
7 days · Food & Wine · Couple · Any time
7 Days in Portugal: Lisbon Flavors & Alentejo Wine
Savor Portugal through Lisbon’s neighborhood restaurants, Setúbal’s coastal flavors and the generous wines of the Alentejo. Designed for a couple, this balanced itinerary combines unhurried meals, atmospheric towns and countryside tastings, with three nights each in Lisbon and Évora before returning to the capital.
Trip highlights
- Taste Lisbon through pastéis de nata, traditional tascas and a relaxed seafood dinner.
- Pair Azeitão cheese with the distinctive Moscatel de Setúbal.
- Explore Évora’s Roman temple, whitewashed lanes and regional restaurants.
- Discover Alentejo wines at Cartuxa and Herdade do Esporão.
- Share a sunset walk around Monsaraz, overlooking the Alqueva reservoir.
- 01
A Delicious First Taste of Lisbon
Base: Lisbon
Morning · Arrive and settle into a hotel in Chiado or Baixa, both convenient for exploring without a car. If your flight lands early, ease into the trip with coffee and a pastel de nata at Manteigaria.
Afternoon · Explore Baixa and the riverside Praça do Comércio, then wander into Alfama. Pause at Miradouro de Santa Luzia for tiled terraces and views across the Tagus.
Evening · Book a neighborhood tasca for a gentle introduction to Portuguese cooking. Keep the evening flexible after your journey.
Try bacalhau à Brás with a crisp white from Bucelas, followed by a small glass of ginjinha.
Lisbon’s hills and polished pavements reward comfortable shoes; use a taxi for the steepest climbs if you are tired after flying.
- 02
Belém Pastries & Lisbon Seafood
Base: Lisbon
Morning · Head to Belém for warm custard tarts at Pastéis de Belém and a riverside walk. Visit the Jerónimos Monastery if its opening schedule and ticket availability suit your day.
Afternoon · Return to central Lisbon for a leisurely lunch and browse the shops around Chiado. Later, enjoy the city panorama from Miradouro de São Pedro de Alcântara.
Evening · Reserve a table at a traditional cervejaria such as Ramiro for a shellfish-focused dinner. Alternatively, choose a smaller seafood restaurant for a quieter evening together.
Share amêijoas à Bulhão Pato, prawns or crab with an Alvarinho from Monção e Melgaço; seafood sold by weight can make the bill climb quickly.
Check monument closure days before fixing the order of your Lisbon activities, and reserve popular restaurants ahead.
- 03
Azeitão Wine & Setúbal’s Coastal Table
Base: Lisbon
Morning · Travel to Azeitão, normally about 45–60 minutes from Lisbon by road, and take a prebooked cellar tour at José Maria da Fonseca. Leave time for a village stroll and a taste of buttery Queijo de Azeitão.
Afternoon · Continue roughly 20–30 minutes to Setúbal for lunch and a waterfront walk. In clear weather, add a short Arrábida viewpoint stop where road access permits.
Evening · Return to Lisbon, allowing around 50–70 minutes from Setúbal outside peak traffic. Keep dinner light with petiscos near your hotel.
Order Setúbal’s signature choco frito, or grilled fish, and sample Moscatel de Setúbal during your winery visit.
A private driver genuinely helps here: you can both enjoy the tasting, avoid parking logistics and adapt the coastal route to summer access restrictions or winter weather.

