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
17/05/2026Duration
6 daysPrices from
£1,095 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. |
|---|---|
| 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
Lake District - Derwent Water
Guided Leisure Cycling Holiday
Guided
United Kingdom
Lake District - Derwent Water
Guided Leisure Cycling Holiday
Start
18/05/2026Duration
5 daysPrices from
£1,155 P.P.
Grade 2-3: Gentle/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. |
|---|---|
| 18/05/2026 | £1,155.00 |
| 06/07/2026 | £1,155.00 |
| 17/08/2026 | £1,155.00 |
Highlighted trips are already guaranteed
- Stay at Derwent Bank, Keswick – a comfortable HF Country House sitting directly on the banks of Derwent Water
- Spin your legs gently along country lanes or challenge them as you climb up towards some Lakeland fells
- Admire the vista across the lake to Skiddaw and Blencathra
- Treat yourself to delicious cake pit-stops in charming local cafés
- Let the lovely Lakeland landscapes inspire your daily cycling
- Visit Castlerigg Stone Circle – an ancient monument built around 3000 BC
Guided
Beyond The Silk Road
Guided Cycling Holiday
Guided
Uzbekistan
Beyond The Silk Road
Guided Cycling Holiday
Start
22/05/2026Duration
14 daysPrices from
£4,395 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 22/05/2026 | £4,395.00 |
| 02/10/2026 | £4,395.00 |
Highlighted trips are already guaranteed
- Wandering around beautiful Bukhara and its bazaars
- Exploring Zaamin National Park’s soaring peaks and lush pastures
- Marvelling at Samarkand’s Mosques and Minarets
- Riding the legendary Lake Chavac Loop
- Spending the night in a traditional yurt, enjoying campfires and unforgettable sunsets
- Pedalling through Sarmysh and its ancient petroglyphs
Guided
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
Guided
United Kingdom
Land's End to John O'Groats Classic
Guided Road Cycling Holiday
Start
23/05/2026Duration
16 daysPrices from
£3,295 P.P.
Grade 3 - 4: Moderate/ Challenging
| Start Date | Price p.p. |
|---|---|
| 23/05/2026 | £3,295.00 |
| 22/08/2026 | £3,295.00 |
| 22/05/2027 | £3,395.00 |
| 14/08/2027 | £3,395.00 |
Highlighted trips are already guaranteed
- Ride the length of Britain from toe to tip and declare yourself an ‘End to Ender’
- The camaraderie of completing the UK’s best challenge ride on a small group tour
- 3 countries in 14 days of riding. 1,000 miles of Britain at its best
- A unique LEJOG route along quiet roads through scenic countryside
- Enjoy spectacular scenery from Cheddar Gorge to the Cairngorms
- Experience the regional changes in tradition, culture and accents as you progress from county to county
- Delicious picnics, country pubs and wonderful accommodation
- Cornish pasties to haggis and everything in between
Guided
Scotland - Tour d'Ecosse
Guided Road Cycling Holiday
Guided
Scotland
Scotland - Tour d'Ecosse
Guided Road Cycling Holiday
Start
23/05/2026Duration
8 daysPrices from
£1,855 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 02/05/2026 | £1,855.00 |
| 23/05/2026 | £1,855.00 |
| 13/06/2026 | £1,855.00 |
| 04/07/2026 | £1,855.00 |
| 08/08/2026 | £1,855.00 |
| 05/09/2026 | £1,855.00 |
Highlighted trips are already guaranteed
- Quiet single-track roads for miles on end
- Bealach Na Ba – the greatest road ascent in the UK
- Feasting on fresh seafood after a day in the saddle
- Stunning views out over the Isle of Skye
- Cycling the peaceful lochside roads of Scotland
- The swooping coastal road from Ullapool to Kinlochewe
Guided
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
Guided
Italy
Sardinia - Coastal Explorer
Guided Road Cycling Holiday
Start
23/05/2026Duration
8 daysPrices from
£2,125 P.P.
Grade 2 - 3: Gentle to Moderate
| Start Date | Price p.p. |
|---|---|
| 09/05/2026 | £2,125.00 |
| 23/05/2026 | £2,125.00 |
| 19/09/2026 | £2,125.00 |
| 10/10/2026 | £2,125.00 |
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
Tuscany to Rome
Guided Electric Bike Holiday
Guided
Italy
Tuscany to Rome
Guided Electric Bike Holiday
Start
23/05/2026Duration
8 daysPrices from
£2,395 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. |
|---|---|
| 23/05/2026 | £2,395.00 |
| 12/09/2026 | £2,395.00 |
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
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Guided
Scotland
Scotland - Hebridean Way
Guided Leisure Cycling Holiday
Start
24/05/2026Duration
7 daysPrices from
£2,555 P.P.
