5-Day Cultural and Coastal Exploration of Lisbon, Portugal

Day 1: Historic Lisbon Introduction

Lisbon, Portugal on June 2, 2025

8:00am

Breakfast at Pastelaria Versailles

Enjoy a traditional Portuguese breakfast with pastel de nata and coffee at this renowned historic café in central Lisbon.
EUR5, 1h0m

9:30am

Explore Praça do Comércio and Baixa

Visit Lisbon’s grand riverfront square and the surrounding Baixa district, which is full of elegant 18th-century architecture and boutiques.
Free, 1h30m

11:30am

Visit Lisbon Cathedral (Sé de Lisboa)

Tour Lisbon’s oldest cathedral, a stunning mix of Romanesque and Gothic architecture dating back to the 12th century.
Free, 1h0m

1:00pm

Lunch at Cervejaria Ramiro

Feast on fresh seafood dishes at one of Lisbon’s most popular and vibrant seafood restaurants, open daily from noon.
EUR30, 1h30m

3:00pm

Ride Tram 28 through Alfama

Take the iconic Tram 28 route through narrow alleys and historic neighbourhoods, including Alfama and Graça, for authentic Lisbon vibes.
EUR3, 1h0m

5:00pm

Visit Miradouro de Santa Luzia

Relax at one of Lisbon’s most beautiful viewpoints overlooking Alfama and the Tagus River, perfect for evening photos.
Free, 0h45m

7:00pm

Dinner at Solar dos Presuntos

Dine on traditional Portuguese dishes with an emphasis on seafood specialties in a classic Lisbon restaurant open till late.
EUR35, 1h30m

Day 2: Belém & Alfama Culture

Lisbon, Portugal on June 3, 2025

8:00am

Breakfast at Pastéis de Belém

Try the original custard tarts freshly baked at this iconic Belém bakery, open from early morning.
EUR7, 1h0m

9:30am

Visit Jerónimos Monastery

Explore the impressive Manueline architecture of this UNESCO World Heritage monastery, open 10am-5:30pm.
EUR12, 1h30m

11:30am

Belém Tower Visit

Discover Belém Tower, a historic fortified lighthouse standing on the Tagus River, a symbol of Age of Discoveries, open 10am-5:30pm.
EUR6, 1h0m

1:00pm

Lunch at O Navegador

Enjoy fresh grilled fish and traditional dishes at this restaurant located near the Belém waterfront.
EUR25, 1h0m

2:30pm

Return to Alfama and explore local shops

Stroll through the charming Alfama district’s winding streets, browsing artisan shops and soaking up the atmosphere.
Free, 1h30m

4:00pm

Visit São Jorge Castle

Tour the ancient castle with panoramic views over Lisbon, open 9am-9pm in summer months.
EUR10, 1h30m

7:00pm

Dinner with Fado at Clube de Fado

Experience traditional Portuguese Fado music along with authentic cuisine in this intimate Alfama venue, open from 7pm.
EUR40, 2h0m

Day 3: Day Trip to Sintra

Sintra, Portugal on June 4, 2025

7:30am

Early Breakfast at Lisbon hotel

Fuel up with a continental breakfast before departing for Sintra.
Included in hotel, 0h30m

8:30am

Train to Sintra

Take a 40-minute train ride from Lisbon’s Rossio station to Sintra city centre.
EUR5, 0h45m

9:30am

Tour Pena Palace

Visit the colorful Romanticist palace atop the hills overlooking Sintra, open 9:30am-6:30pm.
EUR15, 2h0m

12:00pm

Lunch at Tascantiga

Savour traditional Portuguese tapas and local wines in Sintra’s historic centre.
EUR20, 1h0m

1:30pm

Visit Quinta da Regaleira

Explore this UNESCO estate with enchanted gardens, mystical wells and ornate architecture, open 9:30am-6:30pm.
EUR10, 1h30m

3:30pm

Cabo da Roca visit (Optional)

Take a taxi or bus to the westernmost point of mainland Europe for stunning coastal cliffs and views.
Free; transport approx EUR15, 1h30m

5:00pm

Train back to Lisbon

Return to Lisbon via train from Sintra station.
EUR5, 0h45m

7:00pm

Dinner at Time Out Market

Enjoy a variety of contemporary Portuguese dishes from top chefs at this lively indoor market in Lisbon, open till midnight.
EUR25, 1h30m

Day 4: Coastal Day in Cascais

Cascais, Portugal on June 5, 2025

8:00am

Breakfast at Padaria Garrett in Cascais

Start the day with fresh pastries and coffee at this popular bakery in Cascais centre.
EUR6, 0h45m

9:00am

Train from Lisbon to Cascais

Enjoy a scenic 40-minute train ride along the coast from Cais do Sodré station to Cascais.
EUR4, 0h45m

10:00am

Explore Boca do Inferno and Cascais Marina

Visit the dramatic cliff formation Boca do Inferno and walk along the marina with shops and cafés.
Free, 1h30m

12:00pm

Lunch at Mar do Inferno

Taste fresh seafood with ocean views at this highly rated Cascais restaurant, open from noon.
EUR30, 1h30m

2:00pm

Relax at Praia da Rainha Beach

Spend the afternoon sunbathing or swimming at this charming small sandy beach in Cascais town.
Free, 2h0m

4:30pm

Visit the Museu Condes de Castro Guimarães

Explore the eclectic art and antiques collection in this beautiful palatial museum, open 10am-6pm.
EUR5, 1h0m

6:00pm

Return to Lisbon by train

Take the train back to Lisbon to prepare for the evening.
EUR4, 0h45m

8:00pm

Dinner at Taberna da Rua das Flores

Experience traditional Portuguese cuisine with a modern twist in a cosy Lisbon neighbourhood tavern, open till 11pm.
EUR30, 1h30m

Day 5: Shopping and Departure

Lisbon, Portugal on June 6, 2025

8:00am

Breakfast at Nicolau Lisboa

Enjoy a healthy and fresh breakfast with smoothies and eggs in this trendy café near Baixa.
EUR10, 1h0m

9:30am

Shopping at Avenida da Liberdade

Browse luxury brands and Portuguese designers along Lisbon’s main shopping boulevard.
Free (shopping varies), 2h0m

11:30am

Explore LX Factory

Visit a creative hub of shops, art spaces and food stalls housed in a converted industrial complex, open daily from 10am.
Free, 1h30m

1:00pm

Lunch at Cantina LX

Dine at this stylish canteen-style restaurant within LX Factory offering Portuguese and international dishes.
EUR20, 1h0m

2:30pm

Leisure time and stroll in Eduardo VII Park

Relax and enjoy the views of Lisbon from this large central park before departure.
Free, 1h0m