Self-Guided Road Cycling Holidays

+44 (0)191 2651110 info@skedaddle.com

Our self-guided road cycling holidays give you the flexibility to choose the dates that work best for you and riding partner or group. Enjoy the sense of adventure as you hop on your bike to explore some of the best roads in Spain and Italy at a pace that suits you.

We’ll take care of all the tricky logistics for you – the route planning, accommodation, navigation tools and luggage transfers – leaving you to focus on that next climb, the incredible views and what delicious local cuisine will be waiting for you at the end of your day’s ride.

Self-Guided

Spain

La Rioja - Ruta del Vino

Self-Guided Road Cycling Holiday

Duration

7 days

Prices from

£1,125 P.P.

Grade 3 : Moderate

More Info BOOK NOW

La Rioja - Ruta del Vino

Self-Guided Road Cycling Holiday

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

2026 – £1125 01 Mar – 28 Mar / 05 Apr – 08 Jun / 10 Jun – 31 Jul / 1 Sep – 31 Oct

The fantastic San Millan de la Cogolla monastery, a World Heritage Site
Marvelling at Frank Gehry’s architectural genius at the Marques de Riscal Winery on the loop ride from Laguardia
Cycling high along the limestone cliffs of the Sierra de Cantabria
Enjoying the atmospheric, medieval towns of Ezcaray and Laguardia
Wine tasting in a Riojan bodega (or two!)
Cycling through Mediterranean forests, along mountainsides and through endless vineyards
Rolling along the Rio Ebro into Logroï¿½o for an authentic slice of tapas heaven in Calle Laurel

Photo Highlights Dates

Self-Guided

Italy

Sardinia - Coast to Coast

Self-Guided Road Cycling Holiday

Duration

8 days

Prices from

£1,495 P.P.

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Grade 2 - 3: Gentle to Moderate

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Sardinia - Coast to Coast

Self-Guided Road Cycling Holiday

Start Date	End Date	Price p.p.
28/04/2026	05/05/2026	£1,495.00
09/10/2026	16/10/2026	£1,495.00

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 – £1595 29 Mar – 07 Jun / 09 Sep – 26 Oct

Season 2 – £1765 01 Sept – 08 Sept

Alternatively for a great value holiday select one of our scheduled departures below.

Riding the roller-coaster road below Mount Arcuentu to the west coast
Exploring the UNESCO heritage site of Su Nuraxi at Barumini
Taking a dip in the emerald waters of Sardinia
Cycling through the Sardinian “Blue Zone”
Dining on delicious home cooked food, washed down with tasty local wine!
The stunning descent to Bari Sardo on the East Coast

Photo Highlights Dates

Self-Guided

Italy

Puglia - The Beautiful South

Self-Guided Road Cycling Holiday

Duration

8 days

Prices from

£1,795 P.P.

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Grade 2 : Gentle

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Puglia - The Beautiful South

Self-Guided Road Cycling Holiday

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 – £1795 29 Mar – 07 Jun / 09 Sep – 26 Oct

Season 2 – £1955 01 Sept – 08 Sept

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

Photo Highlights Dates

Self-Guided

Italy

Sardinia - Coastal Explorer

Self-Guided Road Cycling Holiday

Duration

8 days

Prices from

£1,550 P.P.

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Grade 2 - 3: Gentle to Moderate

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Sardinia - Coastal Explorer

Self-Guided Road Cycling Holiday

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 – £1550 26 Mar – 07 Jun and 09 Sep – 29 Oct

Season 2 – £1775 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 descent to Fluminimaggiore and Masua
Exploring the white beaches running alongside the south west coastal road

Photo Highlights Dates

Self-Guided

Italy

Tuscany - Giro della Toscana

Self-Guided Road Cycling Holiday

Duration

8 days

Prices from

£1,695 P.P.

