Local Experiences
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Your Exclusive Gateway to Madeira's Hidden Gems

Experience Tailor-Made Journeys Crafted to Perfection. Start Your Adventure Today!

Plan Your Exclusive Journey

The Essence of Our Legacy

Discover the inspiration and dedication behind our tailor-made luxury journeys. Our bespoke itineraries include experiences, transport as well as accommodations.

Discover Our Story
Why work with Insider

Experience Authenticity, Expertise, and Customization on Every Journey

Local Expertise

Leverage our insider knowledge, personal industry connections and our world-class travel experience for an unmatched Madeira experience.

Authentic Experiences

Immerse yourself in Madeira’s true essence with one-of-a-kind, off-the-beaten-path adventures. With our extensive knowledge of travel and planning, we can add value to your trips by finding experiences you didn’t even know existed.

Tailor-Made Itineraries

Experience a journey crafted exclusively to match your desires and passions. Great adventures, tailor-made and in private.

A Day with

Insider

A Day with

Insider

A Day with

Insider

A Day with

Insider

06:00 AM
Sailing sunrise

Start your day with a sunrise with breakfast at the ocean

10:00 AM
Levadas Walk

Trail walk with lunch in direct contact with Nature.

04:00 PM
Wine Tasting at Museum

Savor the essence of Madeira with a wine tasting experience

08:00 PM
Private chef experience

Journey through the authentic flavors of the island

Let's get started

Let’s Design Your Perfect Madeira Journey. Consult with Our Travel Experts Today.

06:00 AM
Sailing sunrise

Start your day witnessing Madeira’s stunning coast

10:00 AM
Levadas Walk

Trail walk with lunch in direct contact with Nature.

04:00 PM
Wine Tasting at Museum

Savor the essence of Madeira with a wine tasting experience

08:00 PM
Private chef experience

Journey through the authentic flavors of the island

Let's get started

Let’s Design Your Perfect Madeira Journey. Consult with Our Travel Experts Today.

Insider Tips

Latest Insights

Following Churchill’s Legacy for a Luxury Experience

(Relaxing)

Churchill's visit to Madeira in 1950 highlighted the island as a haven of luxury.

Levada Walks with Private Guides

(Tips)

Explore Madeira's iconic levadas on personalized trails, enjoying the island's natural beauty in comfort and exclusivity.

The Hawaii of Europe

(Relaxing)

Madeira, the "Hawaii of Europe", offers stunning landscapes and luxury experiences in the middle of the Atlantic.

A Historic Elixir

(Gastronomy)

Madeira wine is a symbol of history and tradition, known for its endurance and legacy of over 500 years.

Following Churchill’s Legacy for a Luxury Experience

(Relaxing)

Churchill's visit to Madeira in 1950 highlighted the island as a haven of luxury.

Levada Walks with Private Guides

(Tips)

Explore Madeira's iconic levadas on personalized trails, enjoying the island's natural beauty in comfort and exclusivity.

The Hawaii of Europe

(Relaxing)

Madeira, the "Hawaii of Europe", offers stunning landscapes and luxury experiences in the middle of the Atlantic.

A Historic Elixir

(Gastronomy)

Madeira wine is a symbol of history and tradition, known for its endurance and legacy of over 500 years.

How We Plan Your Perfect Trip

Personalised Consultation

Start your journey with a free one-on-one travel consultation.

Bespoke Itinerary Design

Our experts craft a custom itinerary, perfectly tailored to your desires.

Booking & Confirmation

Enjoy stress-free planning with our all-inclusive booking service.

On-Trip Support

Travel with confidence, our local experts are here to assist you 24/7.

Trusted by Travelers

"Insider's attention to detail is unmatched. From the moment we arrived, everything was perfectly planned, yet it felt like we were discovering the island on our own. The personal touches and insider tips made all the difference."

Taryn M.

Dallas
USA

"The level of service and attention to detail from Insider was simply amazing. Every aspect of our trip was meticulously planned, yet we never felt rushed or overwhelmed.”

Sophia L.

London
UK

"Insider made our trip to Madeira unforgettable. Their deep local knowledge of Madeira and personalised approach meant every experience felt authentic and special. It was like having a local friend show us around."

Emily S.

New York
USA

"The culinary experience Insider arranged was simply out of this world. Dining at a local chef’s home and hearing the storys behind each dish was a highlight of our trip.”

Pablo R.

Madrid
Spain

"Insider's attention to detail is unmatched. From the moment we arrived, everything was perfectly planned, yet it felt like we were discovering the island on our own. The personal touches and insider tips made all the difference."

Taryn M.

Dallas
USA

"The level of service and attention to detail from Insider was simply amazing. Every aspect of our trip was meticulously planned, yet we never felt rushed or overwhelmed.”

Sophia L.

London
UK

"Insider made our trip to Madeira unforgettable. Their deep local knowledge of Madeira and personalised approach meant every experience felt authentic and special. It was like having a local friend show us around."

Emily S.

New York
USA

"The culinary experience Insider arranged was simply out of this world. Dining at a local chef’s home and hearing the storys behind each dish was a highlight of our trip.”

Pablo R.

Madrid
Spain
Yacht
Veradas walk
Yoga and brunch at the garden
Side car moto
Private sailing

Start planning your trip

Help us create a dream tailor-made trip just for you. Fill out the form below with all the details so that we can ensure you’ll have the time of your life with a unique and totally personalised experience.

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