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Curated adventures for travelers seeking authentic and unique holidays
Each journey is personally designed to reflect your unique interests and desires.
Explore Madeira’s vibrant culture and discover what life was like here long ago. From there, your perfect day is my focus, whether that means guiding you on safe, marked levada trails or arranging a custom island-wide tour.
Together, we can explore the island’s rich flavours on gastronomic tours and wine tastings, followed by a refreshing swim in natural volcanic pools. I also design magical sunrise and sunset experiences, as well as fun-filled adventures for families. All of my recommendations are commission-free, so you can be sure that you will experience the island in all its authenticity. Let's work together to create your perfect Madeira story.
Please note: My focus is on enjoyable, scenic walks, not high-adventure or professional-level hikes, for which I am not the appropriate guide. We'll explore Madeira's stunning official trails and levadas at a relaxed pace — ideal for families, casual walkers and anyone who wants to immerse themselves in nature.
A private tailor-made tour is an excellent choice for travellers looking for a unique and personalised experience.
Below are the added-value benefits of my services as a private tour guide for bespoke trips on the island of Madeira.
Forget the hassle of managing logistics on your own. As your private guide, I’ll handle all the details so you can relax and focus on enjoying your trip.
I will plan your trip with the same dedication and passion as if it was my own. Because each of us is unique, my aim is to create custom-made tour to suit your interests and pace, adding a few special touches to craft unique moments that I hope you'll love. Got a few bucket list items for your Madeira trip? Whether it's must-see attractions, different activities such as levada walks, whale and dolphin watching, boat or catamaran trips with options to dive into crystal clear water, Madeira wine and Poncha tasting or simply catching a magical sunrise or sunset, just send it to me! I'll create a personalized plan just for you and have it ready within 7 days.
I'll be here for you throughout your stay, ready to assist with any questions, offer personalized recommendations and information about Madeira island. My commitment is to be your go-to resource, ensuring you have a seamless and enjoyable experience from start to finish.
Everything goes at your pace. Want to linger at a scenic spot or change up the plan? No problem – your itinerary is my priority. I'll also work out the best times to visit certain very popular spots to ensure we avoid the large crowds.
Smaller, more intimate explorations of Madeira island, without the rigidity of big group schedules.
With a private tour you'll have a fellow traveler at your side. As your travel guide, I'll keep an eye on the weather and adjust plans if necessary, so you can explore the island safely and comfortably. Travel with peace of mind, knowing I’ve got every detail covered for a worry-free adventure!
Choosing a private guide for your Madeira adventure offers safety and peace of mind, especially when navigating the island's steep and winding roads. Madeira's terrain can be challenging, with sharp inclines and narrow paths that can be difficult for inexperienced drivers and low-powered rental cars. Relax without worrying about navigating or parking and enjoy the breathtaking views without the worry of driving.
Don't just take my word from it
"The Ciaodhurys"
— Our trip to Madeira was truly unforgettable thanks to our wonderful guide, Ana. She was attentive, kind, and always w... Read more
"BY"
— Ana was recommended in a Madeira Facebook forum where someone asked about hiring a driver for their trip. She was ver... Read more
"Yuliya Hrofman"
— Highly recommend Anna as your travel guide in Madeira. She carefully planned well in advance every day of our holiday... Read more
"Diane Andrews"
— My group of four spent an enjoyable day with Ana yesterday. She worked with me to create a memorable day visiting pl... Read more
"Sherry Pauley"
— We recently spent 11 days on Maderia; my first visit! We were lucky enough to spend 5 glorious days with Ana Maria! S... Read more
"Stefan Busuioc"
— We had the privilege of experiencing an exceptional tour guide during our vacation in Madeira! It was an unforgettabl... Read more
"Cristina Enachescu"
— Madeira? Heaven on the Earth . Anna? So nice, glade and full of humanness. Strongly recommend to hire her services fo... Read more
"Alexandra Chirtop"
— Thank you, Rides on Clouds, for the most extraordinary trip in Madeira. You've had it all covered: from renting the c... Read more
"Mihai Robert"
— Rides on Clouds in Madeira is like having your adventure buddy, Ana, show you around! The places we saw were jaw-drop... Read more
"Lorna Ross"
— Time spent with Ana-Maria is time well spent .Her gentle personality, blended with her extensive knowledge of Madeira... Read more
"Mark van Soest"
— Ana Maria was very friendly, and a great guide/driver for our little trip to Fanal. Had a lovely chat on the way ther... Read more
"Raus Alex"
— If you are looking for an experience, not just a guide, Anna is the best for this. After a few hours together we expl... Read more
"Yusuf Ozer"
— Thank you for the beautiful vacation, and for the foto video team🤗🥰 Read more
"Norbert Alois “Luis” Rabinger"
— Everything perfect! Read more
"GrandCamping"
— Ana was very nice. We saw many beautiful places, which we certainly couldn't find without Ana. It's really worth book... Read more
"Eva Abdo"
— Ana is a warm person and the best guide we could have in Madeira! She is in love with the island and it shows in the ... Read more
— Our trip to Madeira was truly unforgettable thanks to our wonderful guide, Ana. She was attentive, kind, and always went the extra mile to make sure everything was perfect for us. She ensured all our wish list was fulfilled and even connected with a drone operator as per our request to take beautiful memories on the island. From the very beginning, we felt comfortable and well taken care of. Ana shared amazing recommendations for food, sights, and experiences, which added so much to our journey. We couldn’t have asked for a better guide — we would highly recommend Ana to anyone visiting Madeira! Really appreciate everything she and her husband had done!