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Grade 3 : Moderate

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Tuscany - Giro della Toscana

Self-Guided Road Cycling Holiday

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 in July and August)

Season 1 – £1695 29 Mar – 14 Jun and 09 Sep – 26 Oct

Season 2 – £2025 15 Jun – 30 Jun and 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 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

Photo Highlights Dates

Self-Guided

Spain

Andalucia - Los Pueblos Blancos

Self-Guided Road Cycling Holiday

Duration

8 days

Prices from

£1,495 P.P.

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Grade 2 - 3: Gentle to Moderate

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Andalucia - Los Pueblos Blancos

Self-Guided Road Cycling Holiday

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

2025 – £1495 – 01 Mar – 10 Apr / 20 Apr – 30 Apr / 12 May – 30 Jun / 09 Sep – 30 Nov

2026 – £1535 – 01 Mar – 28 Mar / 05 Apr – 30 Apr / 03 May – 30 Jun / 08 Sep – 30 Nov

Riding the beautiful Serrania de Ronda, past white villages, chestnut groves and craggy sierras
A fantastic mixture of great small rural hotels
Exploring beautiful Ronda, perched on its magnificent gorge
Reaching the dramatic Puerto de las Palomas
Grazalema, nestled below atmospheric, limestone mountains
Sipping local sherries with tasty tapas in the local bodegas

Photo Highlights Dates

Self-Guided

Spain

Roads of Ronda

Self-Guided Road Cycling Holiday

Duration

7 days

Prices from

£1,295 P.P.

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Grade 3 : Moderate

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Roads of Ronda

Self-Guided Road Cycling Holiday

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

2025 – £1295 – 01 Mar – 10 Apr / 20 Apr – 30 Apr / 12 May – 30 Jun / 09 Sep – 30 Nov

2026 – £1335 – 01 Mar – 28 Mar / 05 Apr – 30 Apr / 03 May – 30 Jun / 08 Sep – 30 Nov

Staying in the quintessentially Spanish town of Ronda
Cycling through the rugged, ‘bandit country’ of the Sierra de las Nieves
Reaching the top of the stunning Puerto de las Palomas
Tasty tapas and sunset sangrias
White villages (pueblos blancos) cut into the hillsides
Planning your own cycling days based on our route notes and recommendations

Photo Highlights Dates

Self-Guided

Italy

NEW! - Piedmont - La Strada del Vino

Self-Guided Road Cycling Holiday

Duration

8 days

Prices from

£1,595 P.P.

Grade 3 : Moderate

More Info BOOK NOW

NEW! - Piedmont - La Strada del Vino

Self-Guided Road Cycling Holiday

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 (no departures in July and August)

Season 1 – £1595 18 Apr – 14 Jun / 09 Sep – 26 Oct

Season 2 – £1795 15 Jun – 30 Jun / 01 Sep – 08 Sep

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!

Photo Highlights Dates

Self-Guided

Spain

Bilbao to Santiago

Self-Guided Road Cycling Holiday

Duration

10 days

Prices from

£2,055 P.P.

Grade 3 : Moderate

More Info BOOK NOW

Bilbao to Santiago

Self-Guided Road Cycling Holiday

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 05 Apr – 31 Oct

Season 1 – £2055 03 – 31 May / 29 Sep – 31 Oct

Season 2 – £2265 01 Jun – 31 Jul / 01 – 28 Sep

Season 3 – £2555 05 – 30 Apr / 01 – 31 Aug

Riding along the stunning and dramatic Cantabrian coastline
A stunning start in the Basque city of Bilbao
Enjoying a fabulous seafood platter in San Vicente de Barquera
Pouring cider in the old town of Oviedo
Arriving at the roof of the ‘Camino Primitivo‘, Puerto Palo
Cycling through beautiful, rural, enchanting Galicia to arrive in historical Santiago to collect a pilgrims’ certificate

Photo Highlights Dates

Not sure which trip's right for you? Just ask!

Get in touch and we'll help you find your perfect trip.

Self-Guided Road Cycling Holidays

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2026

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2027

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Self-Guided Road Cycling Holiday

Not sure which trip's right for you? Just ask!

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