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Rides on Clouds

Tailor Made Experiences in Madeira

Curated adventures for travelers seeking authentic and unique holidays

Each journey is personally designed to reflect your unique interests and desires.

Curated Experiences

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.

1-on-1 Itinerary Design Call

45min Guidance Video-Call
  • Keep the crowds at bay as much as possible
  • Decode Madeira's Weather
  • Curated Island Activities
  • Breathtaking Sunrise & Sunset spots
  • Authentic Wine & Dining
89€

Bespoke Guided Tour

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  • Expertly Guided Adventures
  • A True Travel Companion
  • Complete Flexibility On the Road
  • Local Life & Traditions
  • Honest Local Dining & Exclusive Wine Tasting
  • Time-flexible
500€

The Complete Concierge Itinerary

Get organized Day-by-Day Own pace
  • Save Precious Time & Eliminate Stress
  • A Truly Personalized Itinerary
  • Madeira Concierge Planning
  • Perfectly Matched Activities
  • Authentic Wine & Dining
200€

Looking for more than one day?

The Art of a Tailor-Made Tour

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.

The Difference is in the Details


Love from My Guests

Don't just take my word from it

The Ciaodhurys

"The Ciaodhurys"

— Our trip to Madeira was truly unforgettable thanks to our wonderful guide, Ana. She was attentive, kind, and always w...

BY

"BY"

— Ana was recommended in a Madeira Facebook forum where someone asked about hiring a driver for their trip. She was ver...

Yuliya Hrofman

"Yuliya Hrofman"

— Highly recommend Anna as your travel guide in Madeira. She carefully planned well in advance every day of our holiday...

Diane Andrews

"Diane Andrews"

— My group of four spent an enjoyable day with Ana yesterday. She worked with me to create a memorable day visiting pl...

Sherry Pauley

"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...

Stefan Busuioc

"Stefan Busuioc"

— We had the privilege of experiencing an exceptional tour guide during our vacation in Madeira! It was an unforgettabl...

Cristina Enachescu

"Cristina Enachescu"

— Madeira? Heaven on the Earth . Anna? So nice, glade and full of humanness. Strongly recommend to hire her services fo...

Alexandra Chirtop

"Alexandra Chirtop"

— Thank you, Rides on Clouds, for the most extraordinary trip in Madeira. You've had it all covered: from renting the c...

Mihai Robert

"Mihai Robert"

— Rides on Clouds in Madeira is like having your adventure buddy, Ana, show you around! The places we saw were jaw-drop...

Lorna Ross

"Lorna Ross"

— Time spent with Ana-Maria is time well spent .Her gentle personality, blended with her extensive knowledge of Madeira...

Mark van Soest

"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...

Raus Alex

"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...

Yusuf Ozer

"Yusuf Ozer"

— Thank you for the beautiful vacation, and for the foto video team🤗🥰

Norbert Alois “Luis” Rabinger

"Norbert Alois “Luis” Rabinger"

— Everything perfect!

GrandCamping

"GrandCamping"

— Ana was very nice. We saw many beautiful places, which we certainly couldn't find without Ana. It's really worth book...

Eva Abdo

"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 ...

Madeira Tour Itineraries

Madeira may be a small island, but you'll feel like you're exploring many different mini-worlds!

North EAST SIDE History
North West and West Coast
Scenic Road-Trip Through Center of The Island

North EAST SIDE History

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...

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North West and West Coast

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...

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Scenic Road-Trip Through Center of The Island

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.

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Take a peak at the fun we have on my tailor Madeira tours

Frequently Asked Questions

Can't find the answer you're looking for?
Let's chat on WhatsApp or via email at anamaria@ridesonclouds.pt

What prices should I expect for Ana-Maria's private Madeira tours?
My daily rate for a Private Tailor of Madeira, made full-day Tour is 380€. My commitment is to provide you with a unique and unforgettable experience, ensuring every detail is perfectly managed.
How far in advance should I book your private made tours ?
To guarantee my availability and allow ample time for meticulous planning, especially for peak seasons, I recommend booking 2-3 months in advance. However, I will do my best to accomodate closer bookings if my schedule permits.
What kind of activities can you arrange for us?
I can help organize and accompany you on trails and levada walks along classified routes – please note, I am not a certified guide and will only accompany you on marked, safe paths. I also arrange tours around the island to explore Madeira's diverse landscapes, and focused tours in Funchal to discover its vibrant culture and history. For your culinary enjoyment, I offer curated lunch & dinner recommendations (without receiving any commission) and can put together unique gastronomic tours to savor local flavors.
Will Ana-Maria accompany us on the hikes, levada walks and other activities, or will we be going alone?
I will accompany you on the tour, including the levada walks and other activities, to ensure you have a seamless experience. However, if you would prefer to explore independently, please let me know and I will arrange it.
Can you accommodate last-minute changes to our plans?
I will do my utmost to accommodate last-minute adjustments to your itinerary, ensuring a smooth experience.
How can I pay for your private tailor made services?
For your convenience, I accept payments via bank transfer and major credit cards. Details for secure payment will be provided upon booking confirmation, ensuring a straightforward process.
Also I do accept cash payments on the first day of the tour.
Are overtime hours charged?
Normally, 7–8 hours is pretty intense with plenty to see and do, but it's not unheard of to extend that by a little. If that happens, I charge an additional 50€ per hour.
What is your cancellation and refund policy?
I understand that unforeseen circumstances can arise, and I aim to be as fair and flexible as possible.
  • Full Refund: Should you need to cancel your booking at least one week (7 days) prior to the start of the service, you are eligible for a full refund of the amount paid.
  • 50% Refund: For cancellations made at least three days (72 hours) before the service begins, 50% of the paid amount will be refunded.
  • No Refund (within 48 hours): Unfortunately, cancellations made with only 1 or 2 days' notice (within 48 hours of the service start) will not be eligible for a refund.
However, I understand that truly unavoidable major events, such as a significant flight disruption or other critical and pertinent reasons beyond your control, can sometimes occur. In such unique circumstances, please reach out to me immediately. I will evaluate these situations individually and, when appropriate, may offer a full refund even with less than 24 hours' notice, ensuring a fair approach.
Do I need to pay a deposit?
Yes, a deposit is required to confirm your booking and secure my services. It will be around 20% - 30%, the exact amount will depend on the duration and complexity of your itinerary and will be clearly communicated during the booking process.
Can Ana-Maria provide local insights and recommendations?
Absolutely! Leveraging my deep knowledge of Madeira, I offer authentic local insights, and recommendations that go beyond typical tourist guides.

Every restaurant I recommend is a place I've been to and loved myself. My suggestions come from the heart, with no commissions involved.
My guided walks are about savoring the journey, not racing to a destination. We'll explore Madeira's stunning official trails and levadas at a comfortable pace, perfect for families, casual walkers, and anyone who wants to immerse themselves in nature. Please note: My focus is on enjoyable, scenic walks, not high-adventure or professional-level hikes, for which I am not the appropriate guide.