Private Tour
Available languages
Mobile ticket
Embark on an unparalleled adventure with Madeira Insideout, where you are the architect of your extraordinary day. Choose your path or entrust our passionate local guides to craft the perfect itinerary, unveiling the secrets of Madeira through captivating stories.
At the heart of our experiences are these dedicated insiders, possessing profound knowledge that goes beyond showcasing sights. They transform each destination into a living narrative, weaving tales of the island's rich history and culture.
Every moment is a masterpiece waiting to be unveiled, and our flexibility ensures your day unfolds seamlessly. Discover the island's hidden gems or let us suggest the best places based on your preferences and tour time.
Redefine exploration with passion, flexibility, and a deep connection to the enchanting island. Whether you're a seasoned Madeira expert or seeking expert guidance, your journey with us promises an immersive and unforgettable experience
Service animals allowed
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
Around half the tour is spent off-roading on natural and secondary roads through Madeira Island's landscape
Airport pick-up Available
Pick-up Fuel Rate per car may vary depending on the selected Zones
Full seating capacity in the vehicle includes two extra seats face sideways in the back of the car
For a full refund, cancel at least 24 hours before the scheduled departure time.
All Taxes, Licenses and Insurances required by Portuguese Law
Free Pickup - Camara de Lobos, Funchal and Caniço Bay Area
Madeira Island Map
Dinner or Lunch *Guide may suggest local cuisine
Port Pick-Up Fee - 10€ per car
Select a pickup point
Madeira Islands
At Madeira Insideout, we embrace the art of spontaneity. Rather than prescribing a rigid itinerary, we believe in crafting tailor-made adventures that cater to your unique desires and interests. Our experienced guides are your trusted partners in uncovering the island's hidden treasures, gems and breathtaking vistas. Picture this: you simply express your wishes, and we, like skilled artisans, sculpt an unforgettable experience with some Off-road fun just for you. Mountains, cliffs, Skywalk, rum factory, nature, viewpoints, vulcanic swiming Pools, black sandy beach, Mistic Forrest, whaterfall's, historical villages and more! It's not just a tour, It's a personalised journey into the extraordinary!
3 to 6 Guests
Pickup included
Up to 2 Guests
Pickup included
188 reviews
Total reviews and rating from Viator & Tripadvisor
merelstokman,
Nov 22, 2025
- Review from Tripadvisor
Although we'd already seen a lot of the island, Dinarte showed us even more breathtaking places we hadn't known about. He did everything he could to make the tour unforgettable, and this was truly one of our best days in Madeira ever.
Olga Z,
Nov 16, 2025
- Review from Viator
This excursion is highly recommended. The highlights of the beautiful island of Madeira are shown and explained in a fantastic way. Through our expert tour guide Spencer we got to know Madeira in a very special way. It was an unforgettable ride through the wonderful landscape with the cultural and culinary insight. Thank you very much, Spencer. We will always associate the memories of Madeira with you because you made these experiences special to us. We have been to Madeira several times, but this time we keep the dreamlike island in particular in mind. THANK YOU SPENCER.
Judith E,
Nov 15, 2025
- Review from Viator
We had the most amazing day on our private tour with Spencer! His knowledge of the island, its history and ecosystem combined with all the beautiful places he showed us provided a unique experience. He was attentive to our particular needs and moved at our pace. He was also a fun person to spend the day with! We would highly recommend this tour it was definitely money well spent and the best way to cover a lot of ground in one day. Thank you Spencer for a great day!
linafA116OV,
Nov 10, 2025
- Review from Tripadvisor
Fantastic road trip with a very cute and good guide who took us to magical viewpoints and shared information and tips about the island. We got to see what we wanted and more. Can warmly recommend Dinarte as a driver!





martinaaP8108HR,
Nov 7, 2025
- Review from Tripadvisor
Our 4x4 tour day was a tremendous experience, facilitated by the most fantastic off-road driver and guide, Dinarte. A fountain of local knowledge, limitless energy and unfiltered enthusiasm, he is a larger-than-life character who left a great impression on our holiday to Madeira. Our expedition around the island took us to numerous destinations — some interesting, some beautiful — and Dinarte had stories and anecdotes aplenty to entertain us along the way. We would not hesitate to recommend this day out adventuring to anyone visiting the island.


verayxavi,
Oct 29, 2025
- Review from Tripadvisor
It is almost inexplicable the experience that this tour has made us feel. It's been so surprising that almost to tears it's made me fall. We have entered through the bowels of Madeira until we reach waterfalls in a tale environment, we have visited many viewpoints with worthy views of a film, impressive cliffs that have left us with open mouths of such beauty. This guide has tried his best to make us see everything possible. I've been traveling for years and I really wish we had more luck finding an Enterprise this dedicated to 100% by its customers than to raise euros! Which is what we've come across lately. Good luck to this great driver in life and endless thanks for giving us one of the best days of our life. Thank you!!














Lori S,
Oct 27, 2025
- Review from Tripadvisor
My cousin and I had a great day with a private jeep tour of the EStern side of Madeira. Henrique was our driver- very nice with lots of history and knowledge of the island. We let him know specific places we wanted to see and he suggested some additional places to visit. He also took us off road, off beaten paths, visited a campground, tallest peak, coasting lines, Santana and had a wonderful lunch at a place of his suggestion. We absolutely loved our day and highly recommend this driver and company for a tour of Madeira!
Flyer02909879050,
Oct 24, 2025
- Review from Tripadvisor
We did a private 4x4 Jeep tour with Madeira Insideout, and it was one of the highlights of our trip! Our guide and driver Dinarte was amazing – super friendly, easy to talk to, and full of interesting facts about the island. He showed us beautiful viewpoints, hidden roads, and small places we would never have discovered ourselves. The off-road parts were such a cool experience – bumpy, muddy, and a lot of fun! Dinarte drove with so much skill and confidence that we always felt safe, even when the roads got tricky. If you want to really explore Madeira beyond the usual tourist spots, I can highly recommend booking a private Jeep tour with Madeira Insideout. It’s the perfect mix of adventure, local knowledge, and stunning views.






Global65356981799,
Oct 14, 2025
- Review from Tripadvisor
Great, individual tour! Our guide Spencer is mega likeable and funny and we enjoyed the time with him extremely! Besides the beautiful corners, he also showed us a lot of traditional Madeira. His knowledge of flora and fauna is impressive, and even our children listened eagerly. Highly recommended tour with a perfect "homie"

Pranav P,
Oct 13, 2025
- Review from Viator
We had the pleasure of taking this private tour with Dinarte and it was phenomenal! He’s so knowledgeable about Madeira and it was a pleasure learning about the various sites on the island. He is very accommodating and although the price may seem a bit more compared to others, I can easily say this is the best private tour you can book for yourself and won’t regret it one bit!! We will be referring our friends whenever they decide to visit Madeira. Worth every penny!! We enjoyed Dinarte’s tour a lot!! The company is so flexible that they even allowed us to do a last minute add on to visit Pico do Arieiro
Operated by Madeira Insideout - Private 4x4 Tours