Madeira Island – Experience the Atlantic Pearl Privately

Discover the Pearl of the Atlantic!
Discover the Pearl of the Atlantic! The archipelago of Madeira is an ideal holiday destination for all those who want to combine relaxation with physical activity, taking advantage of its mountains, ocean, levada footpaths, or simply looking for a new adventure. With a mild climate, magnificent landscape, and welcoming people, Madeira offers visitors memorable holidays!
5 Days from $1899/person CAD
Honeymoon & Anniversary
Off The Beaten Path
UNESCO World Heritage Sites


Choose from a range of places to stay, from premium four to luxury five-star hotels, beautiful villas, and charming boutique properties.
Travel whenever you want and escape the tour bus crowds! With no fixed dates or set schedules, you can travel whenever you want, on your own terms.
Tailor your trip to include a wide variety of activities, from the must-see to the off-the-beaten-track, on a small-group tour or with a private driver and guide.
With in-country knowledge, we are specialists in creating unique experiences, due to a personal and direct relationship with our local partners.

Primary Location

Madeira Island, Portugal


On Request


  • 4-nights accommodation on a bed and breakfast basis (4-star hotel in Funchal)
  • Private airport transfers
  • Private English-speaking Guide
  • Half-day tour to Curral das Freiras
  • Full-day tour to Calheta and São Vicente
  • Full-day to Santana

Not Included:

  • International or domestic airfare
  • Gratuities to guides and drivers
  • Travel insurance
  • Additional meals when not mentioned on the itinerary
  • Entrance fees to monuments or museums when not mentioned on the itinerary
  • Local city tax for overnight stays
  • Visas required for entry into the country as necessary
  • Anything of a personal nature or that is not mentioned in included

Pricing Details

Speak to one of our Travel Specialists to begin planning a trip to Portugal!

  • All pricing is subject to change and is based on availability at the time of booking
  • Seasonal surcharges and blackout dates may apply
  • The final price will vary and is also based on the month of travel

Optional Extras:

  • With many accommodations and touring options in Portugal, we can mix and match different hotel and activity options to your liking!

Custom Itinerary

This pre-designed itinerary can be booked as is or our specialists can take away the stress and create a custom trip tailored to your tastes. We can arrange an itinerary around your budget, interests, dates, and special requests.

Find out more



Welcome to Funchal! After a meet and greet at the airport with your driver, you will be transferred to your hotel. Overnight stay.

Accommodation at the Pestana Promenade, Funchal, or similar


Breakfast at the hotel. Leaving Funchal towards the west, you will discover the small fishing town typical of Câmara de Lobos and the Cap Girão, the highest promontory in Europe and the second highest in the world with 580 meters. The former English first minister, Winston Churchill, painted this exceptional portrait when he visited the island in 1950. It is in this commune that the singular parish of Curral das Freiras is located.

Situated in a deep valley, Curral das Freiras offers one of the most impressive landscapes of the island, attracting the admiration of all visitors with its breathtaking panoramas (over 500 meters above sea level at the Eira do Serrado viewpoint). Return to Funchal. Afternoon at leisure. Overnight in Funchal.

Accommodation at the Pestana Promenade, Funchal, or similar


Breakfast at the hotel. Take the direction of the sunny coasts of Ponta do Sol and Calheta, very rich in bathing areas that invite you to swim. You can also visit the Casa das Mudas Arts Center, which offers an extensive cultural program throughout the year. The beaches of the picturesque villages of Jardim and Paul do Mar offer sports lovers excellent surfing. Then take the direction of Porto Moniz and regain strength, during an invigorating bath in the famous natural swimming pools dug into the rock.

The journey continues in the direction of São Vicente, on a road dotted with waterfalls and where the contrast between the majestic green and the crystalline blue of the waters of the sea is obvious. Here you can visit the caves and the center of Volcanism, the exhibition center, Lime Road or simply walk through the narrow streets of this charming little town. Return to Funchal. Overnight in Funchal.

Accommodation at the Pestana Promenade, Funchal, or similar


Breakfast at the hotel. Head towards the town of Santana, declared Reserve of the Biosphere in 2011 by UNESCO. This reserve incorporates a terrestrial element, corresponding to the whole surface of the municipality, but also a marine element, which presents a great diversity of natural, human, landscape, environmental and cultural values of local, regional, national, and international interest.

The municipality was for a very long time inaccessible by sea and by land, its inhabitants have preserved characteristics that have not undergone external influences. One of the examples of this isolation is the architectonic style of its typical houses with a thatched roof more commonly known as “Santana’s small houses”. Return to Funchal and overnight.

Accommodation at the Pestana Promenade, Funchal, or similar


Breakfast at the hotel, meet your driver, and transfer to the airport.

Accommodation at the Pestana Promenade, Funchal, or similar

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