Celebrate Spring with our Spring Cycling Tours Collection!
Contact us on WhatsApp
Autumn Cycling Holidays

Autumn Cycling Holidays

Pedal through the colours of fall: Unforgettable Autumn Cycling Adventures

Experience the magic of autumn on two wheels with our scenic cycling tours. As the leaves turn vibrant shades of red, orange, and gold, you’ll ride through crisp countryside air, quiet trails, and breathtaking landscapes. Whether you’re a seasoned cyclist or just looking for a refreshing seasonal escape, our autumn tours offer the perfect blend of adventure, tranquility, and natural beauty.

Our trusted, local guides will help you explore new landscapes at your own pace, and trust us the views and perfect temperatures are a wonderful way to extend your summer.

Riders can choose to join a guided group tour or opt for a private trip.

Our autumn cycling holidays range

If you’re looking for a fabulous cycling holiday in Europe, South America or even if you’re not sure where yet, Eat Sleep Cycle has what you need. Check out our fall cycling tours below.

Virginia Gravel Adventure
Virginia
|
6 days
|
Advanced
|
Gravel

Virginia Gravel Adventure

2999
Ride an incredible gravel adventure through Virginia’s Shenandoah Valley and the…
Next Departures
5 October 2026
3
4
Scheduled
420 km
7,960 m
La Vuelta: North Spain
North Spain
|
6 days
|
Advanced
|
Road

La Vuelta: North Spain

3899.00
Experience the thrill of world-tour cycling in one of Spain’s most…
Next Departures
3 September 2025
3
3
Scheduled
255 km
7,600 m
Tour of Virginia
Virginia
|
7 days
|
Intermediate
|
Road

Tour of Virginia

3399
Our Tour of Virginia offers the perfect blend of moderate climbs,…
Next Departures
28 September 2026
3
4
Scheduled
403 km
6,934 m
New
Pirinexus Road Self-Guided
Girona
|
6 days
|
Intermediate
|
Road

Pirinexus Road Self-Guided

1799.00
Take on one of the most scenic cycling loops in Europe…
3
4
Self Guided
343 km
6,839 m
New
Medellín Classic Climbs for Private Groups
Colombia
|
6 days
|
Advanced
|
Road

Medellín Classic Climbs for Private Groups

2799.00
This is a tour designed for road cyclists looking to experience…
4
Custom tours
455 km
7,970 m
New
Morocco: Marrakech to Essaouira Gravel
Morocco
|
7 days
|
Advanced
|
Gravel

Morocco: Marrakech to Essaouira Gravel

3899.00
Ride a colourful tour of a lifetime from Marrakech into the…
Next Departures
13 April 2026
19 October 2026
5
4
3
Scheduled
520 km
6,450 m
New
Tour of Mallorca Self-Guided
Mallorca
|
7 days
|
Advanced
|
Road

Tour of Mallorca Self-Guided

1899.00
Ride the scenic landscapes of Mallorca on our 6 night self-guided…
4
Self Guided
540 km
10,191 m
Florence to Rome Gravel - Self Guided
Italy
|
7 days
|
Advanced
|
Gravel

Florence to Rome Gravel – Self Guided

1999.00
Ride the ancient pilgrimage route of the Via Francigena from Florence…
4
Self Guided
449 km
7,725 m
Top seller
Florence to Rome Gravel
Italy
|
7 days
|
Intermediate
|
Gravel

Florence to Rome Gravel

3799.00
Ride the ancient pilgramage route of the Via Francigena from Florence…
Next Departures
25 May 2026
28 September 2026
4
Scheduled
449 km
7,725 m
Top seller
Tour of Tuscany Self-Guided
Italy
|
6 days
|
Intermediate
|
Road

Tour of Tuscany Self-Guided

2399.00
Soak up the Tuscan sunshine at your own pace on our…
4
Self Guided
215 km
4,550 m
Top seller
Tour of Piemonte
Italy
|
6 days
|
Intermediate
|
Road

Tour of Piemonte

3699.00
Discover a hidden gem & unknown cycling paradise in the north…
3.5
Custom tours
382 km
5,200 m
Andalucia Gravel Adventure: Badlands Official Tour
Andalucia
|
7 days
|
Intermediate
|
Gravel

Andalucia Gravel Adventure: Badlands Official Tour

3999
Discover the iconic Badlands region with Eat Sleep Cycle on our…
Next Departures
16 February 2026
16 November 2026
3
4
5
Scheduled
405 km
5,783 m
Algarve Gravel
Portugal
|
6 days
|
Advanced
|
Gravel

Algarve Gravel

2899.00
Algarve is a hidden gem of cycling in Europe. With over…
Next Departures
9 November 2026
4
5
Scheduled
300 km
3,604 m
Málaga Women's Cycling Camp
Andalucia
|
6 days
|
Intermediate
|
Road

