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
Departure Month
Destinations
Departure Month
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Guided
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Guided
Italy
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Holiday
Start
10/05/2025Duration
8 daysPrices from
£2,095 P.P.
Grade 3-4 : Moderate/Challenging
| Start Date | Price p.p. |
|---|---|
| * 10/05/2025 | £2,095.00 |
| 20/09/2025 | £2,095.00 |
Highlighted trips are already guaranteed
- 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
Guided
Scotland - Wild About Argyll
Guided Gravel Riding Holiday
Guided
Scotland
Scotland - Wild About Argyll
Guided Gravel Riding Holiday
Start
01/06/2025Duration
7 daysPrices from
£1,635 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| * 01/06/2025 | £1,635.00 |
| 06/07/2025 | £1,635.00 |
| 10/08/2025 | £1,635.00 |
| 14/09/2025 | £1,635.00 |
Highlighted trips are already guaranteed
- Scenic shorelines on Loch Goil, Loch Long and Loch Eck
- Lush forest with a variety of trails and textbook gravel riding
- Pairing Scotland’s finest seafood with local whisky and craft beer
- Deep glens beneath towering mountains in Loch Lomond & the Trossachs National Park
- Sunsets across Loch Fyne at Portavadie
- Chance to spot otters, red squirrels and white-tailed eagles
Guided
Scotland - Wild About Argyll
Guided Gravel Riding Holiday
Guided
Scotland
Scotland - Wild About Argyll
Guided Gravel Riding Holiday
Start
06/07/2025Duration
7 daysPrices from
£1,635 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| * 01/06/2025 | £1,635.00 |
| 06/07/2025 | £1,635.00 |
| 10/08/2025 | £1,635.00 |
| 14/09/2025 | £1,635.00 |
Highlighted trips are already guaranteed
- Scenic shorelines on Loch Goil, Loch Long and Loch Eck
- Lush forest with a variety of trails and textbook gravel riding
- Pairing Scotland’s finest seafood with local whisky and craft beer
- Deep glens beneath towering mountains in Loch Lomond & the Trossachs National Park
- Sunsets across Loch Fyne at Portavadie
- Chance to spot otters, red squirrels and white-tailed eagles
Guided
Northumberland - Reivers Trails
Guided Gravel Riding Holiday
Guided
United Kingdom
Northumberland - Reivers Trails
Guided Gravel Riding Holiday
Start
27/07/2025Duration
7 daysPrices from
£1,595 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| * 22/06/2025 | £1,595.00 |
| 27/07/2025 | £1,595.00 |
Highlighted trips are already guaranteed
- Miles and miles of traffic-free gravel Reivers trails to explore
- A raid across the Scottish Border and a night in Newcastleton, Liddesdale
- A chance to spot ospreys which have nested in Kielder since 2008
- A visit to the Skyspace installation designed by artist James Turrell
- Fabulous vistas across Europe’s largest man-made lake
- The flowing contours and switchbacks of Kielder’s Lakeside Trail
- A delicious local pint from First and Last’s Bellingham-based brewery
Guided
Sardinia - Cape to Cape
Guided Gravel Riding Holiday
Guided
Italy
Sardinia - Cape to Cape
Guided Gravel Riding Holiday
Start
27/09/2025Duration
8 daysPrices from
£2,095 P.P.
Grade 3-4 : Moderate/Challenging
| Start Date | Price p.p. |
|---|---|
| * 26/04/2025 | £2,095.00 |
| 27/09/2025 | £2,095.00 |
Highlighted trips are already guaranteed
- Climbing up to Capo Sperone to mark the start of our journey… and looking out from Capo Mannu over the Med to mark its end!
- Riding scenic gravel roads along the Cabras Lagoon
- Checking out the UNESCO heritage Nuragic site of Barumini
- Scaling the exciting gravel tracks of the Marmilla hills
- Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
- Eating fantastic home-cooked food, washed down with honest local wine!
