Madeira Cycling Holidays
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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Ultimate Madeira Cycling Holidays

7 days / 6 nights

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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

Fitness level

4/5

Season

From April to October

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Highlights

  • 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

What’s included in the price?

Self-guided

6 nights in 3* 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

NOT INCLUDED

Tourist tax

OPTIONAL EXTRAS

Accomodation upgrade
Airport transfer
E-bike
E-road bike
Gravel bike
MTB
Regular bike
Road bike
Single supplement

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!

TOP Places You’ll See

From natural wonders to authentic local culture, the route is packed with memorable sights—these are our absolute favorites.

Our Bikes

To ensure the best possible experience on your cycling adventure, we offer top-quality bikes for rent. Our fleet features the latest models, meticulously maintained for both performance and comfort.

To match each rider with the right equipment, our team will also assist you in selecting the most suitable bike based on your physical profile, personal preferences, and the technical requirements of the tour.

Frequently Asked Questions

Embark on a self-guided cycling odyssey, designed for a tailor-crafted and adaptable getaway on two wheels, unveiling wonders at your own pace while having the freedom to alter your itinerary or path as needed. Our dedicated team meticulously handles all facets, encompassing lodging arrangements, thorough planning, GPS navigational aid, and continuous support, to gift you a tranquil and engrossing journey.

Our tours are segmented into three tiers of difficulty: Leisurely, Moderate, and Challenging, categorized by the usual daily routine, although there may be variations in difficulty throughout the trip.


Leisurely tours are ideal for those in pursuit of a relaxed adventure amidst stunning landscapes, without the challenge of covering long distances or tackling rough terrains. These journeys typically cover 30-50 km each day, with an elevation gain of up to 500 m. This allows plenty of pauses to relish the scenic vistas, enjoy local delicacies, and explore charming villages and towns along the way.


Moderate bike tours are tailored for those seeking a beautiful blend of scenic trails and a dash of challenge. Generally covering 50-80 km daily with an elevation gain of up to 1000 m, these tours traverse enchanting landscapes and delightful villages, featuring a mix of flat and rolling terrains. They not only provide ample chances to stop and explore but also ensure a satisfying cycling workout.


Challenging bike tours are meant for experienced cyclists eager to push their limits. Spanning 80-120 km daily with an elevation gain of up to 2000 m, these tours entail tackling steep ascents and demanding terrains. Though these tours require a high level of fitness and endurance, the exhilarating feeling of accomplishment at the end of each day, coupled with breathtaking views, makes the endeavor thoroughly rewarding.

Our tours can be adapted to any bike type, whether road, gravel, or mountain bike. We are in constant communication with you to find the optimal conditions for your cycling holidays in Portugal.


The most versatile option is a gravel bike, even if you are coming on a road cycling holiday. It does not really affect your road performance while allowing you to take some scenic backroads that can be in a slightly worse state than the main ones. A gravel bike is usually more comfortable as well.

We are devoted to discovering the ideal match for you. We collaborate with numerous lodging providers who meet our standards, although their availability may fluctuate, especially during peak demand times. Furthermore, we can customize your vacation to align with your preferences and budget, ensuring we identify the most fitting choice for your needs.
Here, you can see the types of accommodations in Portugal.

We advise booking your tour at the earliest opportunity, especially for popular tourist destinations with limited lodging availability. Prime choices often get snapped up for the summer before spring even arrives.

Addressing dietary preferences can vary based on their complexity. In Portugal, vegetarian options are generally available, but finding vegan meals might be more challenging in rural areas or smaller towns. Notably, lunch stops are often at traditional eateries which may not cater to special dietary needs beyond their standard menu. Keep this in consideration as you plan your adventure.


Wondering what are the most common things on the menu? Check our guides for foodies in Portugal!

If you are not bringing your own bike and equipment, we can certainly arrange that for you. We have a wide selection of bikes at our disposal and we will choose the ones that best fit your tour. All we need from you is your usual bike size and any other relevant information or preferences so we can make sure you will be comfortable throughout your trip.

  • Spring: Great across most regions, might rain in the north

  • Summer: Too hot inland, best in the north and on the coast

  • Autumn: Ideal in the south, rain returns in the north by November

  • Winter: Ride in the Algarve or Madeira, avoid inland and north


For a more in-depth rundown on the best time to plan your cycling holidays in Portugal, check this guide.

All available guidance options

Self-guided

Those who like good adventure and limitless flexibility should go on a self-guided cycling holiday. It offers complete freedom, multiple detour opportunities, and exploration at your own pace without having to adapt to a group.

Hassle-Free

We take care of route planning, accommodations, luggage transfers, and all logistics, so you can focus purely on enjoying your ride.

Tried & Tested Adventures

Our cycling routes are hand-picked & tested, to ensure breathtaking landscapes, smooth roads, and maximum safety - giving you the perfect ride every day.

Unbeatable Support

Our 24/7 customer support is where we show our passion, ensuring your cycling holiday runs smoothly and your well-being is always our top priority.

Book with Confidence

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

from 1.649 € /person
Unforgettable cycling trips in Portugal. Traverse scenic vineyards, quaint villages, indulge in local cuisine, and enjoy fine wines on this picturesque journey.

Have questions? Talk to us.

Lan Lajovic
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