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.
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!
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
Up to 2 Guests
Pickup included
3 to 6 Guests
Pickup included
209 reviews
Total reviews and rating from Viator & Tripadvisor
bpm1974,Apr 4, 2026
- Review from Tripadvisor
We had THE BEST day with Miguel! He went above and beyond to show us the best niche places in Madeira and before other tourists got there! Thank you so much will definitely be back and recommend this tour to anyone wanting to explore Madeira! Miguel is awesome!!!
862junek,Apr 3, 2026
- Review from Tripadvisor
Well what can I say Spencer was the perfect tour guide.He really did look after us and all our needs .He took us to some outstanding places .We learnt so much about Madeira as he was very knowledgeable.What a great guy and trip lots of memories made .I highly recommend Spencer you won't go wrong booking this .Thank you Spencer .
LaydeeD,Apr 2, 2026
- Review from Tripadvisor
We had a great private jeep tour in Madeira as a family! The tour was incredibly authentic, very entertaining and perfectly organized. We were particularly enthusiastic about the many beautiful sightseeing spots as well as the exciting off-road rides that made the whole thing a real adventure. Huge praise goes to our guide Spencer – super friendly, warm, attentive and with a lot of knowledge about the island. He really made the tour special! We had a lot of fun and can absolutely recommend this experience
Dream15623124434,Mar 19, 2026
- Review from Tripadvisor
It was a highlight of our trip with a wonderful and very informative trip with Spencer and his colleague. We were traveling with 2 x2 jeeps.We were picked up on time and also returned to the ship on time. We were shown the most beautiful places on the island that you would not see so alone or with a booked boat trip. We can only recommend this tour.
Virginia H,Mar 16, 2026
- Review from Viator
Great day travelling around the island with Dinarte. We had a diverse age group from 12-72, and he instantly made us all feel comfortable with his friendly demeanour. We saw everything on our list and much more. The day flew by and was loved by all. Highly recommend this smaller company for a personalized experience.



Grace B,Mar 14, 2026
- Review from Viator
I treated my Mum and Dad to a private All day tour of Madeira….. with Inside Out Madeira Jeep tours for their birthdays. Mum just called me to tell me that they had the most superb day with a young local tour guide called Dinart. This is what she said: Just got back. What a fantastic day. Brilliant tour guide. All round lovely, 100% authentic local, good guy. We learned so much about the island! He took us to “not tourist” beauty spots (at my request!), told us loads of local stories and anecdotes, was kind and attentive. He went above and beyond to make sure we had a day to remember. I would 100% recommend him as a trusted, authentic, honest local guide, who shares a wealth of history and culture of Madeira. He also spoke fluent English. We loved the day! Thank you so much!!
SheilaT0510,Mar 8, 2026
- Review from Tripadvisor
Spencer was a wonderful guide and showed as much as possible all over the Madeira. He was open to my choices and very informative about everything! Timing was perfect and I felt comfortable traveling with him all day. It was a wonderful day with a great guide.
DieFranzi90,Feb 24, 2026
- Review from Tripadvisor
Our tour with Spencer was one of the highlights of our holiday. Although we have been to Madeira before, we have gotten to know the island all over again. Spencer is very warm, entertaining and has a lot of knowledge about Madeira. We would book a tour again at any time and can only recommend it to everyone!





Hwood82,Feb 20, 2026
- Review from Tripadvisor
A wonderful day! We booked a full day private tour and Spencer was our guide who was absolutely brilliant. We went to places we would never have found and he also helped tailor a day that was great for our two young girls. We definitely recommend and yes again when we return!
kateW8274DX,Feb 19, 2026
- Review from Tripadvisor
Excellent trip. Saw sights we wouldn't have gone to and guide very knowledgeable. Would definitely recommend.





Operated by Madeira Insideout - Private 4x4 Tours