What equipment do I need to bring?

The basics include sturdy hiking boots, a comfortable backpack, weather-appropriate clothing, and a water bottle. For some tours, you might also need specialized equipment like hiking poles, which you can find recommended in the What To Bring section on each of our tours.

How do I get to the starting point of the tour?

Most of our tours begin in locations that are easily accessible via public transportation. Whether in Europe, the Americas, or other regions, the starting points are typically near major airports, train stations, or bus stops. We will provide you with detailed instructions on how to reach the start of your tour using public transport options. If you prefer more convenience, we can arrange private transfers directly from the airport or train station to your starting location for an additional charge.

Is accommodation included in the tours?

Yes, accommodation is included in all of our tours. We carefully select hotels, guesthouses, and mountain huts that offer comfort and a welcoming atmosphere after a day of hiking.

What is the accommodation like on a walking tour?

Typically, you'll stay in comfortable 3-star hotels, guesthouses, or mountain huts in more remote areas. Please note that in the mountain huts, accommodations are often shared, with dormitory-style rooms, though some huts offer private rooms if booked well in advance.

Can I upgrade the accommodations?

Yes, accommodation upgrades are generally possible for most hotels or B&Bs. In the case of mountain huts, there are usually no other options nearby. However, you can book a private room instead of a dormitory if you are early enough.Please note that upgrading accommodations will affect the final tour price.

What is the tourist tax?

Tourist tax is a small fee charged by some destinations, ranging from €0.50 to €2.50 per night. It is commonly included in your final accommodation bill. However, in some cases, it may need to be paid in cash on-site.

What is luggage transfer?

Luggage transfer means your baggage is transported from one accommodation to another throughout the tour. It comes convenient on most of our tours except the location-based ones, as it lessens the burden on your back during the hike and allows you to bring additional luggage.Please note that luggage transfer is not possible on all treks.

Will my luggage be transported?

Luggage transfer is not possible in every location, especially on high-altitude treks. Therefore, we don't include it by default. However, you can optionally add it to your booking on the tours where it's doable.Please note that adding the luggage transfer affects the final price of the hiking tour.

What is the luggage allowance?

Each transfer allows only one bag per person, which must be soft. The maximum weight permitted is 15 kg. Additionally, bags must not contain food, beverages, medicines, valuables, money, or official documents.

What does a typical day look like on a walking tour?

Every day on a hiking tour begins in the same way: with breakfast. Then, it differs between the tour types. On hut-to-hut or inn-to-inn hikes, you must leave the accommodation early enough to reach your next lodging within the check-in window. On center-based hikes, you can leave and return anytime (barring any additional instructions from the accommodation). You can even opt out of hiking and stay in. On travel & hike tours , you might initially have to drive or take public transportation to the hike's starting point before moving on to your next accommodation. After hiking, you can spend the rest of the day as you please.

What if the weather changes unexpectedly during my hike?

Weather can be unpredictable, especially in mountainous areas. We closely monitor conditions and will inform you if changes are necessary. As long as you dress accordingly, you can do most of our hikes in light rain. In case of severe weather and storms, we’ll advise you on alternative routes, suggest less strenuous hikes, or offer public transport options.

What happens if I need help on the trail?

Our support is available to solve minor issues. Additionally, your digital guidebook will include a contact for the local emergency services in the case of a severe crisis.

Can you accommodate my food restrictions?

Buffet breakfasts in hotels or guesthouses offer enough variety to accommodate vegetarians and vegans. Mountain hut meals are more limited but usually include at least one vegan option. For strict dietary restrictions, you should consider bringing your own food.If you have particular dietary expectations, you must inform us in advance.

Can I extend my trip?

Absolutely! You can extend your holiday by adding extra lodgings to your booking before, during, or after the tour. We will book the additional nights of accommodation and provide recommendations to make the most of your extended stay.

Are meals included in the price?

Aside from some exceptions in remote places, your booking encompasses half-board accommodation in mountain huts and accommodation with breakfast in hotels, guesthouses, or B&Bs. We provide lunch and dinner recommendations for the latter, allowing you to experience the local cuisine according to your taste instead of eating at the hotel.

Will I have cell reception in the mountains?

It varies, but as a rule of thumb, you should expect poor mobile reception on our high-altitude hikes. Nonetheless, our travel material and GPS-navigation app can be used offline, ensuring you are fully prepared for any situation.

