Portugal · Private and tailor-made
Portugal's Two Cities and the Palaces Between
Stand on the red and yellow terraces of Pena Palace after it closes to the public.
By arrangement · How private access worksSuggested length
5 days
Price guide
From $4,276 per person, excl. flights, based on two sharing
Includes hotels, private guiding, experiences and transfers
When
April to June and September to October
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Planned from Madrid since 2002 · 15,000+ travelers · Never cancelled a journey
Five days are enough to know Portugal’s two great cities and the palace hills between them. This 5-day private tour of Portugal starts in Lisbon. Where your dates allow, Luisa guides you through Alfama or Belém, and in Belém a warm pastel de nata, the city’s custard tart, waits beside the Jerónimos Monastery. A day in Sintra follows, and by arrangement you stand on the red and yellow terraces of Pena Palace after it closes to the public. Farther north you step into the gilded Biblioteca Joanina in Coimbra and walk the canals of Aveiro. In Porto you walk from the tiled hall of São Bento down to the Ribeira. Swap or drop any stop and keep only the days you want.
Walk the lanes of Alfama below the castle with Luisa, Lisbon.
Taste a warm pastel de nata beside the Jerónimos Monastery, Belém, Lisbon.
Visit the red and yellow terraces of Pena Palace above the town, Sintra.
Step into the gilded Biblioteca Joanina at the university, Coimbra.
Taste ovos moles beside the canals and the painted moliceiro boats, Aveiro.
Walk from the tiled hall of São Bento station down to the Ribeira, Porto.

“We love to tailor-make trips you’ll talk about for years, built on our local relationships & story-worthy experiences.” – Magical’s American founder, in Europe since 1998, culinary enthusiast & world traveler.

A Journey Designed Just for You
Our resident experts wrote this itinerary as a starting point, and your planner shapes every day around your interests, pace and travel style.
What do our travelers say?
The 5-day Portugal itinerary at a glance
The route uses two bases and four nights: two in Lisbon and two in Porto. From Lisbon, the day in Sintra sits about 30 minutes away by road and returns to the same hotel. Day three links the two cities by road and turns the transfer into a touring day, so you pack only on the arrival and departure days and on day three.
On the drive north, Lisbon to Coimbra takes about 2 hours, Aveiro lies about 53 kilometers further on, and Porto follows about an hour later. If you choose Tomar in place of Coimbra, the first leg runs about 1 hour 30 minutes from Lisbon. Our note on travel times and stops between Lisbon and Porto sets out the other options for the same drive.
April to June and September to October suit the route best. IPMA, Portugal’s weather institute, gives Lisbon a mean daily high of 25.7°C (about 78°F) in June and 26.6°C (about 80°F) in September, on its 1981 to 2010 averages. Porto runs cooler on the Atlantic, at 22.6°C (about 73°F) in June and 23.4°C (about 74°F) in September. July and August bring about 28°C (82 to 83°F) in Lisbon, and our team plans summer touring around the cooler hours.
Why the route runs from Lisbon to Porto
The route starts in Lisbon because its airport, the main hub of TAP Air Portugal, sits about 7 kilometers from the historic center. Our note on flying into Lisbon or Porto weighs the two airports in more detail. From there the journey moves north and never doubles back, and it ends within reach of Porto airport, about 11 kilometers from the center.
The angle is the essentials of Portugal in the time many travelers have. Five days gives you Lisbon’s old quarters, Sintra’s palaces, the university at Coimbra or the Templar convent at Tomar, Aveiro’s canals and Porto’s riverfront, with two hotels and one long drive. It suits a short leave, a long weekend plus one more day, or a few days in Portugal next to a trip in Spain. The route as written is a starting point, and our team shapes it around your dates and interests.
Journey at a glance
Length
5 days
From
$4,276 per person, double occupancy
Route
Lisbon, Sintra, Cascais, Porto
Your planner adjusts every day to your dates.

Day One
Arrival in Lisbon: Alfama, Bairro Alto or Belém
Your licensed driver meets you at Lisbon airport, about 7 kilometers from the historic center. In the afternoon, where your dates allow, Luisa, one of our licensed guides in Lisbon and Sintra, leads a walk to suit your interests. Alfama, the oldest quarter of the city, takes its name from the Arabic al-hamma, hot springs, and its lanes drop from the castle past the cathedral, the oldest church in Lisbon, which builders began in 1147. Bairro Alto, where building began in 1487 on a grid of straight lanes, mixes restaurants, small shops and the bars of the evening. In Belém, King Manuel I began the Jerónimos Monastery in 1502, Francisco de Arruda built the Tower of Belém around 1514, and the bakery next door has sold pastéis de nata, warm from the oven with a dusting of cinnamon, since 1837. A dinner reservation follows on request. Logistics: Lisbon airport to your hotel by private vehicle with a licensed driver, then an afternoon with Luisa and the driver.

