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
3 to 6 Guests
Pickup included
Up to 2 Guests
Pickup included
205 reviews
Total reviews and rating from Viator & Tripadvisor
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.





T9700OWjuliam,Feb 7, 2026
- Review from Tripadvisor
Great trip with Spencer who changed day so we had great weather. Very informative and knowledgeable and took us to some great places. Definitely worth going.


jamesbO6309DG,Feb 6, 2026
- Review from Tripadvisor
This was the best day of our holiday. Dinarte our driver was a joy. Born and raised in Madeira - his love for the island was contagious - its people, history and culture - he taught us so much throughout the day. We saw and stopped at a lot of different places - sometimes going off road - mountains, forests, rivers and raging seas - it was EPIC ! Other cars were stuffed full of people - we had the car all to ourselves. This company is one of the smaller ones doing this type of thing - but Dinarte and Spencer - the other guide - are the owners - and are special guys who will look after you. As soon as you meet them you will understand. I cant recommend them highly enough - just book and enjoy !! Thanks for a great day 🙏❤️












Christiane A,Feb 6, 2026
- Review from Tripadvisor
1000% awesome trip with a super cool guide. We recommend Spencer and thank you again very much.




David C,Feb 1, 2026
- Review from Viator
Dinarte was a blast to be around - there were a few sites we wanted to see, and he crafted a route to visit those most efficiently and beat the cruise crowds. He also chose a few spots along the way for us to stop and check out that we would not have known otherwise. He was a great driver and we felt very safe the whole time in the Jeep, even going through the narrow mountain roads. Would 10/10 recommend!
Tripper064,Jan 27, 2026
- Review from Tripadvisor
Very good trip. Friendly, knowledgeable guide. Flexible. Had good suggestions, but was also open to our suggestions. Made excellent suggestion for lunch stop, which we thoroughly enjoyed. Also, good standard of sensible driving. Needed for those hairy roads!
Operated by Madeira Insideout - Private 4x4 Tours