— Ana was recommended in a Madeira Facebook forum where someone asked about hiring a driver for their trip. She was very responsive when I reached out by e-mail and we planned a video call shortly after to discuss an itinerary, including transfers to and from the airport. Ana then created a plan that included all the things we wanted to see and do, and included some suggestions as well. Although she had a conflict the day we landed, she assured us it would be very easy to get an Uber (and it was!). Ana is very passionate about what she does and will give you her honest opinion on all the sites, viewpoints and activities. She told us about spots that would be busiest and where she thought it was worthwhile going (and sometimes not worthwhile). If you have your own list of “must-dos” and “must-sees”, just be clear and upfront about what you want and she will have no problem adjusting the itinerary accordingly. On our trip, we wanted to do a lot of hiking, so Ana and her partner monitored the weather closely for us as Madeira’s weather seemed to change on a whim. She kept us updated on Whatsapp and moved our itinerary around to ensure we had the best weather on our outdoor days. Ana also joined us on a number of the hikes, showing us viewpoints and telling us about the area we were in. Thank you for a memorable trip!
— Highly recommend Anna as your travel guide in Madeira. She carefully planned well in advance every day of our holidays to enjoy and fall in love with Madeira ones again. Anna is very resposible, friendly and punctual. We were lucky to have her as our guide!
— My group of four spent an enjoyable day with Ana yesterday. She worked with me to create a memorable day visiting places we had yet to see over our three other visits to the island. Ana was knowledgeable, friendly and spoke English well. She is very adaptable. Ana has a lovely new car that fits up to 4 passengers comfortably. Our tour went longer than 8 hours and she still asked if we wanted her to stop and pick up groceries. We didn’t need any but so kind to ask. We look forward to using Ana again in the future 😊.
— We recently spent 11 days on Maderia; my first visit! We were lucky enough to spend 5 glorious days with Ana Maria! She is kind, thoughtful and extremely knowledgeable. Pick up and drop off was easy. If you really want to experience Maderia with your custom made itinerary, then I highly recommend hiring Rides on Clouds 😊
— We had the privilege of experiencing an exceptional tour guide during our vacation in Madeira! It was an unforgettable experience thanks to our passionate and well-informed guide, Ana Maria. She managed to lead us through dreamlike places, revealing the authentic beauty of the island. Ana Maria was not only a connoisseur of local history and culture but also a captivating storyteller, bringing each place we visited to life. She made us feel safe and comfortable, providing fascinating details and exceptional recommendations for touristic places, good food and hidden beautiful sites. The routes she guided us through were truly spectacular, and the viewpoints and tourist attractions she chose were downright magical. She knew how to delight and surprise us with every corner of paradise discovered. We are grateful for her personalized attention and dedication to ensuring that we had an authentic and memorable experience in Madeira. Undoubtedly, this guide added value to our vacation, and we warmly recommend Ana Maria to anyone looking to explore the beauty of this corner of paradise. Thank you for making this journey an unforgettable adventure, Ana Maria!
— Madeira? Heaven on the Earth . Anna? So nice, glade and full of humanness. Strongly recommend to hire her services for a ride on clouds , I mean on this beautiful island
— Thank you, Rides on Clouds, for the most extraordinary trip in Madeira. You've had it all covered: from renting the car, waiting us at the airport and designing our trip schedule to taking us to exquisite local restaurant where the food was so delicious! Leave aside the beautiful beaches and breathtaking places that we could have never discovered without you! Hat off, Rides on Clouds! Thank you, Ana Maria for every moment spent in Madeira! 🙏
— Rides on Clouds in Madeira is like having your adventure buddy, Ana, show you around! The places we saw were jaw-dropping, and Ana's enthusiasm made it feel like a road trip with a friend. If you're up for good vibes and awesome views, this is your go-to place in Madeira!
— Time spent with Ana-Maria is time well spent .Her gentle personality, blended with her extensive knowledge of Madeira and passion for her surroundings will make you fall in love with the Island , like so many do . Our tour couldn’t have been better - thank you Ana-Maria. Reach out to her - she’ll be happy to make you happy 😃
— Ana Maria was very friendly, and a great guide/driver for our little trip to Fanal. Had a lovely chat on the way there, full of interesting tidbits about Madeira. Definitely recommend!
— If you are looking for an experience, not just a guide, Anna is the best for this. After a few hours together we explored things that we couldn't imagine. I can say she is the reason we want to come back and explore more of Madeira's beauty soon.
— Thank you for the beautiful vacation, and for the foto video team🤗🥰
— Everything perfect!
— Ana was very nice. We saw many beautiful places, which we certainly couldn't find without Ana. It's really worth booking for a few days :)
— Ana is a warm person and the best guide we could have in Madeira! She is in love with the island and it shows in the passion with which she talks about Madeira. I think that without her, our trip would have been limited only to what was more touristic and we would not be discovering the hidden gems and life through the eyes of the locals. Thank you very much Ana for one of the most beautiful trips!
Madeira may be a small island, but you'll feel like you're exploring many different mini-worlds!
One of the highlights of the day is a visit to the 17th century water mill in the pretty village of Achadinha, in the parish of São Jorge (municipality of Santana), the Moinho a Água, which looks like something out of a storybo...
Near Porto Moniz, where Madeira's north meets west, there's a spot that feels like nature's private viewing deck, particularly known for its stunning sunsets. Find Miradouro Ponta da Ladeira on Google Maps...
It's easy to lose yourself in the wonders of eastern Madeira - head inland and you'll arrive at a maze of rural roads that wind from one stunning valley to the next, with breathtaking views at every turn.
Can't find the answer you're looking for? Let's chat on WhatsApp or via email at anamaria@ridesonclouds.pt