Day Two
Sintra's Palaces and Gardens with Luisa
Where your dates allow, Luisa leads the day with a licensed driver alongside her. UNESCO listed Sintra in 1995 and calls the town the first center of European Romantic architecture. Palaces such as Pena set the tone. King Ferdinand II finished it in 1854 on a hilltop above the town, gave it red and yellow façades and wrapped it in a park of more than 200 hectares. Nearby, the Castle of the Moors dates from the eighth and ninth centuries, and its walls run along a peak of the Serra. In the old town, Piriquita has baked since 1862, and its travesseiros, puff pastry around an egg and almond cream, date from the 1940s. By prior request, a guided walk in the hills of the Sintra-Cascais Natural Park replaces part of the day. Or the afternoon follows the coast to Cascais, the royal summer resort from 1870, and the sea chasm of Boca do Inferno. In the evening, a fado table in Lisbon follows where it suits your party. Logistics: Lisbon to Sintra by road, about 30 minutes, with Luisa and a licensed driver, and back to Lisbon in the evening.

Day Three
North through Coimbra and Aveiro to Porto
Day three is a long road day, about three and a half hours of driving in all, with two stops on the way. King Denis founded Portugal's university in 1290, and in 1537 it settled for good in the royal palace on the hilltop of Coimbra. UNESCO inscribed the University of Coimbra, Alta and Sofia, in 2013. Builders worked on the Biblioteca Joanina from 1717 to 1728 for King John V, and a colony of bats still eats the insects among the gilded shelves at night. On request, Tomar takes Coimbra's place. Gualdim Pais, grand master of the Templars, founded the Convent of Christ there in 1160, and its round Templar church echoes the rotunda of the Holy Sepulchre in Jerusalem. Our note on Tomar or Coimbra weighs the two. Aveiro completed its canals in 1808, and today they run past Art Nouveau façades. Painted moliceiro boats once raked seaweed from the lagoon and now carry visitors along the canals. Ovos moles, sweet egg yolk in wafer shells shaped like fish and clams, come from the old convents of the town. Logistics: Lisbon to Coimbra by road, about 2 hours, then about 53 kilometers to Aveiro and about 1 hour on to Porto, licensed driver-guide.

Day Four
Porto: São Bento, the Cathedral and the Ribeira
UNESCO inscribed the historic center of Porto, with the Luiz I Bridge and the Monastery of Serra do Pilar, in 1996. Your licensed driver-guide starts in the hall of São Bento station, where Jorge Colaço set about 20,000 blue and white tiles between 1905 and 1916. One panel shows King John I and Philippa of Lancaster riding into Porto after their wedding of 1387 at the cathedral, your next stop. From there the lanes drop to the Cais da Ribeira, where the rabelos, flat-bottomed boats which once carried port down the Douro, sit at their moorings. Théophile Seyrig, a former partner of Gustave Eiffel, designed the two-deck Luiz I Bridge, which opened in 1886 and carries you across to Vila Nova de Gaia and its port cellars. For lunch, try a francesinha, the layered sandwich under melted cheese and a beer and tomato sauce, which the restaurant A Regaleira first served in 1953, or tripas à moda do Porto, the tripe and white bean stew behind the local nickname tripeiros. Logistics: a full day in Porto on foot and by car with your licensed driver-guide, no hotel change.