Roman Temple, Évora 04Into Évora & the Alentejo
Base: Évora
Morning · Collect a rental car as you leave Lisbon, or arrange a transfer, and drive about 1 hour 30 minutes to 1 hour 45 minutes to Évora. Check into a hotel within walking distance of the historic center.
Afternoon · Explore Praça do Giraldo, the Roman Temple and the cathedral, allowing time for its rooftop views when open. Stop for coffee rather than packing in every monument.
Evening · Reserve dinner at a regional restaurant such as Fialho or Taberna Típica Quarta-Feira. An after-dinner walk through the illuminated old town makes a lovely introduction to your new base.
Look for sopa de cação or slow-cooked Alentejo pork, paired with a regional red featuring Aragonez, Trincadeira or Alicante Bouschet.
Évora’s historic lanes are narrow and parking is limited; confirm hotel access before arrival and leave the car parked while exploring.
- 05
Évora Slowly, with Cartuxa Wines
Base: Évora
Morning · Visit the Igreja de São Francisco and its Chapel of Bones, then browse local ceramics and cork goods. Allow a relaxed lunch and a break at your hotel.
Afternoon · Take a short taxi ride to a prebooked wine experience at Cartuxa’s visitor facilities near Évora. Choose a tasting that introduces both Alentejo whites and reds rather than focusing only on powerful reds.
Evening · Return to the old town for a low-key dinner at a wine bar or small tavern. Share a few plates and compare your favorite wines from the afternoon.
Try açorda à alentejana, sheep’s cheese and seasonal vegetables; Antão Vaz is a useful white grape to look for on local wine lists.
Arrange your return taxi in advance so neither of you needs to drive after tasting; confirm the exact visitor location when booking.
- 06
Esporão Wines & Hilltop Monsaraz
Base: Évora
Morning · Travel about 45–50 minutes to Herdade do Esporão near Reguengos de Monsaraz for a reserved winery experience. Ask about olive-oil tastings alongside the estate’s wines.
Afternoon · Have a booked estate lunch, subject to restaurant opening days, or eat in Reguengos before continuing roughly 25–35 minutes to Monsaraz. Wander its whitewashed lanes and castle walls above the Alqueva reservoir.
Evening · Enjoy late-afternoon light before returning to Évora, approximately 50–60 minutes away. In summer, decide whether a late sunset is worth a later dinner; in winter, reach Monsaraz early enough for daylight.
Seek out porco preto or migas with a local red, and taste an estate white for a refreshing contrast.
Book a private driver for this wine-country day so you can both taste comfortably; a local guide can also add context to Monsaraz’s frontier history.

Monsaraz and the Alentejo plains 07A Final Portuguese Lunch
Base: Lisbon
Morning · Enjoy an unhurried breakfast in Évora and pick up regional cheese or olive oil from a local delicatessen. Return to Lisbon, allowing about 1 hour 30 minutes to 1 hour 45 minutes before traffic or rental-return delays.
Afternoon · If staying overnight or taking a late flight, have a final lunch in Campo de Ourique and browse its neighborhood food shops. Otherwise, head directly to the airport with a generous buffer.
Evening · For a final night in Lisbon, toast the trip at a wine bar in Príncipe Real. If departing today, keep sightseeing secondary to your flight schedule.
Finish with arroz de marisco or a comforting seasonal fish dish, followed by a last pastel de nata.
For a morning or early-afternoon flight, return to Lisbon on the evening of day 6 instead; do not rely on a same-day intercity drive before an early departure.


Practical tips
- Accommodation rhythm: book Lisbon for nights 1–3 and Évora for nights 4–6; add Lisbon on night 7 if departing the following day. For an early day-7 flight, shift night 6 to Lisbon.
- Spring and autumn are especially comfortable for this route. In July and August, Alentejo temperatures can exceed 35°C, so schedule walks early or late; winter brings shorter days and possible rain.
- Reserve winery tours, tastings and estate lunches ahead, especially on weekends and during the late-summer harvest. Harvest activity and restaurant opening days vary by producer.
- Skip a car in Lisbon. For the Alentejo, use a rental car with toll arrangements confirmed, or combine a Lisbon–Évora transfer with taxis and a driver for day 6; tasting days should never depend on driving afterward.
- Lunch commonly runs around 12:30–15:00 and dinner from 19:30 onward. Bread, olives and cheese brought to the table are usually charged if consumed, and portions in traditional restaurants can be generous.
- Eat with the season: grilled sardines are best sought in the warmer months, while winter favors soups, stews and hearty pork dishes. Mention allergies or vegetarian needs when booking rural restaurants.