the fantastic San Millan de la Cogolla monastery, a World Heritage Site.
- Cycling high along the limestone cliffs of the Sierra de Cantabria
- Enjoying the atmospheric, medieval towns of Ezacary and Laguardia
- Wine tasting in a Riojan bodega (or two!)
- Cycling through Mediterranean forests, along mountainsides and through endless vineyards
- Rolling along the Rio Ebro into Logroño for an authentic slice of tapas heaven in Calle Laurel
Guided
Bilbao to Barcelona
Guided Road Bike Tour
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LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tour departing 3 Sep 2026. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 03/09/2026 Guaranteed | 12/09/2026 | $4,280.00 |
| 24/09/2026 Last Spaces | 03/10/2026 | $4,280.00 |
| 12/05/2027 | 21/05/2027 | $4,410.00 |
| 03/09/2027 | 12/09/2027 | $4,410.00 |
| 25/09/2027 | 04/10/2027 | $4,410.00 |
- An epic coast to coast adventure – riding all the way from the Atlantic to the Med under your own steam
- Cycling with the impressive back-drop of the Pyrenees by your side
- Dining each evening on rustic Spanish mountain cuisine
- The striking pink granite of the Parc Natural de Montserrat
- Dramatic castles, forts and monasteries perched on every hilltop
- Seeing Barcelona stretched out in front of you, with the sea beyond
Guided
Sierra Nevada and Granada
Guided Road Bike Tour
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LAST CHANCE OFFERS!
Choose half-price bike hire or get 5% off tour departing 18 Oct. Book before 01 June 2026 and enter promo code LETSGO26. Your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| * 18/10/2026 Guaranteed | 24/10/2026 | $2,835.00 |
- Checking out the white mountain villages of the Alpujarras
- A night in a luxurious cave house in Guadix
- The Sierra Nevada Challenge – riding to the roof of Spain
- The classic Vuelta ride through the Sierra de Pandera
- Tasty tapas and sunset sangrias
- The descent to Granada and its amazing Alhambra Palace
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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