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Ultimate 5-Day Lisbon, Sintra, and Cascais Adventure

Ultimate 5-Day Lisbon, Sintra, and Cascais Adventure Itinerary

Last updated: 2024 Jun 14

Iconic Lisbon Landmarks and Fado Experience

Morning
Start your day with a delightful breakfast at the renowned Pasteis de Belem, known for its traditional pastéis de nata. Afterward, visit the historic Belém Tower (Torre de Belém) and the grand Monastery of St. Jerome (Mosteiro dos Jeronimos).
Afternoon
For lunch, savor the flavors of Portuguese cuisine at Cervejaria Ramiro, famous for its seafood. In the afternoon, explore the charming neighborhood of Chiado and take a ride on the iconic 28 Tram.
Evening
In the evening, enjoy a traditional Fado music show with a glass of Port wine at Tasca do Chico, immersing yourself in the soulful sounds of Lisbon. After the show, take a leisurely walk through the narrow streets of Bairro Alto.
Bedtime
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Enchanting Sintra and Pena Palace

Morning
Take an early train to Sintra and have a delicious breakfast at Piriquita, famous for its travesseiros. Explore the colorful Pena National Palace (Palacio Nacional da Pena) and enjoy panoramic views of the region.
Afternoon
For lunch, head to Tulhas, a cozy restaurant serving local dishes. Visit the mystical Quinta da Regaleira and its stunning gardens, followed by a walk through the historic Sintra town center.
Evening
Return to Lisbon and dine at the Michelin-starred Belcanto, experiencing contemporary Portuguese cuisine at its best.
Bedtime
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Cultural Immersion and Riverside Charm

Morning
Start your day with a cultural visit to the National Tile Museum, followed by a leisurely walk along the Alfama district, the oldest in Lisbon. Enjoy a mid-morning coffee at The Mill - Artisan Coffee Roasters.
Afternoon
For lunch, indulge in a seafood feast at Cervejaria da Esquina. Explore the historic Castle of Sao Jorge (St. George's Castle) and take in the panoramic views of the city.
Evening
In the evening, take a relaxing sunset boat cruise on the Tagus River with Lisbon Day, Afternoon, or Sunset Boat Cruise with Wine. After the cruise, have a delightful dinner at Sea Me - Peixaria Moderna, known for its fresh seafood.
Bedtime
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Coastal Charms of Cascais and Cabo da Roca

Morning
Enjoy a scenic train ride to Cascais and have a leisurely breakfast at Mar do Inferno, overlooking the sea. Explore the charming town, visit the Cascais Marina, and relax on the beach.
Afternoon
For lunch, try the delicious seafood at Mercado da Vila. In the afternoon, take a taxi to the westernmost point of Europe, Cabo da Roca, and enjoy the breathtaking views.
Evening
Return to Lisbon and have a memorable farewell dinner at 100 Maneiras, a top-rated restaurant known for its innovative cuisine and intimate atmosphere.
Bedtime
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Culinary Delights and Departure

Morning
On your last day, take a guided food tour with Lisbon City Walking Tour with Food Tasting and Drinks, exploring the local markets and eateries. Taste a variety of Portuguese dishes and learn about the culinary traditions.
Afternoon
After the tour, have a final seafood lunch at Solar dos Presuntos, a classic Lisbon restaurant. Spend the afternoon shopping for souvenirs in the Baixa district and relaxing at a local cafe.
Evening
Conclude your trip with a memorable experience at the Lisbon Sunset Boat Party Cruise with DJ and Open Bar, dancing the night away on the Tagus River.
Bedtime
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