Road Cycling Tours in Italy

Grade 4 - 5

Alps and Dolomites - Giants of the Giro

Guided Road Bike Tour

Start Date	End Date	Price p.p.
22/08/2026 Guaranteed	30/08/2026	$3,565.00
17/07/2027	25/07/2027	$3,710.00
21/08/2027	29/08/2027	$3,710.00

Cycling through the best alpine and dolomite scenery of Italy
Climbing the iconic Mortirolo, Passo Gavia and Passo Stelvio of Giro d’Italia fame
Enjoying post-ride relaxation in typical chalet-style mountain hotels
Re-charging your energy levels every evening with tasty local fayre
Testing your legs and endurance on the final Monte Grappa climb
Enjoying an aperitif in the lively towns of San Pellegrino Terme, Bormio and Bassano del Grappa

Guided

Italy

Lakes of Lombardia

Guided Road Bike Tour

Duration

8 days

Prices from

$3,565 P.P.

Grade 3: Moderate

Lakes of Lombardia

Guided Road Bike Tour

Start Date	End Date	Price p.p.
10/07/2027	17/07/2027	$3,565.00
31/07/2027	07/08/2027	$3,565.00

Riding into Switzerland from Lake Maggiore to Lake Lugano
The ascent to Madonna del Ghisallo and the world famous cycling museum
Strolling through Bellagio on Lake Como after a great lake-side ride
Conquering Passo Maniva and the sweeping downhill to Lago di Idro
Relaxing with a post-ride drink overlooking yet another beautiful lake
Enjoying good food, fine wines and quality accommodation

Guided

Italy

NEW! - Piedmont - La Strada del Vino

Guided Road Bike Tour

Duration

8 days

Prices from

$2,850 P.P.

Grade 3: Moderate

NEW! - Piedmont - La Strada del Vino

Guided Road Bike Tour

Start Date	End Date	Price p.p.
12/09/2026 Contact Us	19/09/2026	$2,850.00
01/05/2027	08/05/2027	$2,965.00
05/06/2027	12/06/2027	$2,965.00
25/09/2027	02/10/2027	$2,965.00

Cycling through rolling hills terraced with vineyards and quaint medieval villages
Capturing beautiful views that stretch as far as the Alps
Admiring castle topped villages which lend a historic romantic feel to the area
Tasting some of the best wines in Italy in the regions they are produced; Barolo, Barbaresco and Asti
Feasting on some of the best regional food in Italy, including truffles, cheeses and hazelnut Gianduia chocolates!

Self-Guided

Italy

NEW! - Piedmont - La Strada del Vino

Self-Guided Road Bike Tour

Duration

8 days

Prices from

$2,280 P.P.

Grade 3: Moderate

NEW! - Piedmont - La Strada del Vino

Self-Guided Road Bike Tour

Daily departures available between April and October. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

2026 18 Apr – 26 Oct (no departures in July and August)

Season 1 – $2280 18 Apr – 14 Jun / 09 Sep – 26 Oct

Season 2 – $2565 15 Jun – 30 Jun / 01 Sep – 08 Sep

2027 19 Apr – 26 Oct (no departures in July and August)

Season 1 – $2380 19 Apr – 14 Jun / 09 Sep – 26 Oct

Season 2 – $2680 15 – 30 Jun / 01 – 08 Sep

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.

Cycling through rolling hills terraced with vineyards and quaint medieval villages
Capturing beautiful views that stretch as far as the Alps
Admiring castle topped villages which lend a historic romantic feel to the area
Tasting some of the best wines in Italy in the regions they are produced; Barolo, Barbaresco and Asti
Feasting on some of the best regional food in Italy, including truffles, cheeses and hazelnut Gianduia chocolates!

Guided

Italy

Grand Traverse Explorer - South to North

Guided Road Bike Tour

Duration

22 days

Prices from

$7,850 P.P.

Grade 3 - 4: Moderate/ Challenging

Grand Traverse Explorer - South to North

Guided Road Bike Tour

Start Date	End Date	Price p.p.
29/08/2026 Guaranteed	19/09/2026	$7,850.00
24/04/2027	15/05/2027	$8,080.00
28/08/2027	18/09/2027	$8,080.00

Riding up 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: Lecce, Assisi, Siena, Venice
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 from the most south-easterly point of the heel of Italy up to Venice, having ridden nearly 1,100 miles and climbed almost 22,000 metres!

