Portugal Five days extend Lisbon into full Portuguese experience. Days 1-3 cover the 3-day itinerary. Day 4 is Cascais + Estoril coastal day (30 min by train — beaches + Boca do Inferno + Casino). Day 5 is Évora (Roman temple + Chapel of Bones + Alentejo wine country, 1.5h east). The slower pace allows Príncipe Real + Lapa exploration + better restaurant reservations.
Five days hits the sweet spot for Lisbon — three days for the major districts, plus two days for nearby destinations that show a different side of the country. The pace stays relaxed, you get more variety in your photo album, and the day trips break up the urban intensity nicely.
5-Day Total Budget at a Glance
Budget
$390
Per person, flights excl.
Mid-Range
$970
Per person, flights excl.
Luxury
$2,110
Per person, flights excl.
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Day-by-Day Detailed Schedule
Belém UNESCO + Pastéis
Manueline heritageActivities
- 09:00 Belém Tower 1.5 hours
1519 Manueline fortress.
Cost: €6.50 TIP: Pre-book. - 11:00 Jerónimos Monastery 1.5 hours
1502 Vasco da Gama tomb.
Cost: €12 TIP: Pre-book. - 13:00 Pastéis de Belém + lunch 1.5 hours
Iconic 1837 + nearby cafés.
Cost: €1.40 + $15-30 TIP: Eat warm. - 15:00 MAAT museum + rooftop 2 hours
Wave-shaped contemporary.
Cost: €11 / outdoor free TIP: Walk rooftop. - 17:00 Tram 15 to central 30 min
Belém-Praça do Comércio.
Cost: €1.75 TIP: Canonical route. - 19:00 Time Out Market dinner 2 hours
30+ stalls.
Cost: $10-25 TIP: Manteigaria mandatory. - 22:00 Bairro Alto bar walk 1.5 hours
Pedestrian nightlife.
Cost: €4-10 drink TIP: Park Bar rooftop.
Meal Recommendations
Breakfast
A Brasileira
Chiado · $5-15
1905 heritage café.
Lunch
Pastéis de Belém + cafés
Belém · $5-30
Pastel + warm dish.
Dinner
Time Out Market
Cais do Sodré · $10-25
Multi-stall.
Tram 15 + walking. Carris 24h pass €6.80.
DAY 1 Estimated Spend (per person, flights excl.)
Alfama + Castle + Tram 28 + Fado
Old Lisbon + Portuguese musicActivities
- 09:00 Tram 28 morning 45 min
Iconic yellow tram.
Cost: €1.75 TIP: Empty 9:00 morning. - 10:30 Alfama + Sé Cathedral 2 hours
Oldest neighborhood.
Cost: Cathedral free TIP: Get lost. - 13:00 Tasca da Esquina lunch 1.5 hours
Modern tasca.
Cost: $20-40 TIP: Reservations. - 15:00 São Jorge Castle 2 hours
11th-century Moorish.
Cost: €15 TIP: Pre-book. - 17:30 Miradouro Senhora do Monte 1.5 hours
Highest viewpoint.
Cost: Free TIP: 360° panorama. - 19:30 Cervejaria Ramiro dinner 2.5 hours
Bourdain's spot.
Cost: $32-55 TIP: Walk-in. Tiger prawns + clams. - 22:30 Fado at A Baiuca 2 hours
Casual neighborhood Fado.
Cost: $30-50 TIP: 1-2 weeks ahead.
Meal Recommendations
Breakfast
Manteigaria
Chiado · $5-15
Modern Pastel de Nata €1.50.
Lunch
Tasca da Esquina
Alfama · $20-40
Modern tasca.
Dinner
Cervejaria Ramiro
Anjos · $32-55
Tiger prawns canonical.
Tram 28 + walking. Metro Yellow Line Anjos.
DAY 2 Estimated Spend (per person, flights excl.)
Sintra day trip
UNESCO fairy-tale + Pena PalaceActivities
- 08:30 Train to Sintra 40 min
40 min from Rossio.
Cost: €2.50 each way TIP: Pre-book Pena Palace. - 09:30 Pena Palace 2.5 hours
1840s Romanticist colorful.
Cost: €14 TIP: Bus 434. - 12:30 Sintra Old Town lunch 1.5 hours
Café Saudade or Tascantiga.
Cost: $15-30 TIP: Travesseiros de Sintra. - 14:30 Quinta da Regaleira 2 hours
Initiation Well + esoteric garden.
Cost: €11 TIP: Less crowded than Pena. - 17:00 Cabo da Roca 1.5 hours
Westernmost mainland Europe.
Cost: Free + bus €5 TIP: Sunset photogenic. - 19:30 Return to Lisbon 1 hour
Train back.
Cost: Covered TIP: Last train ~22:30. - 21:00 Belcanto (Michelin) dinner 3 hours
2-Michelin chef Avillez.
Cost: $200-330 TIP: 6-8 weeks ahead.
Meal Recommendations
Breakfast
Hotel(early)
Baixa · $10-25
8:00 Sintra.
Lunch
Café Saudade or Tascantiga
Sintra · $15-30
Travesseiros + Portuguese.
Dinner
Belcanto
Chiado · $200-330
6-8 weeks ahead.
Train + Sintra buses.
DAY 3 Estimated Spend (per person, flights excl.)
Cascais + Estoril coastal day
Atlantic beaches + Casino + James BondActivities
- 09:00 Train to Cascais 30 min
30 min from Cais do Sodré.
Cost: €2.40 each way TIP: Trains every 20-30 min. - 10:00 Cascais Old Town + Casa de Santa Maria 2 hours
Iconic blue + white azulejo houses + Tonali artist house.
