Portugal luxury trips offer a deeper, more personal way to explore the country’s historic cities, wine estates, and cultural heartlands. This itinerary takes you from the tiled streets of Lisbon to the palaces of Sintra, the vineyard estates of Alentejo, and the terraced slopes of the Douro Valley, each stop rich with private tastings, expert guides, and tailored experiences.
You’ll dine in Michelin-starred restaurants, cruise the Douro River with a glass in hand, and stay in handpicked hotels where comfort and style meet tradition. For travelers who expect more than standard sightseeing, this is one of those Portugal trips that blends heritage, flavor, and elegance without rushing the experience.
| Day | Morning | Afternoon | Evening |
|---|---|---|---|
| Day 1 | VIP airport pickup; hotel check-in | Private walking tour of Lisbon’s elegant quarters | Welcome dinner with curated wine pairings |
| Day 2 | Visit to private art collection or palace | Yacht cruise on Tagus River | Gourmet dinner and exclusive Fado performance |
| Day 3 | Private transfer to Sintra; palace visit | Picnic in palace gardens; spa at luxury hotel | Michelin-starred tasting menu |
| Day 4 | Transfer to Évora; wine estate tour | Barrel tasting and gourmet lunch | Stay at historic palace or wine estate |
| Day 5 | Spa treatment or horse ride through vineyards | Free time; sunset aperitifs | Chef-led dinner at estate |
| Day 6 | Helicopter or scenic transfer to Douro | Private vineyard tour + river cruise | Wine dinner at quinta |
| Day 7 | Exclusive Mateus Palace visit and lunch | Cellar tasting at Quinta Nova | Relaxed evening at wine hotel |
| Day 8 | Transfer to Porto; luxury city tour | Port wine masterclass in Gaia | Farewell rooftop dinner |
| Day 9 | Morning at leisure; boutique shopping | Transfer to airport | Departure |
Your Portugal luxury trip begins with a VIP airport transfer to your five-star hotel in Lisbon’s historic center. After check-in, meet your private guide for a tailored walking tour through the elegant streets of Chiado and Príncipe Real. Stop at boutique shops, hidden gardens, and a classic pastry café for a warm introduction to Lisbon’s charm.
In the evening, enjoy a welcome dinner with expertly paired wines at a chef-led restaurant. It is a relaxed first day that sets the tone for one of the most well-balanced Portugal luxury trips, focused on exclusivity, comfort, and cultural depth.

Start your day with a private yacht cruise along the Tagus River, offering views of Lisbon’s skyline and landmarks from the water. Dock near Belém for a guided visit to Jerónimos Monastery and the Coach Museum, with an optional stop for pastel de nata at the original bakery.
The afternoon allows time to explore or relax at your hotel spa. In the evening, enjoy a private Fado performance over a multi-course dinner in a historic palace setting. Ideal for those seeking a refined cultural trip to Portugal, this day blends heritage, music, and cuisine, everything that defines luxury Portugal tours at their best.

Today, you transfer to Sintra, one of the best places to visit in Portugal for its mix of royal heritage and natural beauty. A private guide leads you through the colorful halls of Palácio da Pena and the mysterious gardens of Quinta da Regaleira. Enjoy a picnic lunch in the palace grounds or a forest-view terrace.
In the afternoon, return to your luxury hotel for a spa treatment or downtime. Dinner is a Michelin-starred tasting menu crafted with local ingredients and seasonal creativity. This is Portugal travel at its most refined and flavorful.

Travel east into the Alentejo region, known for its rolling hills and bold wines. Your first stop is a private wine estate for a cellar tour, barrel tasting, and lunch paired with estate reds and whites. In the afternoon, explore Évora’s Roman temple, Gothic cathedral, and the Chapel of Bones, all with a local historian.
Stay overnight in a restored palace hotel just outside the city, surrounded by vineyards and olive groves. Portugal luxury trips balance fine living with authentic encounters, and today blends both beautifully.

Wake up to vineyard views and a slow breakfast on the terrace. Spend your morning on horseback, riding through estate trails with a private guide, or choose a full-body spa treatment using local olive oil and herbs. The afternoon is yours to unwind, swim, or stroll the grounds with a glass of wine in hand.
Dinner is hosted by the estate’s chef, with a menu tailored to your taste and paired with wines produced on-site. Luxury Portugal tours are crafted for travelers who value pace, privacy, and a sense of place.

Enjoy a scenic drive north to the Douro Valley, a UNESCO-listed region where steep vineyard terraces meet the river. Stop along the way at a small quinta for a tasting of Port and Douro reds before continuing to your luxury wine hotel. After check-in, board a private riverboat for a cruise between Régua and Pinhão, where the views shift from vineyard to village with every bend.
Sip wine on deck as you drift through the heart of the valley. This day captures the essence of a well-designed Douro Valley tour, with exclusive settings, effortless flow, and unforgettable landscapes, exactly what Portugal luxury trips are all about.


Tips from Joel
Portugal Travel Expert

Ask your guide to stop at São Leonardo da Galafura viewpoint en route to the Douro. It’s a spot locals love, less crowded than the main lookouts, with sweeping valley views that look like a painting. Bring your camera and a moment to pause.
Today, you visit Mateus Palace for a guided tour through its formal gardens and wine cellars, followed by a tasting of small-batch rosés and whites. Then it’s on to Quinta Nova, one of the oldest working wine estates in the Douro. Walk the terraced vineyards, learn about the harvest process, and take part in a vertical tasting of aged reds overlooking the valley.
Lunch is served in a panoramic dining room with views of the river. For those planning a trip to Portugal focused on wine, food, and natural beauty, this is a standout day.

Head west to Porto for a private city tour, stopping at Mercado do Bolhão, Livraria Lello, and the tiled São Bento Station. Cross the Douro to Vila Nova de Gaia for private tastings at two historic Port lodges, including access to vintage casks not open to the public. Learn the difference between Tawny, Ruby, and Colheita Ports with expert-led sessions.
Your farewell dinner is served on a rooftop terrace with city views and wine pairings. As part of your Portugal itinerary, Porto blends old-world elegance with bold, modern energy.

Enjoy a leisurely breakfast at your hotel and a final stroll through the Ribeira before your private airport transfer. Stop by a boutique wine shop for a few final bottles or gifts to take home.
After nine days of expertly crafted experiences, this trip leaves you with a deeper appreciation for Portugal’s flavors, landscapes, and traditions. For travelers who expect more than the standard tour, Portugal luxury trips offer the perfect balance of style, authenticity, and ease.