Grade 3-4 : Moderate/Active
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. |
|---|---|
| 03/05/2026 | £2,555.00 |
| 24/05/2026 | £2,555.00 |
| 31/05/2026 | £2,555.00 |
| 21/06/2026 | £2,555.00 |
| 05/07/2026 | £2,555.00 |
| 26/07/2026 | £2,555.00 |
| 16/08/2026 | £2,555.00 |
| 30/08/2026 | £2,555.00 |
Highlighted trips are already guaranteed
- Riding along the Golden Road
- Miles and miles of picture-perfect white sand beaches
- Enjoying a wee dram from the Distillery at Tarbert
- Seeing the traditional weaving of Harris Tweed
- Views of Luskentyre Beach over a delicious picnic lunch
- Visiting the Blackhouse Village at Gearrannan
- The awe inspiring Callanish Standing Stones
Guided
Pyrenees All Mountain Traverse
Guided Mountain Bike Holiday
Guided
Spain
Pyrenees All Mountain Traverse
Guided Mountain Bike Holiday
Start
26/05/2026Duration
8 daysPrices from
£2,465 P.P.
Grade 4 : Challenging
OPTIONAL E-MTB DEPARTURES
We offer this holiday with an e-MTB only departure as well as regular trips where you can choose a normal bike or a pedal assist e-MTB hire. Boost your riding off the beaten track! Our e-MTB only departures offer experienced riders the chance to enjoy a phenomenal e-mountain biking adventure with Skedaddle. Hire one of our quality e-mountain bikes and experience the buzz of a pedal-assisted ride. You may choose to hire an e-MTB on a regular tour date for this holiday but bear in mind that the pace will be set to riders without an e-bike.
| Start Date | Price p.p. |
|---|---|
| 26/05/2026 | £2,465.00 |
| 01/10/2026 E-Bike Departure | £2,465.00 |
Highlighted trips are already guaranteed
- Oh, just sweet, sweet singletrack everywhere
- The full traverse of the stunning Tena valley
- Riding ancient singletrack steeped with history and heritage
- Exploring the untouched Spanish Pyrenees
- Enjoying tasty local cuisine with a glass of Somantano Red
- Taking on el Classico from San Andreas hermitage
Guided
NEW! Emilia-Romagna - The Food Valley
Guided Leisure Cycling Holiday
Guided
Italy
NEW! Emilia-Romagna - The Food Valley
Guided Leisure Cycling Holiday
Start
30/05/2026Duration
8 daysPrices from
£1,995 P.P.
Grade 2-3: Gentle/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. |
|---|---|
| 30/05/2026 | £1,995.00 |
| 29/08/2026 | £1,995.00 |
Highlighted trips are already guaranteed
- Riding along 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 birthplace of the famous Italian composer Giuseppe Verdi
- Exploring modern and bustling Modena
- Taking in the vibrant university city of Bologna
Guided
NEW! Italy - Gravel Trails of Veneto
Guided Gravel Riding Holiday
Guided
Italy
NEW! Italy - Gravel Trails of Veneto
Guided Gravel Riding Holiday
Start
30/05/2026Duration
8 daysPrices from
£2,295 P.P.
Grade 2: Gentle
| Start Date | Price p.p. |
|---|---|
| 30/05/2026 | £2,295.00 |
| 05/09/2026 | £2,295.00 |
Highlighted trips are already guaranteed
- Discovering 5 UNESCO sites: Verona, Peschiera, Mantova, Padova, Vicenza
- Visiting Verona – the city of Romeo & Juliet and its iconic Arena
- Riding the best gravel routes along the Po and Adige rivers
- Climbing into the Colli Euganei for epic views
- Riding fun singletrack through the woods to Lake Garda
- Unwinding at a peaceful agriturismo in the Veneto countryside
- Celebrating your ride with new friends in Vicenza’s historic center
Guided
Coniston and the Central Lakes
Guided Electric Bike Holiday
Guided
United Kingdom
Coniston and the Central Lakes
Guided Electric Bike Holiday
Start
01/06/2026Duration
5 daysPrices from
£1,195 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. |
|---|---|
| 01/06/2026 | £1,195.00 |
| 31/08/2026 | £1,195.00 |
Highlighted trips are already guaranteed
- Staying at HF House, Monk Coniston, set amidst breathtaking scenery in the heart of the Central Lake District
- Exploring the Lake District on e-bikes, enjoying a relaxed pace and an extra boost over the hills
- Taking in amazing open views over Coniston Water and Windermere
- Visiting the typically quaint Cumbrian villages of Elterwater, Grasmere and Hawkshead
- Sampling Grasmere’s famous gingerbread
- Enjoying a pint of Coniston Bluebird after a rewarding day of riding
- Passing by Hill Top, the 17th century home of Beatrix Potter