Guided

Italy

Tuscany - Giro della Toscana

Guided Road Bike Tour

Duration

8 days

Prices from

$2,995 P.P.

Grade 3: Moderate

Tuscany - Giro della Toscana

Guided Road Bike Tour

Start Date	End Date	Price p.p.
29/08/2026 Contact Us	05/09/2026	$2,995.00
03/10/2026 Fully Booked	10/10/2026	$2,995.00
01/05/2027	08/05/2027	$3,135.00
29/05/2027	05/06/2027	$3,135.00
02/10/2027 Guaranteed	09/10/2027	$3,135.00

Cycling through the historic wine regions of Tuscany, stopping off for a bit of wine tasting along the way
Staying in quality accommodation, with fantastically warm hospitality
Easing along the rolling hills of the Colli Sienesi
Riding the stunning UNESCO heritage region of Val d’Orcia
Stopping off at the lovely San Gimignano and Montalcino
Chilling out with a post-ride Chianti

Guided

Italy

Coast to Coast - L'Adriatico al Tirreno

Guided Road Bike Tour

Duration

9 days

Prices from

$3,850 P.P.

Grade 3: Moderate

Coast to Coast - L'Adriatico al Tirreno

Guided Road Bike Tour

Start Date	End Date	Price p.p.
12/09/2026 Guaranteed	20/09/2026	$3,850.00
22/05/2027	30/05/2027	$4,035.00
11/09/2027	19/09/2027	$4,035.00

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

Self-Guided

Italy

Puglia - The Beautiful South

Self-Guided Road Bike Tour

Duration

8 days

Prices from

$2,425 P.P.

Grade 2 : Gentle

Puglia - The Beautiful South

Self-Guided Road Bike Tour

Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

Season 1 – $2425 29 Mar – 07 Jun / 09 Sep – 26 Oct

Season 2 – $2795 01 Sept – 08 Sep

2027 30 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

Season 1 – $2535 30 Mar – 07 Jun / 09 Sep – 26 Oct

Season 2 – $2925 01 Sep – 08 Sep

Savouring the deep red wine of the Salento region and the crisp whites of Locorotondo
Enjoying the sights of Alberobello, famous for the ‘trulli’
Exploring the gnarled olive groves in the countryside of Alberobello
Visiting 2 UNESCO heritage sites; Lecce and Alberobello
Admiring the Baroque churches of Lecce
Enjoying the panoramic coastal road between Santa Maria di Leuca and Otranto

Guided

Italy

Grand Traverse Classic - North to South

Guided Road Bike Tour

Duration

17 days

Prices from

$5,995 P.P.

Grade 4: Challenging

Grand Traverse Classic - North to South

Guided Road Bike Tour

Start Date	End Date	Price p.p.
24/09/2026 Last Spaces	10/10/2026	$5,995.00
20/05/2027	05/06/2027	$6,180.00
23/09/2027	09/10/2027	$6,180.00

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!

Self-Guided

Italy

Sardinia - Coastal Explorer

Self-Guided Road Bike Tour

Duration

8 days

Prices from

$2,110 P.P.

Grade 2 - 3: Gentle/Moderate

Sardinia - Coastal Explorer

Self-Guided Road Bike Tour

Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

Season 1 – $2110 26 Mar – 07 Jun and 09 Sep – 29 Oct

Season 2 – $2410 01 Sept – 08 Sept

2027 30 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)

Season 1 – $2210 30 Mar – 07 Jun and 09 Sep – 26 Oct

Season 2 – $2525 01 Sept – 08 Sept

Riding the stunning coastal road from Alghero to Bosa
Exploring the sandstone coast of Santa Caterina di Pittinuri
Visiting the Sinis Peninsula and the ancient Roman ruins of Tharros
The view of Pan di Zucchero on the Nebida coastal ride
Sweeping down the long descents to Fluminimaggiore and Masua
Exploring the white beaches running alongside the south west coastal road