Of course. We even curated a selection of hiking tours most suitable for solo travelers .

Are these tours kid-friendly?

It depends on their age and experience, but we also picked several tours suitable for families with children of all ages and levels of experience.

Revel in Madeira’s picturesque pathways on pedals

Navigate Madeira's lush landscapes by bike

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Ultimate Madeira Cycling Holidays

7 days / 6 nights

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

Activity level

4/5

Season

From April to October

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

Activity level

4/5

Season

From April to October

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

Itinerary of the trip

Arrive in the peaceful coastal town of Santa Cruz, the starting point of your unforgettable Madeiran cycling journey. Get acquainted with the town's quaint charm as the gentle waves of the Atlantic beckon. Take this day to relax, unwind, and prepare for the adventure that lies ahead. As you stroll along the pristine beaches or revel in the serene ambiance of your hotel, the excitement of the upcoming journey begins to bubble within.

Gallery

Sprawling city at the water's edge. Santa Cruz, Madeira

Beach in Santa Cruz, Madeira island, Portugal

Your cycling adventure begins as you saddle up and ride towards the heart of Madeira, heading for the delightful village of Camacha. The route takes you through the calm locale of Caniço, a place where every view is picture-perfect. The invigorating sea breeze accompanies you as you ride through lush landscapes, witnessing the simple yet vibrant lifestyle of the locals. Upon reaching Camacha, famous for its traditional wickerwork, the endearing simplicity and craftsmanship of the village welcome you. Explore the local crafts and enjoy a warm meal as you look forward to the days of exploration ahead.

Gallery

Madeiral, Camacha, Portugal - february 21 2018 : village in Camacha area

Wicker productss on sale in a factory shop in Camacha on Madeira Island. Portugal

Cycling

20 km and 850 m of elevation gain

Today, you are in for a ride towards the emblematic town of Santana. The route showcases the authentic beauty of Madeira as you cycle through rolling hills and quaint villages. Santana, known for its traditional A-frame cottages, holds a treasure trove of history and culture. You can spend your afternoon exploring these picturesque dwellings and absorbing the local culture that is richly embedded in every nook and cranny.

Gallery

Cycling

30 km and 900 m of elevation gain

After breakfast, the eastern coastal vistas guide you towards the serene town of São Vicente. The journey promises awe-inspiring views of the Atlantic and the verdant landscapes synonymous with Madeira. São Vicente, with its ancient caves and charming seafront, offers a blend of nature's wonder and historical charm. Delve into the town’s mystique as you explore the caves and relax by the serene coastline.

Gallery

Cycling

32 km and 1,200 m of elevation gain

Pedal westward to the unique town of Porto Moniz. Today's route unfolds with stunning vistas of Madeira's western coastline. Porto Moniz awaits with its natural volcanic swimming pools, a refreshing reward after a day of pedaling through the splendid scenery. As you dip into the crystalline waters, the quaint charm of Porto Moniz encapsulates the essence of Madeira’s untouched beauty.

Gallery

Porto Moniz, Madeira Island, Portugal .Volcanic lava natural swimming pools, popular tourist attraction

Natural volcanic swimming lagoon pools at Porto Moniz, travel destination for vacation, Madeira island, Portugal

Cycling

48 km and 1,950 m of elevation gain

Today’s journey to Estreito da Calheta is embellished with views of steep cliffs plunging into the emerald waters below. As you traverse through fragrant forests and serene shorelines, every pedal brings forth a new vista to admire. Upon reaching Estreito da Calheta, the evening is yours to relish the tranquil setting of this peaceful part of the island.

Gallery

Houses and tropical nature with mountains in Estreito da Calheta

Aerial view of a bay with houses in Estreito da Calheta

Cycling

34 km and 1,200 m of elevation gain

As you cycle towards the bustling city of Funchal, the landscapes blend into a fusion of urban and natural beauty. The final leg of your cycling tour is filled with reminiscent moments from the past days as the vibrant life of Funchal welcomes you. Explore the lively streets, taste the local delicacies, and toast to an incredible journey through Madeira's charming towns and villages.

