This tour explores the vibrant Bairro Alto and Chiado districts of Lisbon and the stunning Monserrate Gardens and Palace. You’ll also have the opportunity to experience the Madeira Botanical Garden’s magic with the guidance of an expert botanist. Additionally, you’ll have an exclusive visit to Blandy’s winery, where we’ll taste their iconic 1920 Bual and enjoy a unique Chef’s Table experience.

Itinerary Highlights

  • Visit UNESCO World Heritage sites
  • Visit the Madeira Botanical Garden with a Botonist
  • Exclusive visit to Blandy Winery
  • Chef’s Table Experience
  • Private Cooking Class in Lisbon

What’s included

  • Private tours for most included activities
  • Meet & greet airport service
  • Luxury or boutique accommodation at your chosen level
  • Expert guides in each destination


This is an example itinerary. It is fully flexible; you can add or detract days and include hotels at your chosen budget. It departs daily.



Price Guide


Our quotes are bespoke for your customised trip. The prices displayed are indicative only, read more

Day 1

Fly to Lisbon

plan line
Day 2


Meet your local guide for a walking tour of Lisbon’s Bairro Alto and Chiado districts. Known as the city’s bohemian districts, these charming neighbourhoods were frequented by artists and writers in the past. In Chiado, visit the Carmo Archaeological Museum, situated within the ruins of the old Church of Santa Maria do Carmo, considered one of the most beautiful Gothic temples in Lisbon until the earthquake of 1755. Time permitting, take the Funicular de Gloria and enjoy some magnificent views over Lisbon. Round off your tour with a refreshing drink at a historic restaurant.

Lisbon and Madeira
Lisbon and Madeira
Day 3


Meet your driver at your hotel and drive to Sintra, where you meet your hiking guide. Follow a pleasant and peaceful corridor of pine trees for around 4.3 miles (7 kilometres); the path links the Capuchos Convent to the Monserrate Gardens and Palace. Cross the Lagoon of the Musketeers and continue until you reach Monserrate Gardens and Palace, one of the most beautiful creations from the Romantic era. You have time to explore the Palace before returning to your hotel.

Day 4


Portuguese cuisine has been influenced by the Mediterranean, the surrounding Atlantic Ocean and the variety of spices introduced from Asia during the age of discoveries. Meet your chef this morning and head to a colourful market to gather the fresh ingredients for your private cooking class, where you get hands-on and learn to cook traditional dishes. Your chef pairs your dishes with local wines, ending, of course, with a Portuguese espresso!

Lisbon and Madeira
Lisbon and Madeira
Day 5

Fly to Madeira

Fly to Madeira and land in the city of Funchal. Proceed to a local winery for an exclusive experience. After a private tour, finish in the vintage room, where you sample the winery’s iconic 1920 Bual, paired with dried fruits, cheese, dark chocolate and Madeira cake for a sublime Chef’s Table experience. Learn how each bottling of this 1920 vintage was unique, owing to variations in heat, humidity and cask size.

Day 6

Explore Madeira

Immerse yourself in Madeira’s fabulous flora today, beginning with a stop at Mercado dos Lavradores. Witness the colourful displays at this bustling market, which sells a whole host of fruit, vegetable, flower and herb varieties. Continue to the Botanical Gardens, located within 80,000 square metres, and encounter a truly fascinating collection of more than 2,500 plant species! Continue to the mountain village of Monte to visit the famous 19th-century Church of Our Lady of Monte. Return to Funchal city centre for a stop at an embroidery factory and visit one of the city wine cellars, where you can try some typical and sweet Madeira wines, before returning to the hotel.

Lisbon and Madeira
Lisbon and Madeira
Day 7

South West Coast

The island’s west side has cliffs, valleys, forests, mountains, waterfalls, and cows! Spend this morning with your 4×4 driver-guide exploring the southwestern coastline around Ribeira Brava and Ponta do Sol. Start with climbing up the old roads and dirt paths to one of western Madeira’s main attractions, the Paul Da Serra plateau. Later, return to Funchal via the beautiful north-western coastal roads, stopping at waterfalls, volcanic sand beaches and lagoons along the way, where you may wish to enjoy a refreshing swim (weather permitting).

Day 8

Fly home

A note on price

The prices outlined above are a rough guide to give you an idea of costs and enable you to budget for your trip.

Guide prices are generally for private arrangements based on twin share, in well located, good quality accommodation (excluding international flights).

Please note costs are indicative and may vary due to a number of factors such as; travel date, hotel choice, room category, number of people travelling and prevailing exchange rates.

Price Guide $POA

When to travel

jan feb mar apr may jun jul aug sep oct nov dec

Portugal boasts a temperate climate that makes it a popular travel destination year-round. However, if you’re looking to escape the crowds, the best time to visit is during the shoulder season, which runs from March to May and September to November. During these months, the weather is mild and pleasant, and you’ll be able to enjoy Portugal’s stunning landscapes and historic cities without having to navigate throngs of tourists. In contrast, the peak season, which falls between June and August, can be quite hot and crowded, so it’s best to plan accordingly if you’re traveling during this time.

Add on’s

There are a multitude of add-on holiday options to this Portugal itinerary; for example, Some popular options include Madrid and Barcelona in Spain, as well as the Moroccan cities of Marrakesh and Casablanca. These destinations offer a diverse range of cultural experiences, from exploring the historical landmarks of Madrid and Barcelona to immersing yourself in the vibrant markets and colourful streets of Marrakesh.

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