Day Five
Departure from Porto
Francisco Sá Carneiro airport lies about 11 kilometers northwest of the Clérigos Tower, so a midday flight leaves the morning free for a last coffee and a walk along the river, with the rabelo boats on the water below the Luiz I Bridge. VIP fast-track assistance at the airport is available by request, and our note on VIP airport services in Portugal explains how it works. If the journey continues by train, your driver-guide takes you to the station instead. Logistics: hotel to Porto airport or the railway station by private vehicle with your licensed driver-guide, at an hour to suit your departure.
What does a 5 day Portugal itinerary look like?
A 5 day Portugal itinerary covers Lisbon and Porto at two nights each, with Sintra as a guided day from Lisbon and one touring day on the road between the cities. This one gives Lisbon an afternoon walk on arrival and a full day in Sintra. The third day drives north through Coimbra, or Tomar, and Aveiro. Porto then gets a full guided day before the flight home. Four nights, two hotels, and the long drive in the middle of the trip.
Is 5 days enough for Lisbon and Porto?
Five days is enough for the heart of Lisbon, a day in Sintra and a full day in Porto, at a steady pace. It covers Alfama or Belém, the Sintra palaces, Coimbra or Tomar, Aveiro and Porto’s old center with two hotels. Five days leaves out Évora, the Douro Valley, the Algarve and the Cascais coast as a separate day. Each of those adds a day or more, and our longer Portugal routes include them.
Coimbra or Tomar on the drive from Lisbon to Porto?
Choose Coimbra for the university, its baroque library and a lively student town, and Tomar for the Templar Convent of Christ and a quieter medieval center. Both fit the drive north, and both hold a UNESCO listing. Coimbra lies about 2 hours from Lisbon and Tomar about 1 hour 30 minutes. Aveiro follows either stop before Porto. Our note on Tomar or Coimbra compares the two in more detail, and your driver-guide helps you choose.
Five days, or the 7-day Portugal route?
Five days suits travelers who want Lisbon, Sintra and Porto with the drive between them, and who have a short leave or a few spare days next to a trip in Spain. The 7-day Portugal private tour serves you better if you have a full week. It runs the same Lisbon to Porto line with three nights in each city, and adds a day east to Évora in the Alentejo, the Cascais coast on the Sintra day and a full day in the Douro Valley vineyards.
With ten days, the 10-day Portugal private tour starts in Porto, adds Braga and Guimarães and two nights in the Douro, then runs through Lisbon and Sintra to the Algarve coast. If Spain comes first, the 5-day Spain private tour covers Barcelona, Madrid and Toledo and pairs with this route for ten days across both countries, and the 10-day Madrid, Seville and Lisbon tour links Madrid, Toledo, Córdoba and Seville with Lisbon and Sintra. Every Portugal route sits on our Portugal destination page.
Who this journey suits
Travelers with five days of leave, who want Portugal’s two great cities and Sintra without a single one-night stop.
Visitors adding Portugal to a trip in Spain or Morocco, who want the classic Lisbon to Porto line in a compact form.
Couples on a long weekend plus one more day, with a fado evening in Lisbon and a port cellar in Gaia as options.
Families with teenage or adult children, since the days mix palaces, castle walls, tiles, boats and pastry shops.
Returning visitors who know Lisbon and want Coimbra or Tomar, Aveiro and Porto on the way north.
The people behind the route
Luisa, one of our licensed guides in Lisbon and Sintra, leads the arrival afternoon and the Sintra day where your dates allow. She works alongside a licensed driver, so the walks start where the car drops you, from the lanes below the castle in Alfama to the old town of Sintra. She knows the order of palaces, gardens and pastry shops to suit the day and the season, and she shapes the first afternoon around your arrival time and energy.
What the 5-day journey costs and what it includes
This 5-day journey starts from $4,276 per person, double occupancy. The from-price covers four nights in deluxe four-star properties selected for comfort, location and service. Five-star luxury properties are available by request. It also covers licensed guides and driver-guides on touring days, private vehicles for every transfer and excursion, and the planning and in-country support of our team.
What moves the price: travel dates and season, hotel category, the size of your party, single rooms, and added private experiences such as a fado evening in Lisbon, a guided walk in the Sintra hills, Tomar in place of Coimbra, a port cellar visit in Gaia or an extra night for the Douro Valley. Our team prices each journey to your dates and party.
When the route looks close to the days you have in mind, speak with our team about your dates, your party and the pace you want.
Questions about the 5-day Portugal itinerary
How many days do you need for Lisbon and Porto?
Four nights, two in each city, cover Lisbon and Porto with Sintra as a day trip and a touring day between them. Two nights in Lisbon give you an afternoon walk on arrival and a full day in Sintra. Two nights in Porto give you the evening of the drive north and a full guided day in the old center. The drive between the cities takes about three and a half hours with stops in Coimbra and Aveiro, so the transfer doubles as a touring day. Three nights per city give you room for Évora and the Douro Valley, and our 7-day route follows this pattern.
What is the best time of year for a 5-day Portugal trip?