Gallery

The capital of Madeira Island - Funchal city

Madeira island: botanical garden Monte, Funchal, Portugal

Beautiful cityscape of the townsquare Praca do Municipio in Funchal, Madeira, with the Church of St. John the Evangelist and the city hall, on a summer day with blue sky and clouds

Cycling

43 km and 1,000 m of elevation gain

Your journey through the Pearl of the Atlantic will come to a close today in the vibrant capital of Funchal. After a week of pedaling past volcanic pools, laurel forests, and the dramatic Cabo Girão cliffs, you will take this final morning to soak in the island’s charm. Depending on your departure time, you will have the chance to explore the Farmers' Market, visit the Botanical Garden, or enjoy a final glass of Madeira wine before you will head home.

Gallery

Botanical garden in Funchal, Madeira island, Portugal

Funchal city lights along the coast at sunset with warm orange and purple sky over the sea.

Ultimate Madeira Cycling Holidays

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What’s included in the price?

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.

INCLUDED

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.

Santana

Santana is a municipality on Madeira's northern coast, famed for its small triangular thatched houses called “palheiros”—brightly painted timber-and-thatch cottages dating back to the 16th century. These iconic dwellings, along with traditional embroidery crafts, are symbols of Madeira’s cultural heritage.

Scenic of Monte Palace Tropical Garden. Funchal, Madeira Island, Portugal

Madeira Botanical Garden

Located on a former estate above Funchal and opened in 1960, the Madeira Botanical Garden spans about 8 hectares and features over 2,000 plant species—from endemic island flora to exotic palms, succulents, orchids, and ferns. It functions as both a public garden and a conservation/research center.

Fresh exotic fruits on famous market in Funchal Mercado dos Lavradores Madeira island, Portugal

Farmer’s Market Funchal

This lively market, inaugurated in 1940, is the heart of Funchal's food scene. It’s a colorful, high-energy space selling local produce, tropical fruits (think dragon fruit, bananas), fresh fish and meat, plus decorative flowers and craftwork. The upper floor features fruits and flowers, while downstairs is the fish and meat section.

Majectic Trees During Sunset in the Fanal Forest, Madeira

Laurisilva Forest

Madeira’s laurel (laurisilva) forest is a UNESCO World Heritage–listed “cloud forest” featuring ancient trees and unique biodiversity. It’s home to endemic bird species like the Madeira firecrest and blue chaffinch and is crisscrossed by historic levada trails. This primeval ecosystem remains one of Europe’s last subtropical forests.

Natural pools formed by volcanic lava filled with sea water in Porto Moniz, Madeira island, Portugal , volcanic

Porto Moniz Natural Pools

Formed naturally among volcanic black lava along the northwest coast, the Porto Moniz pools are filled by the tide and offer safe, scenic swimming. Turquoise tidal water within rugged rock formations creates a memorable bathing experience.

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.

Black and red hybrid trekking bicycle isolated on white background

Trekking Bikes

Best for: Multi-day touring, relaxed pace, and varied surfaces

These high-quality trekking bikes are built for comfort over multiple days. They feature a relaxed riding position, smooth-rolling wheels, and often come with practical additions like an adjustable stem, rear rack, or mudguards. They're not necessarily built for speed, but more for enjoying the ride.

Blue trekking e-bike with rear rack and fenders isolated on white background

Touring E-Bikes

Best for: Comfortable trekking, touring, longer distances, and hilly routes

These pedal-assist electric bikes are designed to make riding easier and more enjoyable—especially on longer or hillier routes. They come with powerful mid-drive motors, long-lasting batteries, and comfortable riding geometry for smooth support across varied terrain. With intuitive controls and quality components, they’re a great choice for riders who want extra assistance without giving up the feel of a real ride.

Black road bike with drop handlebars isolated on a white background

Road Bikes

Best for: Paved routes, longer distances, and climbs

Our road bikes are lightweight, fast, and built for endurance. They typically feature carbon or high-quality aluminium frames, smooth gearing, and reliable components—often Shimano 105 or similar. Well-suited for long days in the saddle, they’re perfect for climbs, steady cruising, and covering serious distance on tarmac.

Frequently Asked Questions

Of course. We aim to make your decision as easy as possible. Therefore, we crafted several selections targeted at particular groups of hikers – Best for Beginners, Best for Advanced Hikers, Mountain Hikes, Pilgrimages, Classic Treks, etc.

If you remain unsure and overwhelmed, you can fill out this form or book a call with us, and we can help you directly.

