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 tour. 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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Guided
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Tour
Guided
Italy
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Tour
Start
09/05/2026Duration
8 daysPrices from
$3,180 P.P.
Grade 3-4 : Moderate/Chellenging
| Start Date | Price p.p. |
|---|---|
| 09/05/2026 | $3,180.00 |
| 20/09/2026 | $3,180.00 |
Highlighted trips are already guaranteed
- Riding some of the classic Tuscany gravel routes including the Strade Bianche
- 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
Northumberland - Reivers Trails
Guided Gravel Riding Tour
Guided
United Kingdom
Northumberland - Reivers Trails
Guided Gravel Riding Tour
Start
02/08/2026Duration
7 daysPrices from
$2,280 P.P.
Grade 3 : Moderate
| Start Date | Price p.p. |
|---|---|
| 21/06/2026 | $2,280.00 |
| 02/08/2026 | $2,280.00 |
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
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Tour
Guided
Italy
Tuscany - Strade Bianche Explorer
Guided Gravel Riding Tour
Start
20/09/2026Duration
8 daysPrices from
$3,180 P.P.
Grade 3-4 : Moderate/Chellenging
| Start Date | Price p.p. |
|---|---|
| 09/05/2026 | $3,180.00 |
| 20/09/2026 | $3,180.00 |
Highlighted trips are already guaranteed
- Riding some of the classic Tuscany gravel routes including the Strade Bianche
- 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
Badlands of Andalucia
Guided Gravel Riding Tour
Guided
Spain
Badlands of Andalucia
Guided Gravel Riding Tour
Start
18/10/2026Duration
8 daysPrices from
$3,425 P.P.
Grade 3-4 : Moderate/Chellenging
| Start Date | Price p.p. |
|---|---|
| 12/04/2026 | $3,425.00 |
| 18/10/2026 | $3,425.00 |
Highlighted trips are already guaranteed
- Spending the night in the magical city of Granada and riding out past the Alhambra as the adventure begins
- Riding through the vast forests of the Sierra Nevada
- Riding the Ramblas and through the incredible scenery of the Tabernas desert
- Arriving at the beautiful volcanic Cabo de Gata coastline
- Delicious seafood, sunset dinner on the coast
- The dramatic empty landscapes of the whole adventure
