5-Day Cultural and Coastal Journey Through Lisbon, Sintra, and Cascais, Portugal

Day 1: Lisbon Old Town

Lisbon, Portugal on April 23, 2025

8:30am

Breakfast at Fabrica Coffee Roasters

Start your day with some of Lisbon’s best specialty coffee and freshly baked pastries in a modern setting. Opens early to energize your morning.
EUR5, 0h45m

9:30am

Explore Alfama District

Wander through the narrow, cobbled streets of Alfama, Lisbon’s oldest neighborhood, known for its traditional Fado music and historic charm.
Free, 2h0m

11:30am

Visit São Jorge Castle

Tour this iconic hilltop castle that offers panoramic views over Lisbon. Learn about its Moorish origins and Portuguese history.
EUR10, 1h30m

1:00pm

Lunch at Cervejaria Ramiro

Enjoy one of Lisbon’s best seafood spots, famous for fresh shellfish and relaxed atmosphere. A must-visit for seafood lovers.
EUR25, 1h15m

2:30pm

Walk through Baixa and Rossio Squares

Stroll along the major commercial and historic squares of Lisbon, taking in the architecture and vibrant street life.
Free, 1h0m

3:30pm

Visit Elevador de Santa Justa

Ride this iconic elevator providing unique views of the city’s downtown area, and access to San Pedro de Alcântara viewpoint.
EUR5, 0h30m

7:00pm

Dinner at Time Out Market

Sample a variety of gourmet foods from top Lisbon chefs at this bustling market hall, perfect for trying different Portuguese flavors.
EUR20, 1h30m
View Hotel Availability

Day 2: Belém Monuments

Lisbon, Portugal on April 24, 2025

8:00am

Breakfast at Pastéis de Belém

Taste the original Pastéis de Nata (custard tarts) at this famous bakery that has been serving since 1837.
EUR5, 0h45m

9:00am

Jerónimos Monastery

Visit this UNESCO World Heritage site, a prime example of Manueline architecture and an important symbol of the Age of Discoveries.
EUR10, 1h30m

10:45am

Belém Tower

Explore this iconic 16th-century fortress that guarded the entrance to Lisbon’s harbor and is a UNESCO site.
EUR8, 1h0m

12:00pm

Monument to the Discoveries

Admire this impressive monument celebrating Portuguese explorers of the 15th and 16th centuries, situated along the riverfront.
Free, 0h30m

1:00pm

Lunch at Pois Café

A cozy café offering light lunch options and excellent coffee, popular with locals and tourists alike.
EUR15, 1h0m

2:30pm

MAAT - Museum of Art, Architecture and Technology

Discover contemporary art and innovative architecture in this cutting-edge museum open until 7pm, perfect for afternoon cultural experiences.
EUR10, 1h30m

7:30pm

Dinner at Solar dos Presuntos

Enjoy traditional Portuguese seafood and regional specialties in a classic Lisbon restaurant known for quality and authenticity.
EUR30, 1h30m
View Hotel Availability

Day 3: Sintra Palaces

Sintra, Portugal on April 25, 2025

7:30am

Breakfast at Café Saudade in Sintra

Start early with a hearty breakfast in Sintra’s town center before a full day of sightseeing.
EUR7, 0h45m

8:30am

Visit Pena Palace

Explore one of Portugal’s most colorful Romanticist castles perched atop a hill, with extraordinary views and lush gardens. Opens at 9am.
EUR14, 2h0m

11:00am

Moorish Castle

Walk along ancient walls and towers offering panoramic views of Sintra and surroundings. Open daily and close at 6pm.
EUR8, 1h15m

12:30pm

Lunch at Tascantiga

Enjoy local Portuguese tapas in a charming setting near Sintra’s historic center.
EUR20, 1h0m

2:00pm

Quinta da Regaleira

Discover mystical gardens, hidden tunnels, and an enchanting palace at this UNESCO World Heritage site. Open until 6pm.
EUR12, 1h45m

5:00pm

Return to Lisbon

Travel back to Lisbon by train or car to rest or enjoy the evening at leisure.
EUR5, 1h0m

7:30pm

Dinner at Bairro do Avillez

Experience modern Portuguese cuisine creatively served in a lively atmosphere in Lisbon’s Chiado neighborhood.
EUR35, 1h30m
View Hotel Availability

Day 4: Cascais Coast

Cascais, Portugal on April 26, 2025

8:00am

Breakfast at Pastelaria Garrett

Enjoy fresh pastries and coffee in this popular bakery in Cascais center before coastal exploration.
EUR6, 0h45m

9:00am

Boca do Inferno

Visit this dramatic cliff formation on the Atlantic coast known for its roaring waves and scenic views.
Free, 1h0m

10:30am

Explore Cascais Marina and Town

Walk around the charming streets of Cascais with shops, cafés, and beautiful marina views.
Free, 1h30m

12:30pm

Lunch at Mar do Inferno

Taste fresh seafood including grilled fish and shellfish facing the ocean in this local favorite.
EUR30, 1h15m

2:00pm

Visit the Paula Rego Museum

Discover works of one of Portugal’s most acclaimed contemporary artists in a colorful and unique museum open until 6pm.
EUR8, 1h0m

4:00pm

Beach Time at Praia da Rainha

Relax on this picturesque small beach perfect for swimming or soaking up the sun.
Free, 1h30m

6:00pm

Return to Lisbon

Head back to Lisbon in the early evening for dinner and nightlife.
EUR10, 1h0m

8:00pm

Dinner at Taberna da Rua das Flores

Enjoy traditional Portuguese dishes served in a rustic yet intimate tavern setting in Lisbon’s Chiado district.
EUR25, 1h30m
View Hotel Availability

Day 5: Lisbon Shopping

Lisbon, Portugal on April 27, 2025

8:30am

Breakfast at Copenhagen Coffee Lab

Start your day with Scandinavian-style coffee and fresh pastries in a trendy Lisbon café.
EUR6, 0h45m

9:30am

Shopping in Chiado and Baixa

Browse eclectic shops, boutiques, and bookstores in Lisbon’s premier shopping neighborhoods. Great for gifts and souvenirs.
Free, 2h0m

11:30am

Visit Lisbon Cathedral (Sé de Lisboa)

Explore Lisbon’s oldest church, with its fortress-like architecture and beautiful interior. Open daily.
Free, 0h45m

12:30pm

Lunch at Mercado da Ribeira

Have a casual lunch sampling various gourmet food stalls offering Portuguese and international options.
EUR15, 1h0m

2:00pm

Visit the National Tile Museum

Discover the art and history of Portuguese azulejos (ceramic tiles) in this unique museum open until 6pm.
EUR5, 1h15m

4:00pm

Relax at Miradouro de Santa Catarina

Enjoy a scenic viewpoint offering great views over the Tagus River to relax and reflect on your trip.
Free, 0h45m

7:00pm

Farewell Dinner at Pharmacia Restaurant

Celebrate your last evening with creative Portuguese dishes served in a quirky pharmacy-themed setting overlooking the city.
EUR40, 1h45m
View Hotel Availability