The sooner, the better! Booking in advance ensures you secure a spot, especially on popular routes where accommodations in remote areas can fill up quickly. For tours like the Tour du Mont Blanc and Alta Via, it's best to book several months ahead, as these areas have limited availability in mountain huts.

However, for some of our less-traveled tours, it's possible to book just a few weeks in advance, though availability and comfort may be more limited, particularly in remote areas with fewer options. To ensure you have the best experience, we always recommend booking early, especially during peak hiking seasons.

Our tours offer flexible starting days, allowing you to begin whenever suits you.However, for some of our most popular routes, like the Tour du Mont Blanc (TMB) and Alta Via, we have selected departure days due to high demand and pre-booked accommodations.Be sure to check the specific requirements for these tours.

We offer a variety of tours suitable for different fitness levels and technical abilities. Some of them require no prior hiking experience.

Whether you’re a beginner or an experienced hiker, we have the perfect route for you. You can find more information in our Hiking Difficulty Guide, and we also have dedicated sections for Best for Beginners and Best for Advanced Hikers to help you choose the suitable tour.

The fitness level is based on a scale determined by our hiking experts. It varies depending on the tour and defines the selected hiking tour's physical requirements in comparison to others. For a detailed overview, please refer to our Hiking Difficulty Guide.

The technical demands of each hike differ. The technical-level scale defines the technical requirements of each tour in comparison to others, ranging from basic walking to scrambling or using specialized equipment. For a more in-depth explanation of the five levels, please refer to our Hiking Difficulty Guide.

Most of our tours are self-guided, meaning you have the freedom to explore at your own pace without being tied to a group schedule. We provide detailed digital guidebooks that include maps, route notes, and GPS files to ensure a smooth experience.

You can learn more about the concept by reading Self-Guided Tours Explained. We include a guide only for the most challenging treks, like the Triglav Summit Climb.

We provide a comprehensive digital guidebook with maps, route notes, accommodation details, and emergency contacts. Our support will be available during the tour. However, you'll have all the information you need to enjoy your hike independently.

Check out how self-guided tours work in more detail and an example of our digital guidebook here.

Ratings & Reviews

+105

Jek Cooper

Verified customer · 4 days ago

We loved our cycling trip! Cycling Holland were very helpful and responsive. We chose regular bikes and cycled over 5 days from Amsterdam to Bruges. The bikes were excellent - good quality and no issues at all. Our luggage arrived before us each day. The bike paths in The Netherlands are exceptional, we felt safe at all times, even when cycling in/out of big cities. If deciding between regular bikes or e-bikes, consider the wind in The Netherlands. We were on regular bikes and on a couple of days the wind slowed our pace down to around 10km/hr. It was a super fun adventure, we’ll definitely be back for another one!

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Mystie Pineda

Verified customer · 5 months ago

I found this place with a simple Google search, and I never could’ve expected the custom experience I received. They provided options to help my husband and I hone in on exactly what we wanted to do for our honeymoon. We had perfectly curated GPS-lead rides all across the country, they booked all of our hotels, and planned all of our transportation. Every place that we went was so beautiful. I’m so grateful that we found this company to help us plan our honeymoon, couldn’t have asked for a better experience!

Mountain bikes parked near blue and white crosswalk in European alpine village street

Wet, narrow street in a European town leading to a church spire, backed by a forested mountain.

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River flowing through a European town with historic buildings and forested mountains in the background.

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Bill Wright

Verified customer · 5 months ago

I was able to tailor a bike tour itinerary along the Adriatic coast that suited our group during the shoulder season. We added individual pre and post-trip activities which went smoothly. Our trip included stops in Italy, Slovenia and Croatia. The trip planner, guide and support team were great.

Group posing in front of Pula Arena with a stone wall and parked car.

barney barnhart

Verified customer · 6 months ago

Brilliant planning, great communication, terrific hotels and accommodations, interesting cities and beautiful scenery plus amazing routes.

Black and white cat with green eyes looking up from light gray tiled floor

Maroon gravel bike resting against a low stone wall in grassy terrain

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Gravel bike with rear rack and phone mount resting against a dry-stacked stone wall outdoors.

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John Woeste

Verified customer · 6 months ago

Highly recommend the bike trip from Bled to Pula. It was well planned. We did a small group self-supported. Big fun. Bikes, hotels, route selection and communication with the company was great.