Málaga Women's Cycling Camp

2699.00
We’re expanding our women’s program with a ride camp in sunny…
Next Departures
10 November 2025
9 November 2026
4
Scheduled
417 km
7,199 m
Tour of the Douro Valley
Portugal
|
6 days
|
Intermediate
|
Road

Tour of the Douro Valley

3699.00
The Douro Valley is the perfect playground for people who love…
4
Scheduled
274 km
6,000 m
Algarve Golf & Gravel Self-Guided Tour
Portugal
|
4 days
|
Leisure
|
Gravel

Algarve Golf & Gravel Self-Guided Tour

2199.00
Algarve is a hidden gem of cycling in Europe. With over…
4
Self Guided
170 km
2,000 m
New
Priorat & Penedès Wine & Cycling Self-Guided Tour
Girona
|
6 days
|
Intermediate
|
Road

Priorat & Penedès Wine & Cycling Self-Guided Tour

1899.00
Escape a cold winter and enjoy stunning rides & quality relaxation…
4
Self Guided
375 km
6,860 m
New
The Costa Del Sol Self-Guided
Andalucia
|
6 days
|
Intermediate
|
Road

The Costa Del Sol Self-Guided

1699.00
Ride from the beachside city of Málaga to the historic city…
4
Self Guided
310 km
4,690 m
Top seller
Classic Andalucia Self-Guided
Andalucia
|
7 days
|
Intermediate
|
Road

Classic Andalucia Self-Guided

1799.00
This seven-day tour of Andalucia is an unmissable opportunity to visit…
4
Self Guided
396 km
7,610 m
Top seller
Málaga Classics Self-Guided
Andalucia
|
5 days
|
Intermediate
|
Road

Málaga Classics Self-Guided

1399.00
Welcome to the city that never sleeps for a road cycling…
3
Self Guided
220 km
4,160 m
Tour of Sicily
Italy
|
6 days
|
Intermediate
|
Road

Tour of Sicily

3899.00
Join us on on the beautiful island of Sicily and discover…
4
Custom tours
282 km
5,560 m
The Prosecco Hills
Italy
|
7 days
|
Intermediate
|
Road

The Prosecco Hills

4999.00
Join us on a jaunt around the UNESCO Prosecco Hills on…
4
Custom tours
362 km
5,260 m
Costa Brava Gravel
Girona
|
6 days
|
Intermediate
|
Gravel

Costa Brava Gravel

3499.00
Experience one of the world’s most incredible coast lines. Journey through…
Next Departures
25 May 2026
21 September 2026
4
Scheduled
344 km
3,876 m
Andalucia Gravel Adventure: Badlands Self-Guided
Andalucia
|
7 days
|
Epic
|
Gravel

Andalucia Gravel Adventure: Badlands Self-Guided

1999.00
Discover the iconic Badlands region with Eat Sleep Cycle. The adventure…
3
4
5
Self Guided
467 km
8,300 m
Trans Andalucia Challenge
Andalucia
|
8 days
|
Advanced
|
Road

Trans Andalucia Challenge

3999.00
Discover the south of Spain in all its glory on this…
Next Departures
10 November 2025
3
4
Scheduled
663 km
11,548 m
Tour of Mallorca
Mallorca
|
7 days
|
Advanced
|
Road

Tour of Mallorca

3199.00
Ride the scenic landscapes of Mallorca on our 6 night flagship…
Next Departures
26 October 2026
4
Scheduled
540 km
10,191 m
Classic Andalucia
Andalucia
|
7 days
|
Intermediate
|
Road

Classic Andalucia

3499
This seven-day tour of Andalucia is an unmissable opportunity to visit…
Next Departures
6 April 2026
26 October 2026
4
Scheduled
396 km
5,910 m
Tour of Provence
France
|
7 days
|
Advanced
|
Road

Tour of Provence

4699.00
This tour is designed around the best and most varied riding…
Next Departures
8 June 2026
14 September 2026
3
4
Scheduled
563 km
10,753 m
Offer
Slovenia Gravel Self-Guided
Slovenia
|
7 days
|
Advanced
|
Gravel

Slovenia Gravel Self-Guided

2199.00
Discover Slovenia by gravel! Begin in the picturesque capital of Ljubljana…
4
Self Guided
329 km
7,130 m
Slovenia Gravel
Slovenia
|
7 days
|
Advanced
|
Gravel

Slovenia Gravel

3399.00
Discover Slovenia by gravel! Begin in the picturesque capital of Ljubljana…
Next Departures
8 June 2026
14 September 2026
4
Scheduled
315 km
6,500 m
Offer
Custom Tours
Custom
|
Custom
|
Custom
|
Custom

100% CUSTOM TOUR

1723
Custom hotels
Self Guided
Custom kms
Custom m
Custom

UNSURE WHERE TO START?

