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 1: Lisbon
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 Tivoli Liberdade Lisboa. Having welcomed everyone from actors and celebrities to heads of state since its opening in 1933 , you can expect the finest in spa treatments, gourmet dining and luxury rooms furnished in sleek contemporary style. You’ll also enjoy a privileged, garden-fringed setting, with Estoril’s beaches and Lisbon’s heritage delights both within easy reach.
Stay : Tivoli Avenida Liberdade Lisboa
Day 2: Lisbon
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: Tivoli Avenida Liberdade Lisboa (Deluxe)
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: Tivoli Avenida Liberdade Lisboa (Deluxe)
Days 4-5: Porto
Travel First Class on a train to Porto and make your way to your luxury accommodation – the Pestana Palacio do Freixo. A National Monument, it's a superb example of Baroque architecture, complemented by a riverfront pool and antiques provided by the city's museums. You'll then get your bearings with an included walking tour, again personalised to what you want to see. 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: Pestana Palacio do Freixo, Porto (Deluxe)
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: Pestana Palacio do Freixo (Deluxe)
Days 7-10: Madeira
Transfer to the airport for your flight to Madeira where you'll be met and taken to the legendary Belmond Reid's Palace – a luxury Grand Tour classic hidden among clifftop tropical gardens. One of the world's most iconic hotels and a favourite among the likes of Winston Churchill and George Bernard Shaw, its pool terraces, cocktail bars and superb spa simply ooze luxury. 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.
Day 11: Departure
Your last private transfer will see you to Funchal Airport in time for your onward flight.
This trip has no fixed departures but restrictions may apply - check operator website
** If you see this next to a price, a specific price in your currency has not been provided, this is an estimated-only price based on a currency conversion, the price you pay may be different to that shown
Sign up to our weekly Trip Finder email and get a selection of the best trips to feed your Wanderlust