From the Moorish architecture of Granada and Seville to the ancient wonders of Rome, vibrant culture of Ljubljana and inspiring art in Vienna, there’s so much to experience on these incredible tours of cities and culture. We’ve curated the best itineraries that blend scenic cycling with sight-seeing and cultural experiences. Whether you’re looking for a relaxed e-bike ride or something a little more challenging, we’ve got a tour that’s just right for you.
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Destinations (72)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (72)
Types of Cycling / Grades (7)
Departure Month
Level of Support
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Guided
Bilbao to Barcelona
Guided Road Bike Tour
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Spain Special
SAVE $125! Save $125 on our tour departing 18/09/2025. Book before 30 June with the promo code SPAIN25 and your discount will be applied once your booking is confirmed. Ts and Cs apply.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 04/09/2025 Guaranteed | 13/09/2025 | $4,190.00 |
| * 18/09/2025 | 27/09/2025 | $4,190.00 |
- 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
Puglia
Guided Bike Tour
OPTIONAL E-BIKE DEPARTURES
We offer this holiday with an e-bike only departure as well as regular trips where you can choose a regular bike or a pedal assist e-bike hire. Our e-bike only departures allow 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. You may choose to hire an e-bike on a regular trip but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/09/2025 Guaranteed | 27/09/2025 | $2,845.00 |
- 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
Self-Guided
Puglia
Self-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.
| Start Date | End Date | Price p.p. |
|---|---|---|
| 29/09/2025 | 06/10/2025 | $1,745.00 |
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2025 24 Mar – 29 Oct (excluding departures from 09 Jun to 31 Aug)
Season 1 – $2030 24 Mar – 08 Jun / 09 Sep – 29 Oct
Season 2 – $2275 01 Sept – 08 Sept
Alternatively for a great value holiday select one of our scheduled departures below.
- Cycling through lush landscapes of ancient olive groves and vineyards
- Exploring the UNESCO World Heritage town of Alberobello
- Discovering the traditional Trulli houses of Puglia
- Relaxing each evening in comfortable hotels in authentic towns and villages
- Stopping at beautiful, sandy beaches with turquoise seas
- Tasting delicious local products, like extra virgin olive oil and Primitivo wine
Guided
Atlas to Desert
Guided Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 27/09/2025 Guaranteed | 05/10/2025 | $2,250.00 |
| 25/10/2025 | 02/11/2025 | $2,250.00 |
| 04/04/2026 | 12/04/2026 | $2,370.00 |
| 26/09/2026 | 04/10/2026 | $2,370.00 |
- Biking across the remote, beautiful, and untouched Jebel Sirwa mountains
- Exploring crumbling remains of the past in Morocco’s many kasbahs
- Riding a huge variety of rewarding tracks and trails
- Sleeping under the stars in the Sahara Desert
- Relaxing in one of Morocco’s most beautiful palm oases
- Strolling through the spellbinding network of souks in Marrakech medina
Guided
Desert, Mountains and Coast
Guided Family Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 11/10/2025 | 18/10/2025 | $2,670.00 |
| 28/03/2026 | 04/04/2026 | $2,805.00 |
| 10/10/2026 | 17/10/2026 | $2,805.00 |
- The sights and sounds of Marrakech’s exotic Djemaa el Fna square
- Mountain biking from North Africa’s highest ski resort
- Experience the longest zip wire in Africa
- Camp in the desert in the shadow of the High Atlas Mountains
- Learn to surf on the Atlantic Coast of Morocco
- Go on a treasure hunt through the ancient alleyways of the souk, one of the largest in the world.
Self-Guided
Self-Guided
Italy
Strade Bianche Explorer
Self-Guided Gravel Bike Tour
Duration
8 daysPrices from
$2,355 P.P.
Grade 3-4 : Moderate/Chellenging
Strade Bianche Explorer
Self-Guided Gravel 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.
2025 24 Mar – 29 Oct (excluding dates throughout July and August)
Season 1 – $2355 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2640 17 Jun – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – $2480 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – $2775 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” 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 Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 20/09/2025 | 27/09/2025 | $2,845.00 |
- Riding some of the classic “Strade Bianche” 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 Sienesi’
- Chilling out with a post-ride Chianti or Brunello
Self-Guided
Tuscany - Pisa to Florence
Self-Guided Leisure Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 16/09/2025 Guaranteed | 23/09/2025 | $1,595.00 |
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2025 24 Mar – 29 Oct (excluding dates throughout July and August)
Season 1 – $1760 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2015 17 – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – $1855 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – $2125 15 – 30 Jun and 01 – 08 Sep
Alternatively for a great value holiday 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.
- Riding between two of Italy’s most iconic cities
- Exploring Pisa, home of the world-famous Piazza dei Miracoli
- Cycling along quiet country lanes through Tuscan countryside
- Cycling past fairy tale Renaissance palaces and villas
- Visiting Vinci, the birthplace of Leonardo da Vinci
- Spending a free day in Florence, the birthplace of the Renaissance
Guided
Cuban Revolutions
Guided Bike Tour
| Start Date | End Date | Price p.p. |
|---|---|---|
| 08/11/2025 | 22/11/2025 | $4,675.00 |
| 22/11/2025 | 06/12/2025 | $4,675.00 |
| 24/01/2026 | 07/02/2026 | $4,920.00 |
| 07/02/2026 | 21/02/2026 | $4,920.00 |
| 07/11/2026 | 21/11/2026 | $4,920.00 |
| 21/11/2026 | 05/12/2026 | $4,920.00 |
- Kicking back with a post-ride Mojito
- Cycling around the loaf-shaped mountains of Viñales
- Exploring the cultural delights of Trinidad and Santiago
- Cuban salsa beats in downtown Havana
- Stories of Che, Castro and the Revolution
- Cycling the Caribbean coast of Marea del Portillo
Self-Guided
Classic Tuscany
Self-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 Date | End Date | Price p.p. |
|---|---|---|
| 28/09/2025 | 04/10/2025 | $1,625.00 |
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2025 24 Mar – 29 Oct (excluding dates throughout July and August)
Season 1 – $1815 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – $2140 17 Jun – 30 Jun and 01 – 02 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, Radda in Chianti 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
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