Combining millennia-old traditions with cutting-edge practices, Portugal’s wine regions are finally winning the plaudits they deserve. And, using Lisbon as your base, this curated trip takes in some of its finest. Among the picturesque rurality of Alentejo, the historic wonders of Lisboa and the seaside idyll of Setúbal, you’ll be treated to private, expert-guided tastings throughout – something facilitated by your private drivers. We’ve also included a gourmet winery lunch and a tasting visit to an olive oil farm. Each night, you’ll return to the historic centre of Lisbon and one of its finest accommodations – a boutique jewel where you’ll be able to relax with an award-winning spread of spa treatments, fine dining and rooftop-terrace drinks.
You’ll begin your journey and be treated to lounge access before your flight to the Portuguese capital. Once arrived, a private driver will meet you for the journey to your boutique accommodation. Standing on one of Lisbon’s most handsome squares, you’ll be in the central Bairro Alto quarter – long a favourite among artists and authors. From here, you’ll have vibrant restaurants, boutiques and cafés on your doorstep, as well as the city’s icons within easy reach. Back at base, your accommodation is an 18th-century idyll, today capped by an enviable rooftop terrace and featuring the likes of a spa, fitness centre and restaurant from one of Portugal’s leading chefs – Nuno Mendes.
Stay: Bairro Alto Hotel, Lisbon
Colourful houses of Lisbon
Vintage tram in Lisbon
With graceful green contours terraced into pretty vineyards and plains only interrupted by lonely oak trees, Alentejo is known as much for its views as its superb wines. You’ll take it all in with the services of a private driver, pausing for a guided tasting and lunch visit at one of its top wineries. Whether white, rosé or red, the region’s offerings are famed for their strong aromatic exuberance, which you’ll enjoy alongside a selection of Alentejo cheeses, followed by a three-course lunch. Before being brought back to Lisbon, you’ll also visit a local farm for an olive oil tasting – another of the region’s favourite exports.
Stay: Bairro Alto Hotel, Lisbon
Breakfast & Lunch included
Alentejo Vineyards
Today, your private driver will bring you out into the city’s rural surrounds. Combining rich traditions with modern winemaking practices, the wines here are widely varied, which you’ll discover on an expert-led tasting and visits two of the region’s top wineries, followed by a three-course lunch. You’ll also be travelling among some of Portugal’s most alluring sights. Indeed, before you’re brought back to Lisbon itself, there’s everything from the fairy-tale stately homes of hilltop Sintra and the palace-convent grand dame of Mafra’s old town to the rural, vineyard-dotted idyll of Colares and the fishing-village charm of seaside Cascais.
Stay: Bairro Alto Hotel, Lisbon
Breakfast & Lunch included
Cascais, Lisbon
Sintra, Portugal
Protected by national parks and nature reserves, the Setúbal Peninsula is a vision of rolling hills and azure-blue waters, fringed by sandy beaches. Here, castelão is the predominant grape, which promises excellent aging and sumptuous fruity notes. And, with your included tasting and visits to a pair of the peninsula’s best wineries, you’ll be able to sample the region's sweet fortified wines – Moscatel de Setubel, followed by lunch in a local restaurant – before your private driver sees you back to Lisbon.
Stay: Bairro Alto Hotel, Lisbon
Breakfast & Lunch included
Coastal views in Setubal, Portugal
Today, you’ll have some time to explore Lisbon’s icons a little further. After all, its 11th-century castle, UNESCO-listed monastery and historic, river-marooned tower are knitted together by hilltop viewpoints and tram-plied cobbled streets. Then, your private driver will see you to the airport for your flight home. Of course, if you’d rather stay to explore Lisbon in a little more detail, speak to one of our specialists about extending your time here.
Breakfast included
"Portugal has so much to offer, particularly when it comes to its gastronomy and wine produce. This itinerary will allow you to explore all of this from the comfort of your own private chauffeured car. To top it all off, I've included a stay in a delightful boutique luxury hotel, right in the heart of one of Lisbon’s most sought-after neighbourhoods."
Andy Austen
Destination Specialist
May / Oct from: £3,410 pp
Jun / Jul / Aug / Sep from: £3,475 pp