What are ‘Guaranteed Departures’? Our group trips need a minimum number of riders before we can give things the go ahead. Our Guaranteed Departures are trips which have already reached that minimum, meaning you can place a booking and start looking forward to your trip straight away. Browse all upcoming Guaranteed Departures below and click on the ‘Dates’ tab to see all available tour dates for a particular holiday. If the group tour you are looking at is not yet guaranteed, then you can still make a booking and chat to our sales team about how many more riders are needed before it becomes guaranteed.
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Destinations
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Destinations
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Supported
Way of the Roses
Supported Leisure Cycling Holiday
Supported
United Kingdom
Way of the Roses
Supported Leisure Cycling Holiday
Start
07/09/2025Duration
6 daysPrices from
£1,035 P.P.
Grade 3 : Moderate
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 | Price p.p. |
|---|---|
| 22/06/2025 | £1,035.00 |
| 07/09/2025 | £1,035.00 |
| 26/09/2025 | £1,035.00 |
| 17/05/2026 | £1,095.00 |
| 14/06/2026 | £1,095.00 |
| 30/08/2026 | £1,095.00 |
| 20/09/2026 | £1,095.00 |
Highlighted trips are already guaranteed
- Posing at Eric Morecambe’s statue on Morecambe seafront
- Cycling through the Forest of Bowland & Yorkshire Dales
- Superb local ales and tasty food every night
- York – flat cycling, big Minster
- The chalky rolling hills, with big country views of the Wolds
- Fish & chips on Bridlington’s waterfront to celebrate your ride!
Guided
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
Guided
Italy
Coast to Coast - L'Adriatico al Tirreno
Guided Road Cycling Holiday
Start
13/09/2025Duration
9 daysPrices from
£2,565 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 13/09/2025 | £2,565.00 |
Highlighted trips are already guaranteed
- 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
Tuscany to Rome
Guided Electric Bike Holiday
Guided
Italy
Tuscany to Rome
Guided Electric Bike Holiday
Start
13/09/2025Duration
8 daysPrices from
£2,255 P.P.
Grade 3 : Moderate
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 | Price p.p. |
|---|---|
| 13/09/2025 | £2,255.00 |
Highlighted trips are already guaranteed
- 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
Guided
Eden Valley and the North Pennines
Guided Road Cycling Holiday
Guided
United Kingdom
Eden Valley and the North Pennines
Guided Road Cycling Holiday
Start
14/09/2025Duration
6 daysPrices from
£1,065 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 14/09/2025 | £1,065.00 |
| 26/07/2026 | £1,120.00 |
| 20/09/2026 | £1,120.00 |
Highlighted trips are already guaranteed
- Admiring the rugged natural beauty of the North Pennines
- Riding up to the top of Hartside – a Tour of Britain favourite – from both directions
- Miles and miles of quiet picturesque valleys and dramatic moorland
- Pedalling up to Alston, the ‘joint highest market town’ in England
- Cycling through the Howgill Fells, perfectly situated between the Lake District and Yorkshire Dales National Parks
- Enjoying a well deserved pint of Pennine Pale Ale at the end of a day in the saddle
Self-Guided
Tuscany - Pisa to Florence
Self-Guided Leisure Cycling Holiday
Self-Guided
Italy
Tuscany - Pisa to Florence
Self-Guided Leisure Cycling Holiday
Duration
8 daysPrices from
£1,175 P.P.
Grade 2-3: Gentle/Moderate
| Start Date | Price p.p. |
|---|---|
| 16/09/2025 | £1,175.00 |
Highlighted trips are already guaranteed
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 – £1295 24 Mar – 16 Jun and 03 Sep – 29 Oct
Season 2 – £1485 17 – 30 Jun and 01 – 02 Sep
2026 29 Mar – 26 Oct (excluding dates throughout July and August)
Season 1 – £1365 29 Mar – 14 Jun and 09 Sep – 26 Oct
Season 2 – £1565 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
Sacred Valley of the Incas
Guided Cycling Holiday
Guided
Peru
Sacred Valley of the Incas
Guided Cycling Holiday
Start
20/09/2025Duration
12 daysPrices from
£2,575 P.P.