Cost: Casa free TIP: Praia da Rainha + Praia do Guincho beaches walking distance. - 12:30 Lunch at Beira Mar or A Casa do Bacalhau Cascais 1.5 hours
Atlantic seafood + traditional Portuguese.
Cost: $25-50 TIP: Reservations recommended summer. Bacalhau preparations. - 14:30 Boca do Inferno (Devil's Mouth cliff) 1 hour
Cliff hole where ocean explodes upward dramatically.
Cost: Free TIP: 10-min walk from Cascais center. Most spectacular at high tide. - 15:30 Estoril Casino + Tamariz Beach 2 hours
Europe's largest casino (Ian Fleming Casino Royale inspiration) + beach.
Cost: Casino entry free TIP: Historic gambling rooms tour. Tamariz Beach 10-min walk. - 18:00 Return to Lisbon 30 min
Train back from Cascais.
Cost: Covered TIP: Last train ~24:00 — flexible return. - 20:00 Bairro do Avillez dinner 2.5 hours
José Avillez casual concept — 4 restaurants in one 1779 building.
Cost: $45-90 TIP: Taberna recommended for first visit. 1-2 weeks ahead.
Meal Recommendations
Breakfast
Hotel or A Brasileira
Chiado · $5-15
8:00 Cascais train.
Lunch
Beira Mar or A Casa do Bacalhau Cascais
Cascais · $25-50
Atlantic seafood.
Dinner
Bairro do Avillez Taberna
Chiado · $45-90
Avillez casual concept.
Train Cais do Sodré → Cascais (30 min, €2.40). Cascais walkable.
DAY 4 Estimated Spend (per person, flights excl.)
Évora UNESCO + Alentejo wine country
Roman temple + Chapel of Bones + wineActivities
- 08:00 Train to Évora 1.5 hours
1.5 hours from Lisbon Oriente Station.
Cost: €25 / $27 each way TIP: Trains 3-4 daily. Alentejo wine tour ($80-120 from Lisbon) includes transport + tastings. - 10:00 Roman Temple of Diana 1 hour
1st century AD — Portugal's best-preserved Roman ruin. Inside Évora UNESCO walls.
Cost: Free TIP: Iconic Évora photo. Combined with adjacent Cathedral + walking the medieval walls. - 11:30 Chapel of Bones (Capela dos Ossos) 1 hour
1700s chapel decorated with walls of 5,000+ human skulls + bones. The inscription reads 'Nós ossos que aqui estamos, pelos vossos esperamos' ('We bones await yours').
Cost: €6 / $6.50 TIP: Inside Igreja de São Francisco church. Macabre but historically essential. Not for young children — emotional weight. Combined with Évora Cathedral ticket €8. - 13:00 Évora Old Town lunch + Alentejo wine tasting 2 hours
Adega do Vereador or Restaurante Cafés Casa do Alentejo. Pair with Alentejo wines.
Cost: $25-50 TIP: Açorda à alentejana (bread + garlic soup with poached egg) is canonical Alentejo. Pair with Alentejo red (Aragonez, Trincadeira). - 15:00 Évora Cathedral + medieval walking 1.5 hours
12th-century cathedral + medieval city walls.
Cost: Cathedral €5 TIP: Climb the Cathedral roof for Évora panorama. Walking the Roman + medieval walls is the canonical Évora experience. - 17:00 Return train to Lisbon 1.5 hours
1.5 hours back.
Cost: Covered TIP: Plan return arrival by 19:30 for proper farewell dinner. - 20:00 Alma (Michelin) farewell dinner 3 hours
2-Michelin chef Henrique Sá Pessoa — modern Portuguese with Asian influence.
Cost: $170-280 TIP: Reserve 4-6 weeks ahead. Tasting menus €165-225. The Bacalhau preparation is canonical. Or repeat trip's best dinner.
Meal Recommendations
Breakfast
Hotel (very early)
Baixa · $10-25
7:00 for Évora train.
Lunch
Adega do Vereador or Casa do Alentejo Évora
Évora · $25-50
Alentejo cuisine + wine.
Dinner
Alma (Michelin)
Chiado · $170-280
4-6 weeks ahead. 2-Michelin modern Portuguese.
Train Lisbon Oriente → Évora 1.5h each way (€25). Or day tour with wine tastings $80-120.
DAY 5 Estimated Spend (per person, flights excl.)
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Packing Checklist
- ✓ Comfortable walking shoes with grip
- ✓ Compact rain jacket (Nov-Mar) or sun hat (Jun-Aug)
- ✓ Power adapter Type C/F
- ✓ Smart-casual for Belcanto + Alma fine dining
- ✓ Cash €50-80 for tascas + tips
- ✓ Pre-booked Pena Palace + Belém Tower + Cervejaria Ramiro mental note
- ✓ Beach kit if visiting Cascais summer
Lisbon 5-Day Itinerary FAQ
Is 5 days enough? ▼
Évora — really worth the 3-hour round trip train? ▼
Cascais or Setúbal for the beach day? ▼
Belcanto on Day 3 or Day 5? ▼
Where to base for 5 days? ▼
Looking for Different Trip Lengths?
Why you can trust 5-day itinerary
Based in Chiang Mai for 8+ years, with 30+ countries visited across Southeast Asia, Japan, and Europe. Every detail in this guide is primary-source verified as of April 2026, with prices auto-refreshed via live exchange rate APIs. This isn't AI-generated boilerplate — it's written from the perspective of someone who has actually been there.