April to June and September to October suit this route best. IPMA, Portugal’s weather institute, gives Lisbon a mean daily high of 19.8°C (about 68°F) in April, 25.7°C (about 78°F) in June and 26.6°C (about 80°F) in September, on its 1981 to 2010 averages. Porto runs a few degrees cooler on the Atlantic, at 17.6°C (about 64°F) in April and 23.4°C (about 74°F) in September. July and August bring about 28°C (82 to 83°F) in Lisbon and 24 to 25°C (76 to 77°F) in Porto, and our team schedules the walking hours early and late in the day. The short length of the route also suits a winter break, when Lisbon still averages about 15°C (59°F) by day in January.
How do you get from Lisbon to Porto on this route?
A licensed driver-guide drives you north by road on day three, with your luggage in the car the whole way. Lisbon to Coimbra takes about 2 hours, and you spend the late morning at the university and the Biblioteca Joanina. Aveiro lies about 53 kilometers further north, with its canals, moliceiro boats and ovos moles, and Porto follows about an hour later. The day carries about three and a half hours of driving in all, so you reach Porto in the late afternoon in time to settle in before dinner. With Tomar in place of Coimbra, the first leg runs about 1 hour 30 minutes. Our team sends the full schedule, with every time and contact, before you leave home.
Which Sintra palaces does the day include?
The Sintra day centers on palaces such as Pena, which King Ferdinand II finished in 1854 on a hilltop above the town, and the Castle of the Moors, whose walls run along a nearby peak. UNESCO’s listing for Sintra also names the Royal Palace of Sintra with its tile facing, Monserrate and its gardens, and Quinta da Regaleira, and Luisa helps you choose two or three to suit your interests and pace. Pena stands inside a park of more than 200 hectares, so a visit there fills a good part of the morning. The afternoon then goes to the old town and its pastry shops, a guided walk in the hills by prior request, or the coast at Cascais.
Who guides and drives us on the 5-day tour?
In Lisbon and Sintra, where your dates allow, Luisa, one of our licensed guides, leads the touring days and works alongside a licensed driver, two separate people. From the drive north onward, through Coimbra or Tomar, Aveiro and Porto, a licensed driver-guide looks after you, one person holding both licenses who drives the car and leads the visits. Every transfer runs by private vehicle for your own party, from the Lisbon airport pickup to the Porto departure. Our team in Madrid plans the whole route, books the site entries, and stays in contact through the trip.
Should we fly into Lisbon or Porto?
Fly into Lisbon and home from Porto for this route, because the journey then runs north without doubling back. Lisbon airport, the main hub of TAP Air Portugal, sits about 7 kilometers from the historic center, and Porto airport lies about 11 kilometers from the center of Porto. The route also works in reverse, from Porto to Lisbon, with the same two nights in each city and the touring day through Aveiro and Coimbra in the opposite order. Our note on Lisbon or Porto as the arrival airport sets out both options, and our team matches the direction to your flights.
Should we add the Douro Valley or Évora to five days?
Add one day for each, and both fit well. The Douro Valley lies about 1 hour 15 minutes from Porto by road to Peso da Régua, so a third night in Porto makes room for a full day among the terraced vineyards and a family quinta. Évora lies about 1 hour 35 minutes east of Lisbon, and a third night in Lisbon gives you its Roman temple, cathedral and Alentejo lunch. Adding both turns this trip into our 7-day Portugal route, which keeps the same line from Lisbon to Porto with three nights in each city. Our team prices either change before you commit.
How much walking does the itinerary involve?
Several quarters on this route sit on hills with cobbled lanes and steps, including Alfama in Lisbon, the old town of Sintra, the upper town of Coimbra and the lanes between Porto Cathedral and the river. Your driver drops you at the top of a quarter where the roads allow, so most walks run downhill, and your guide sets the pace to your party. Pena Palace sits high above Sintra in a large park, and Belém and Aveiro offer level walks by the water. Your guide is glad to advise on suitability before booking.
Is the 5-day route fixed?
The route as written shows one balanced order of bases, and our team shortens, extends or reorders it around your dates, interests and pace. Common changes include running it from Porto to Lisbon, choosing Tomar over Coimbra, adding a third night in Porto for the Douro Valley, or adding a night in Lisbon for Évora or the Cascais coast. Each change keeps the same principle of few hotel changes and one long road day at most. Guides, drivers and site entries all move with the change, so you receive a revised day-by-day plan and price before you commit.
We keep a list of vetted four- and five-star hotels, well located and enjoyed by our past travelers and by our own team.
Examples for each overnight stop on this route. Choose a deluxe boutique hotel or a five-star stay, and your travel advisor matches each night to your wishes, the season and availability.
Lisbon
Boutique: Memmo Alfama. A design hotel on an Alfama lane, with a pool beside its wine-bar terrace over the Tagus.
Five-star: Four Seasons Hotel Ritz Lisbon. A 1959 landmark beside Eduardo VII Park, filled with mid-century Portuguese art and tapestries.
Porto
Boutique: Torel 1884. An 1884 palace near São Bento station, with rooms themed on Portugal’s voyages of discovery.
Five-star: The Yeatman. Terraced into the Gaia hillside among the port lodges, every room with a terrace facing Porto.
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Your Choice of Activities on “Design Your Days”®
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Hi from Spain & Portugal,
Along with our local partners across Portugal, Spain, Morocco and beyond we believe that our clients deserve the truly tailor-made private luxury trips, not generic "one-size-fits-all" plans.
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