Grade 2 - 3: Gentle/ Moderate
| Start Date | Price p.p. |
|---|---|
| 16/08/2025 | £2,575.00 |
| 20/09/2025 | £2,575.00 |
| 06/06/2026 | £2,695.00 |
| 15/08/2026 | £2,695.00 |
| 19/09/2026 | £2,695.00 |
Highlighted trips are already guaranteed
- Amazing biking and a day of hiking the Inca Trail
- The imposing Inca ruins of the Sacred Valley
- Shopping for bargains at Pisac’s artisan market
- Machu Picchu – One of the Wonders of the World
- The world’s best Pisco sours and ceviche!
- Colourful Cusco and the unspoiled Lares Valley
Guided
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
Guided
Italy
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
Start
20/09/2025Duration
8 daysPrices from
£1,895 P.P.
Grade 2 - 3: Gentle to Moderate
| Start Date | Price p.p. |
|---|---|
| 06/09/2025 | £1,895.00 |
| 20/09/2025 | £1,895.00 |
| 04/10/2025 | £1,895.00 |
Highlighted trips are already guaranteed
- 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
Guided
Puglia
Guided Leisure Cycling Holiday
Guided
Italy
Puglia
Guided Leisure Cycling Holiday
Start
20/09/2025Duration
8 daysPrices from
£2,095 P.P.
Grade 2: Gentle
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 | Price p.p. |
|---|---|
| 20/09/2025 | £2,095.00 |
Highlighted trips are already guaranteed
- 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
Guided
Pyrenees Fitness Week (Grade 2-3)
Guided Road Cycling Holiday
Guided
France
Pyrenees Fitness Week (Grade 2-3)
Guided Road Cycling Holiday
Start
21/09/2025Duration
8 daysPrices from
£1,385 P.P.
Grade 2 - 3: Gentle to Moderate
| Start Date | Price p.p. |
|---|---|
| 21/09/2025 | £1,385.00 |
| 18/10/2025 | £1,385.00 |
| 05/04/2026 | £1,495.00 |
| 17/05/2026 | £1,495.00 |
| 06/09/2026 | £1,495.00 |
| 20/09/2026 | £1,495.00 |
| 18/10/2026 | £1,495.00 |
Highlighted trips are already guaranteed
- Spending your week in a period 16th century French house
- Training on many of the climbs often used in Le Tour de France
- Personalised training regime to suit your individual requirements by a ABBC qualified coach
- Cycling through traffic free rolling countryside, experiencing the beauty and tranquility of rural France
- Coming back to a home cooked feast every evening, freshly prepared by your coach’s wife, Toni.
- Sampling the delicious local wines of the region
Guided
Norfolk - Rebellion Way
Guided Leisure Cycling Holiday
Guided
United Kingdom
Norfolk - Rebellion Way
Guided Leisure Cycling Holiday
Start
21/09/2025Duration
7 daysPrices from
£1,595 P.P.
Grade 3 : Moderate
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. 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 | Price p.p. |
|---|---|
| * 27/07/2025 | £1,595.00 |
| 21/09/2025 | £1,595.00 |
| 26/04/2026 | £1,675.00 |
| 05/07/2026 | £1,675.00 |
| 09/08/2026 | £1,675.00 |
| 06/09/2026 | £1,675.00 |
Highlighted trips are already guaranteed
- Coastal cycling, beach houses and British seaside sights
- Majestic manor houses and villages full of character and charm
- Varied terrain from rolling country lanes to wooded ways
- Tales of Boudicca and rebellions
- Delightful Diss and stunning Holkham Hall
- Miles of gentle pedalling through the Norfolk Broads
- Posing with Captain Mainwaring in Thetford
Guided
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
Guided
Italy
Grand Traverse Classic - North to South
Guided Road Cycling Holiday
Start
25/09/2025Duration
17 daysPrices from
£4,395 P.P.
Grade 4 : Challenging
| Start Date | Price p.p. |
|---|---|
| 25/09/2025 | £4,395.00 |
| 21/05/2026 | £4,615.00 |
| 24/09/2026 | £4,615.00 |
Highlighted trips are already guaranteed
- 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!
Guided
Atlas to Desert
Guided Cycling Holiday
Guided
Morocco
Atlas to Desert
Guided Cycling Holiday
Start
27/09/2025Duration
9 daysPrices from
£1,655 P.P.
Grades 3 - 4: Moderate/ Active
| Start Date | Price p.p. |
|---|---|
| 27/09/2025 | £1,655.00 |
| 25/10/2025 | £1,655.00 |
| 04/04/2026 | £1,745.00 |
| 26/09/2026 | £1,745.00 |
Highlighted trips are already guaranteed
- 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
