Gravel Riding Holidays In Italy

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Italy is a dream destination for gravel riding enthusiasts, with its rugged terrain, breathtaking views and idyllic mediterranean climate. Add to this a rich culture, history and some of the best food and wine in Europe, and you’ve got the recipe for the perfect cycling holiday. Whether you're exploring the Strade Bianche weaving through the pristine Tuscan countryside or riding off the beaten track into the wild heart of Sardinia, we’ll make sure you have everything you need so you can simply relax and have fun.

Our gravel riding holidays in Tuscany and Sardinia run throughout spring and autumn, which is the best time of year for a cycling holiday in these regions, avoiding the heat and crowds in the height of summer. You can choose to join one of our guided small group tours or select a self-guided trip to go on your own off-road adventure.

Destination Guide

We’ve been delivering incredible cycling holidays in Italy for over 20 years! Our passionate local teams are second to none and can’t wait to welcome you.

Tuscany: The iconic Tuscan landscapes cannot fail to captivate the soul! We’re taking cypress trees, endless fields of rippling corn and world-class cultural wonders galore...

Sardinia: This wild, rugged island is one of our absolute favourites and the home of Skedaddle Italia. Our cycling holidays here offer something for everyone!

Guided

Italy

Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Duration

8 days

Prices from

£2,135 P.P.

View Reviews

4

1

2

3

4

5

Grade 3-4 : Moderate/Active

More Info BOOK NOW

Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Start Date	End Date	Price p.p.
10/05/2025	17/05/2025	£2,135.00
20/09/2025	27/09/2025	£2,135.00

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

Photo Highlights Dates

Guided

Italy

Sardinia - Cape to Cape

Guided Gravel Riding Holiday

Duration

8 days

Prices from

£2,135 P.P.

View Reviews

6

1

2

3

4

5

Grade 3 : Moderate

More Info BOOK NOW

Sardinia - Cape to Cape

Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

Book before 17 November 2024 to get £100 off your tour departing on 26/04/2025. Apply promo code FYR2025.

Start Date	End Date	Price p.p.
* 26/04/2025	03/05/2025	£2,135.00
27/09/2025	04/10/2025	£2,135.00

Climbing up to the Capo Sperone lighthouse 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 Nuraghic site of Barumini
Scaling the exciting gravel tracks of Monte Grighine
Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
Eating fantastic home-cooked food, washed down with honest local wine!

Photo Highlights Dates

Self-Guided

Italy

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

Duration

8 days

Prices from

£1,675 P.P.

1

2

3

4

5

Grade 3-4 : Moderate/Active

More Info BOOK NOW

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

Book before 17 November 2024 to get £80 off your holiday departing in Spring 2025 before April 30th. Apply promo code FYR2025.

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 – £1675 24 Mar – 16 Jun and 03 Sep – 29 Oct

Season 2 – £1885 17 Jun – 30 Jun and 01 – 02 Sep

SAVE ON 2025 EARLY SEASON ESCAPES!

Book your early cycling escape before the 17th of November and save £80. Applies to departures between the 24th March and the 30th April 2025. Apply the promo code FYR2025 when you book. Your discount will be applied once your booking is confirmed.

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 Sienesi’
Chilling out with a post-ride Chianti or Brunello

Photo Highlights Dates

Self-Guided

Italy

Sardinia - Cape to Cape

Self-Guided Gravel Riding Holiday

Duration

8 days

Prices from

£1,595 P.P.

View Reviews

5

1

2

3

4

5

Grade 3 : Moderate

More Info BOOK NOW

Sardinia - Cape to Cape

Self-Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

Book before 17 November 2024 to get £80 off your holiday departing in Spring 2025 before April 30th. Apply promo code FYR2025.

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

Season 1 – £1595 24 Mar – 08 Jun / 09 Sep – 29 Oct

Season 2 – £1825 01 Sept – 08 Sept

There are no departures available between 09 Jun – 31 Aug.

SAVE ON 2025 EARLY SEASON ESCAPES!

Book your early cycling escape before the 17th of November and save £80. Applies to departures between the 24th March and the 30th April 2025. Apply the promo code FYR2025 when you book. Your discount will be applied once your booking is confirmed.

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.

Climbing up to the Capo Sperone lighthouse to mark the start of your 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 Nuraghic site of Barumini
Enjoying the stunning scenery of the rugged coast of the Sinis Peninsula
Eating fantastic home-cooked food, washed down with honest local wine!

Photo Highlights Dates

Why choose Italy for your gravel riding and cycling holiday?
Italy arguably is the home to gravel riding and bike tours in Europe. Hundreds of kilometres of pristine gravel roads, traversing beautiful countryside peppered with ancient villages await you here.

Top destinations for gravel riding in Italy
Explore the iconic Strade Bianche gravel landscapes of Tuscany where world-class cultural and cycling wonders await at every turn on your tour. Or venture to the wild and rugged island of Sardinia, one of our absolute favourite bike tour destinations in Italy and Europe.

Decide how you ride
Our diverse gravel tour selection in Italy is crafted to meet the needs of different riders and their preferences. Determine your riding grade by your fitness level. You have the option to join a small group tour or go on a self-guided ride. Everyone will find something to enjoy!

Gravel Riding Holidays In Italy

Destination Guide

Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Duration

Prices from

Tuscany - Strade Bianche Explorer

Guided Gravel Riding Holiday

Sardinia - Cape to Cape

Guided Gravel Riding Holiday

Duration

Prices from

Sardinia - Cape to Cape

Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

Duration

Prices from

Strade Bianche Explorer

Self-Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

Sardinia - Cape to Cape

Self-Guided Gravel Riding Holiday

Duration

Prices from

Sardinia - Cape to Cape

Self-Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

News, Reviews & Stories

Cycling in Sardinia

The Story Behind Sardinia Cape to Cape

Meet our local partners in Prosecco

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Gravel Riding Holidays In Italy

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2024

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Destination Guide

Guided Gravel Riding Holiday

Duration

Prices from

Guided Gravel Riding Holiday

Guided Gravel Riding Holiday

Duration

Prices from

Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

Self-Guided Gravel Riding Holiday

Duration

Prices from

Self-Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

Self-Guided Gravel Riding Holiday

Duration

Prices from

Self-Guided Gravel Riding Holiday

SAVE ON 2025 EARLY SEASON ESCAPES

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