Background Image

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
Cover Image

Get Your Travel Itinerary

Loved the itinerary? Enter your email below, and we'll send a copy straight to your inbox.

mail

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

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

Optional Extras

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

Imagine pedaling through sun-dappled paths, with the Atlantic’s cool breeze on your face and panoramic views that seem plucked from a dream.

That is what Madeira offers on a cycling holiday. Its  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.

The route takes you from the tranquil beaches of Santa Cruz to the vibrant city of Funchal, revealing Madeira’s hidden gems along the way. You’ll traverse verdant hills, explore traditional villages like Santana with its iconic A-frame houses, and unwind in Porto Moniz’s natural volcanic pools.

Each day presents a new challenge and reward, from ascending misty mountains to coasting through serene valleys, with every kilometer unveiling a new perspective on the island’s natural splendor.

To ensure your holiday goes as smoothly as possible, we handle every detail. From comfortable accommodations to expert-crafted itineraries, GPS routes and round-the-clock support, your journey is in the best hands.

Whether you’re an avid cyclist or a spirited explorer, this is a cycling opportunity you cannot let pass by!

Map

Start planning today!

The sooner the better - guaranteed availability and best prices if you don't wait for too long.

Things to know

user-profile-pic
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.
user-profile-pic
Michael Cleary
Verified Customer
I recently completed the Tour of Champions ride which is a 7-day road cycling tour in Slovenia. The entire experience was fantastic. The cycling in Slovenia is amazing. The roads were great and the scenery on each ride was spectacular. Our guide, Blaz, was fantastic. He planned routes throughout Slovenia and some parts of Italy that were amazing. The routes on each day included some amazing climbs which were challenging, to say the least, but after they were done there was an excitement among everyone in the group about completing the climbs. The routes also included some amazing flats where we were cruising along in a nice pace line. Blaz was also a great person. He was supportive of everyone in the group, and he was so encouraging and attentive to everyone. His attention to detail was admirable. The crew was also great in the support van. The hotels, the meals, and especially the bike that I rented was fantastic. It was a top-of-the-line bike which was equivalent to my bike at home. The accommodations were superb and the selection of restaurants for dinner each night were great. Tina, who I dealt with when it came to organizing the trip was great. She was very accessible, and she answered all the questions I had when organizing the trip for my wife and a friend of mine. Tina also helped me organize some kiteboarding in Croatia after the cycling trip which was outside the scope of her business model which was above and beyond. By the way the kiteboarding in Croatia was fantastic! The group was small with a total of 5 riders not including the guide. If anyone is interested in challenging themselves on a road cycling trip, I would strongly recommend this trip.
user-profile-pic
David Kreslin
Verified Customer
My self-guided Bergen Bike Tour was an amazing experience. The route took me through some of Norway's most beautiful landscapes, like the Sognefford and the charming village of Solvorn. Cycling along the Gaularfjellet National Tourist Route with its stunning waterfalls and glaciers was both a challenge and a highlight. The GPS navigation made it easy to follow the route, and I loved having the freedom to explore at my own pace. The team at Bike Tours Norway was incredibly helpful from start to finish. Timotej was especially great-he answered all my questions and made sure everything ran smoothly. The accommodations were cozy, and the luggage transfers made the whole trip stress-free. This tour was the perfect mix of adventure and independence, and I'd recommend it to anyone who wants to see Norway's stunning nature up close.

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.

Similar Bike Tours in Portugal

Unveil coastal mysteries on two wheels
Cycle to serene beaches awaiting your arrival
Explore Algarve's hidden gems, one pedal stroke at a time
Elevate your adventure along the scenic shores
Navigate Algarve's picturesque coastline by bike
Revel in the coastal wonders on a saddle journey
7 Days / 6 Nights
Leisurely to Moderate
Escape to Portugal’s Algarve, a southern gem full of scenic wonders, rich traditions, and endless coastal beauty waiting to captivate your senses.
From: 1,149€/person
More →
Saddle up for a memorable adventure through Douro
Discover a new rhythm amidst the vineyards
Unveil the heart of Portugal on a bike
Traverse ancient routes, witness timeless beauty
Cycle the serene paths of Douro Valley
Explore picturesque vistas on two wheels
7 Days / 6 Nights
Leisurely to Moderate
Cycle through Portugal’s Douro Valley, where vine-clad slopes, ancient towns, boutique wine estates, and farm-to-table indulgences are calling out to you.
From: 1,729€/person
More →
Uncover Vicentina's beauty, one cycle ride at a time
Turn pedals, turn heads in the stunning Vicentina trails
Saddle up for a scenic exploration of Vicentina's wonders
Pedal through Vicentina's picturesque landscapes
Pedal the path of discovery through Vicentina's beauty
Cycle the scenic route of Vicentina's hidden charm
8 Days / 7 Nights
Leisurely to Moderate
Pedal from Alentejo to Algarve on the scenic Rota Vicentina, relishing pristine beaches, and wild landscapes, culminating at the enchanting Cabo Sao Vicente.
From: 1,620€/person
More →
Botanical garden coimbra
São jacinto natural reserve dunes
Cycle path near coimbra
Port wine with view
Woman on beach with bike
Senhor da pedra chapel
Porto blue tiles
Wooden walkway barrinha
7 days / 6 nights
Leisurely
Journey along Portugal’s stunning Silver Coast on coastal trails from Porto’s iconic bridges to Costa Nova’s striped houses and Coimbra’s historic charm.
From: 1,669€/person
More →
Unforgettable cycling trips in Portugal. Traverse scenic vineyards, quaint villages, indulge in local cuisine, and enjoy fine wines on this picturesque journey.
Portfolio company of World Discovery.