20 km and 850 m of elevation gain
Ultimate Madeira Cycling Holidays
8 days / 7 nights
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Starting point
Santa Cruz
Finish point
Funchal
Fitness level
4/5


Starting point
Santa Cruz
Finish point
Funchal
Fitness level
4/5
- 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
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What’s included in the price?
Self-guided
NOT INCLUDED
OPTIONAL EXTRAS
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!
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Ratings & Reviews

5.0 average rating






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.
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.
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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.
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