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Pena National Palace, Sintra

Lisbon, Porto & Madeira

11-day tailor-made holiday from £2,925 pp incl. flights


Short description

Combine cities, countryside and coast with luxury stays, private tours and First Class travel


  • Luxuriate with First Class rail travel and the services of private drivers
  • Stay in three palaces – some of Portugal’s most iconic
  • Compare Lisbon and Porto on personalised private tours
  • Taste your way through the Douro Valley’s award-winning vineyards
  • Sip cocktails on a pool terrace that juts onto Madeira’s paradise coast

In Brief

  • 3 Nights Lisbon
  • 3 Nights Porto
  • 4 Nights Madeira


Recommended for:
City | Food & wine | History & culture | Relaxation

Between historic cities, an island getaway, and the wines and castles of its spectacular countryside, this is your chance to showcase the best that Portugal has to offer. You’ll see it all in style, staying in some of Portugal’s finest hotels, enjoying private tours tailored around you and being treated to the services of private drivers and First Class rail travel. Compare the fascinating heritage of Porto and Lisbon to the fine wines of the Douro Valley, the sun of Madeira and the storybook palaces of mountainous Sintra.

Day by day itinerary

Day 1

Begin your trip with complimentary airport lounge access before your flight to the Portuguese capital. On arrival, you’ll transfer to your home for the next three nights – the Palacio da Anunciada. You can expect the finest in spa treatments, gourmet dining and luxury rooms furnished in a historic, luxurious style. You’ll also enjoy a privileged location in the historic city centre, with Estoril’s beaches and Lisbon’s heritage delights both within easy reach.

Stay: The One, Palacio da Anunciada, Lisbon (Deluxe)

Day 2

Today, you’ll be met at your accommodation for a half-day city tour. Highlights include the 16th-century Belém Tower, built on a small island in the Tagus River, and the nearby Jerónimos Monastery. Another World Heritage Site, it's one of the most prominent examples of Portuguese Manueline extravagance. And, after sampling some of Lisbon's finest Portuguese tapas, you’ll work it all off with a climb up to one of the hills above the city to explore the historic neighbourhoods of Graça, Castel and Alfama.

Stay: The One, Palacio da Anunciada, Lisbon (Deluxe)

Meals: B

Day 3
Sintra & the Coast

After being met again by a private car, escape the hubbub of the city on a half-day excursion to Sintra – the favourite summer residence of the Portuguese kings for more than 500 years. It’s here that you’ll find exotic gardens, 1,000-year-old Moorish castles and a UNESCO-listed centre, replete with colourful manor houses and palaces. It’s all caught up in a world of rolling foothills and towering mountains. You’ll then travel along the coast to Cabo da Roca. As the westernmost point of mainland Europe, it’s home to such pretty coastal towns as Cascais and Estoril where white sands front rolling vineyards and idyllic promenade walks.

Stay: The One, Palacio da Anunciada, Lisbon (Deluxe)

Meals: B

Days 4-5

Travel First Class on a train to Porto and make your way to your luxury accommodation – The Yeatman. Found within historic Vila Nova de Gaia, a district that lines the south side of the Douro River. It’s here that port houses have aged their valuable wine for over three centuries. Rooms combine contemporary furnishings with pieces borrowed from various museums around the city. Facilities include indoor and outdoor infinity pools. 

You'll be treated to the likes of Porto's grand Romanesque cathedral and its neoclassical Stock Exchange, and the giant views of the Eiffel-tower-inspiring iron bridge that will bring you to Gaia – a merchant’s district where cellars still host port tastings. To round things off, you'll join an hour-long boat trip on the Douro River taking in views of the city from the water and getting a close-up look at its six distinctive bridges.

Stay: The Yeatman, Porto (Deluxe)

Meals: B

Day 6
Douro Valley

Today you’ll dip into Porto’s prestigious surrounds – the Douro Valley. Wine has been produced here for some 2,000 years, with its famous fortified varietal rising to fame in the 18th century. These strong viticultural traditions have seen its rolling hills terraced into pretty vineyards, reflecting in the green-gold shimmer of the Douro River. It's the perfect setting for your full-day tour, which begins with a scenic train journey from Pinhão to Tua in the upper Douro. Then, having paused to take in the views, you'll return along the river by boat, passing through impossibly scenic landscapes on your way to a wine tasting at a 17th-century estate.

Stay: The Yeatman, Porto (Deluxe)

Meals: B L

Days 7-10

Transfer to the airport for your flight to Madeira where you'll be met and taken to the legendary Quinta Jardins do Lago – a luxury classic hidden among clifftop tropical gardens.  You'll also want to head out and explore, making the most of the island's year-round sun. Discover rolling vineyards, stunning snorkel spots, charming fishing villages and 600 miles of walking trails, many following the island's historic levada aqueducts.

Stay: Quinta Jardins do Lago, Madeira (Deluxe)

Meals: B

Day 11

Your last private transfer will see you to Funchal Airport in time for your onward flight.

Meals: B



Any element of this itinerary can be adjusted to suit your needs. Just contact us to find out more.

Accommodation rating: Deluxe

11-day tailor-made holiday
from £2,925 pp incl. flights


01 - 30 Apr 2024

from £2,925 pp. incl. flights

01 May - 30 Jun 2024

from £3,065 pp. incl. flights

01 Jul - 31 Aug 2024

from £3,175 pp. incl. flights

01 Sep - 31 Oct 2024

from £3,175 pp. incl. flights


  • Complimentary UK airport lounge access (subject to departure airport and terminal)
  • Return flights from the UK
  • 3 nights accommodation in Lisbon on BB
  • 3 nights accommodation in Porto on BB
  • 4 nights accommodation in Madeira on BB
  • Private half-day city sightseeing tours in Lisbon, Porto and Sintra with local guides
  • 1st class train transfer between Lisbon and Porto
  • Full-day Douro Valley excursion including lunch and wine tasting

Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

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Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7664 2268 to discuss how we can tailor your holiday.

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