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Ultimate Madeira Cycling Holidays

Uncover the mesmerizing allure of Madeira on two wheels, pedaling across stunning mountains and alongside the deep blue Atlantic, in a year-round cyclist's haven.
Starting point
Santa Cruz
Finish point
Funchal
Duration
8 Days / 7 Nights
Tour type
Self-guided
Price
From: 1,649€/person
Difficulty
Moderate
Suitable for most active people with good stamina and basic cycling experience

Traverse through Madeira’s captivating towns like São Vicente, Funchal, Porto Moniz, and Calheta

Bask in the evergreen splendor of the ‘flower island’, enriched by a kaleidoscope of exotic flora

Dive into the natural volcanic swimming pools of Porto Moniz

Explore the iconic A-frame cottages in Santana and delve into the ancient caves in São Vicente

Indulge in the freedom of self-guided cycling, tailoring your expedition to your pace

Satiate your palate with authentic Madeiran cuisine, as you dine amidst quaint, picturesque settings

Revel in Madeira’s picturesque pathways on pedals

Revel in Madeira’s picturesque pathways on pedals

Navigate Madeira's lush landscapes by bike

Navigate Madeira's lush landscapes by bike

Pedal through the heart of Madeira's beauty

Pedal through the heart of Madeira's beauty

Uncover the island's charm on two wheels

Uncover the island's charm on two wheels

Explore a cyclist's paradise on Madeira's roads

Explore a cyclist's paradise on Madeira's roads

Cycle through Madeira's enchanting scenic routes

Cycle through Madeira's enchanting scenic routes

Revel in Madeira’s picturesque pathways on pedals
Navigate Madeira's lush landscapes by bike
Pedal through the heart of Madeira's beauty
Uncover the island's charm on two wheels
Explore a cyclist's paradise on Madeira's roads
Cycle through Madeira's enchanting scenic routes
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Want to make some changes?

Tailor made holidays - let us know what works for you and we will make it happen.
Customize your holiday

Self guided

Included in price

Tour design and organization
Booklet with detailed itinerary and route instructions
7 nights in a 3/4* hotels with breakfast
Service and support during your tour
GPS navigation with an easy-to-use app
Luggage transfer
Tourist tax

Optional Extras

Bike rental
Airport transfers
Extra days
Single supplement
From:
1,649€
/person

Embark on a week-long cycling escapade around the enchanting island of Madeira, where lush meadows and the shimmering Atlantic invite experienced cyclists for an adventure of a lifetime. As you pedal almost the entire stretch of this Atlantic gem, explore both the pristine coastline and the heart of its countryside, unfolding a tapestry of vibrant hues from the rich flora that blankets the island all year round.

Madeira’s mild climate from February to December not only nourishes its nickname as the ‘flower island’ but also renders it an idyllic cycling retreat even in winter. As you cycle through, let the names of São Vicente, Funchal, Porto Moniz, and Calheta play a sweet tune to your wanderlust spirit, each town epitomizing a quaint, cozy aura intertwined with an exotic allure.

Each of the five daily stages encapsulates a unique experience, from immersing yourself in the vibrant bloom of Madeira’s floral world to catching breathtaking panoramic views atop steep cliffs. Venture into the quaint village of Porto Moniz to relish a refreshing dip in the natural lava stone swimming pools, a spectacular work of nature that promises to leave you spellbound.

From the heights of Cabo Girao to the depths of São Vicente’s ancient caves, every pedal stroke unveils a new narrative of Madeira’s rustic yet vibrant charm. Seize this self-guided cycling expedition that echoes the serene simplicity and bewitching beauty of Madeira, supported by a dedicated team ensuring a seamless, memorable journey from start to finish.

Embark on a personalized adventure with our self-guided expedition, meticulously crafted by our specialists to align with your preferences, granting you the freedom to explore at your own rhythm.

Relish the liberty to pause and delve deeper whenever intrigued, choosing your destinations as your journey unfolds. Rest assured, with our dedicated 24/7 support at your disposal, assistance is always within reach at every turn.

Map

Start planning today!

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Things to know

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Angie Osborne
Verified Customer
This tour met and exceeded our expectations. It was certainly challenging cycling for seniors but most of us did it all seven days. Scenery and culture of the islands was glorious. Guide and crew was superb!
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Anne West
Verified Customer
Europe Cycling Holidays organized a customized, self-guided road cycling trip for my husband and I from Ljubljana to the Julian Alps and ending in Piran in Slovenia. At the beginning of the organizing process, I used their ZOOM mtg option to ask a lot of questions and determine what we wanted e.g. hotels, room upgrades, routes, etc. With follow-up emails over the next few weeks, and fixing a few glitches that arose, we were excited for our 10-day trip. And we were NOT disappointed! Our trip was amazing. The rental bikes, hotels, GPX files, scheduled luggage transfers, detailed itinerary in an app (including restaurant suggestions, GPS profiles, bike shops en route, luggage pickups), etc. were all amazing. The country of Slovenia is incredibly beautiful and we enjoyed the challenges of the routes in the Alps, the serenity of Lake Bled, the spectacular scenery of Goriška Brda wine region, and everything in between. We had quick responses via WhatsApp from Customer Service for any issues we had during our trip e.g. organizing a van transfer on a day we decided not to ride due to a fall and bad weather. Overall, we had a great experience in Slovenia and highly recommend Europe Cycling Holidays.
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Susan Weissberg
Verified Customer
The bike trip exceeded my expectations and was beyond fantastic. From Ljubljana to Bled with a guide through the Hidden Hills. Then my first solo self guided from the Alps in Bled to Piran in the Adriatic. I can’t say enough about the Slovenia Cycling Holidays crew who gave me guidance and confidence to take out on my own. Not to mention the extraordinary routes that they mapped out.
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Gary O'Loughlin
Verified Customer
We recently completed the cycling tour from Bled to Piran with Slovenia Cycling Holidays. All the organising and running of the tour was excellent. We had excellent communication with Anna during the planning and also excellent and very helpful advice during the trip from Timotej We were unlucky on the final day to strike severe thunderstorms which made the day very difficult and less enjoyable. The weather stopped us enjoying the wonderful scenery into Piran. Timotej offered to transport us, but we wished to complete the ride. We can wholeheartedly recommend this Company if you wish a good cycling adventure with very good accommodation along the way. Thanks Anja and Timothy
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Greg Martin
Verified Customer
Great holiday. Really easy to follow routes, good choice of hotels and the en route places to eat and visit was really helpful. Super responsive to questions during my holiday. Would definitely use them again.
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Andy Wood
Verified Customer
We had an amazing trip from Bled to Pula. Everything was thoughtfully curated from the route to dinner suggestions and accommodations. So much beauty and diversity in such a relatively short distance. They were very responsive when we had a few issues along the way with our bikes. Highly recommend!

Self-guided

Those who like a good adventure and limitless flexibility should go on a self-guided cycling holiday. We prepare the itinerary and book your accommodations; You enjoy the journey without our guide, being fully in charge of all the daily decisions. While you’ll have the full support of our team in case of any emergencies or concerns, a certain level of self-reliance is required.

Hassle-Free

We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree holiday.

Completely Customizable

Flexibility is our middle name — whether you want more or less, or just beyond ordinary, we’ll make it happen.

Book with confidence

We are a financially protected company, fully bonded and insured, keeping your money safe and allowing you to travel with confidence.

Unbeatable support

Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.

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