Why just admire the colors of autumn from a window when you could ride through them on an unforgettable cycling holiday?

Extend your summer on one of our autumn cycling holidays! With cycling tours to fit any skill or fitness level across multiple continents, we’re confident you’ll find a trip to suit your situation.

I keep coming back for the combination of excellent service and support, fantastic routes (including some wonderful, lesser known climbs and villages), and great choices of accommodations and dining!

Rich

A wide range of bikes are available to hire on your journey, and we’ll help you match the bike to you and your cycling holiday. Regardless of your location, our team of cycling experts will have you covered.

What you can expect to experience

VARIETY & ROUTES FOR ALL LEVELS

When you join an Eat Sleep Cycle winter cycling holiday, you can expect fantastic routes, quality accommodation and great support from the team. Our itineraries and routes are designed for riders with different skill levels and comfort zones, but with pleasure at the forefront of our minds.

TAILORED RECOMMENDATIONS

We’ll recommend the best roads, journeys, food, drink and more for you. Plus, check out our self-guided cycling & group cycling tour pages to understand the different support levels available.

Autumn cycling guides

Will Harper

Will Harper

As a coach Will’s primary concern is forging a comprehensive understanding of exactly what makes his athletes tick- everyone is different! His academic background in Law has encouraged him to analyse every aspect of training with great detail and precision. In recent years Will has ridden for some of the UK’s biggest pro teams including ONE Pro Cycling and Swift Carbon Pro Cycling, competing across Europe in some of the world’s most prestigious races. Will is Performance Director at Duchy Cycle Coaching.

Mario
GUID

Mario

During the past 10 years, Mario has lived in different countries, but now he’s back home in Conegliano to ride every steep hill in the area! Despite his focus on road cycling, he’s had some amazing moments with his beloved steel gravel bike! Mario has been a member of the ESC Team since 2019 and couldn’t be happier! He looks forward to seeing you on the road soon!

Josep
GUID

Josep

Josep is from a small city in Catalunya called Reus. He loves cycling and has a passion for sharing cycling experiences with others. He’s a guide for Eat Sleep Cycle all over Europe & leads our Morocco tours.

Fernando
GUID

Fernando

Fernando lives in the Montes de Málaga! He’s spent a career travelling extensively and working with the UN. A Malagueñan, Fernando rides MTB and road and continues to love to travel.

Laura
GUID

Laura

Laura is a guide, professional cycling coach and endurance cyclist who has completed some of the coolest ultradistance gravel events (which she absolutely loved!). Laura loves guiding as she really enjoys empowering people to ride their bikes and discover new places, help their cycling adventures come true, and share unforgettable moments together.

Emanuela
GUID

Emanuela

Emanuela is Italian and after many years living in Barcelona relocated to Mallorca. She started triathlon 10 years ago and has made it her life! Alongside guiding Emanuela hosts guests from all over the world in her Airbnb.

ANY QUESTIONS?
CONTACT US

Our autumn cycling holiday services

Custom trip design

Custom trip design

We are experts in designing trips with you, the rider, in mind. We love to learn about you and your cycling dreams to create a trip of a lifetime!

Ride support

Ride support

We provide professional ride support and in 2023 we welcomed our first fully electric support van to our vehicle fleet! Choose your support level, from on call phone support on our self-guided packages to full vehicle & mechanical back up on our supported tours.

Local guides

Local guides

Our network of local guides spans across Europe and into Morocco. We work with guides who are the type of people you can’t wait to go on a ride with. Expect a professional, friendly service and deep local knowledge. Our guides are trained to keep you safe & enjoying every pedal stroke.

Food & culture

Food & culture

The perfect paring with any good cycling holiday is a dose of great local food & culture. We work with local partners who put people & the community first to bring you delicious food every day. Experiencing the local culture is an integral part of travel. Meet the people who define the place you’re riding through & learn about it’s history.

Accomodation

Accomodation

We seek out unique, family run, high quality places to stay which only add to the experience and guarantee a good night of rest & recuperation. Expect a warm welcome and memorable experiences.

Bike hire

Bike hire

Every year we select a new fleet of bikes to ensure your cycling tour of a lifetime is enjoyed on one of the best bikes in the world. Our brand partners include Basso, Colnago, Cannondale & Giant.

TRANSFERS

TRANSFERS

We arrange private transfers for our guests. We’ll ask you for your travel details and take care of the rest.

Special requests!

Special requests!

We love to celebrate special occasions with our guests, let us know the special moment you’ll be celebrating on tour & we’ll make some magic happen.