Cyclist riding on dirt path under green leafy archway toward open field

Cyclist with panniers riding up a narrow cobblestone street in a historic town.

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Toasting with white and red wine glasses outdoors with greenery in the background

Alison Booth

Verified customer · 6 months ago

I would highly recommend anyone doing this tour take the e-bike option. There were only 3 of us on our tour who completed this on regular bikes. Four others who started out on regular bikes swapped over to e-bikes after the first day. The climbs are long and steep. There is pretty much only up or down, not much flat or undulating road. It is doable, but very challenging. If you are on an e-bike then this also helps with the group staying together and no-one having to wait too long for others to catch up. The bikes were really good and had great gearing that was capable of handling the steeper climbs. When we booked we were unaware that we would be riding in a group of 20plus at all time. Thankfully our group had prior group riding experience but we did observe other large groups with less than desirable riding behaviours.Others in our group were extremely understanding and supportive. Our guide, David, was very adamant about staying safe on the road. He was flexible with the itinerary and made changes to suit the weather conditions and to ensure we got in as much riding as possible. He was vey knowledgeable about Croatian history and agriculture and taught us lots about the country he is so passionate about. Our captain, Tolma, was also amazing and along with his awesome crew, made our cruise an enjoyable experience.

View from sailboat bow approaching coastal town with white buildings and green hills under blue sky.

Sailboat on the water during a vibrant orange and yellow sunset over the sea.

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Large sailboat named Toma loading bicycles from a dinghy near a forested coastline.

Jek Cooper

Verified customer · 4 days ago

Show all 12 photos

Bill Wright

Verified customer · 5 months ago

John Woeste

Verified customer · 6 months ago

Highly recommend the bike trip from Bled to Pula. It was well planned. We did a small group self-supported. Big fun. Bikes, hotels, route selection and communication with the company was great.

Show all 3 photos

Mystie Pineda

Verified customer · 5 months ago

Show all 19 photos

barney barnhart

Verified customer · 6 months ago

Brilliant planning, great communication, terrific hotels and accommodations, interesting cities and beautiful scenery plus amazing routes.

Show all 11 photos

Alison Booth

Verified customer · 6 months ago

Show all 3 photos

Ultimate Madeira Cycling Holidays

Highlights

Itinerary of the trip

Day 1: Arrival in Santa Cruz

Day 2: Santa Cruz to Camacha

Day 3: Camacha to Santana

Day 4: Santana to São Vicente

Day 5: São Vicente to Porto Moniz

Day 6: Porto Moniz to Estreito da Calheta

Day 7: Estreito da Calheta to Funchal

Day 8: Departure from Funchal

Loved the Itinerary?

Loved the Itinerary?

What’s included in the price?

Self-guided

INCLUDED

NOT INCLUDED

OPTIONAL EXTRAS

TOP Places You’ll See

Our Bikes

Frequently Asked Questions

You have too many options. Is there any way I can narrow down the selection?

How far in advance should I book my walking tour?

Do I need to book specific start dates?

Do I need prior hiking experience?

What is the fitness level?

What is the technical level?

Are your tours guided?

I booked a self-guided tour. How does it work?

Ratings & Reviews

Jek Cooper

Mystie Pineda

Bill Wright

barney barnhart

John Woeste

Alison Booth

Jek Cooper

Bill Wright

John Woeste

Mystie Pineda

barney barnhart

Alison Booth

Similar Products

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Tried & Tested Adventures

Unbeatable Support

Book with Confidence

Local Experts

Have questions? Talk to us.

Itinerary of the trip

Day 1: Arrival in Santa Cruz

Day 2: Santa Cruz to Camacha

Day 3: Camacha to Santana

Day 4: Santana to São Vicente

Day 5: São Vicente to Porto Moniz

Day 6: Porto Moniz to Estreito da Calheta

Day 7: Estreito da Calheta to Funchal

Day 8: Departure from Funchal

Loved the Itinerary?

Loved the Itinerary?

Ratings & Reviews

Jek Cooper

Mystie Pineda

Bill Wright

barney barnhart

John Woeste

Alison Booth

Jek Cooper

Bill Wright

John Woeste

Mystie Pineda

barney barnhart

Alison Booth

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