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Ultimate 5-Day Lisbon and Surroundings Adventure

Ultimate 5-Day Lisbon and Surroundings Adventure Itinerary

Last updated: 2024 Jun 14

Historic Lisbon and Alfama Exploration

Morning
Begin your Lisbon adventure with a delightful breakfast at Pasteis de Belem, famous for its pastries. Afterward, take a guided stroll through the historic Alfama district, visiting iconic sites such as the Lisbon Cathedral (Sé de Lisboa) and the St. George's Castle (Castelo de Sao Jorge).
Afternoon
Enjoy a traditional Portuguese lunch at Time Out Market Lisboa, offering a variety of culinary delights. Spend your afternoon exploring the riverside area, visiting the Commerce Square (Praça do Comércio) and the Monument to the Discoveries (Padrão dos Descobrimentos).
Evening
For dinner, savor the innovative cuisine at Eleven Restaurant, followed by an intimate live Fado music show with port wine at Lisbon Evening Intimate Live Fado Music Show with Port wine.
Bedtime
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Visit Lisbon Cathedral (Sé de Lisboa) in Lisbon
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Lisbon Cathedral (Sé de Lisboa)

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Visit Castelo de Sao Jorge (St. George's Castle) in Lisbon
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St. George's Castle (Castelo de Sao Jorge)

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Modern Lisbon and Belém Highlights

Morning
Start your day with a refreshing coffee at The Mill - Artisan Bakers & Coffee Roasters. Then, explore the modern side of Lisbon, visiting the 25th of April Bridge (Ponte 25 de Abril) and the National Sanctuary of Christ the King (Cristo Rei) for panoramic views.
Afternoon
Indulge in a sumptuous lunch at Belcanto, one of Lisbon's finest restaurants. Afterward, immerse yourself in the rich maritime history at the Belém Tower (Torre de Belém) and the Monastery of St. Jerome (Mosteiro dos Jeronimos).
Evening
For a casual and vibrant dinner experience, head to Bairro do Avillez. Afterward, take a leisurely stroll along the waterfront and enjoy the beautiful sunset.
Bedtime
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Visit 25th of April Bridge (Ponte 25 de Abril) in Lisbon
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25th of April Bridge (Ponte 25 de Abril)

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Visit National Sanctuary of Christ the King (Cristo Rei) in Lisbon
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National Sanctuary of Christ the King (Cristo Rei)

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Enchanting Sintra and Pena Palace Wonders

Morning
Embark on a day trip to Sintra and start with a hearty breakfast at Saudade. Then, visit the fairytale Pena National Palace (Palacio Nacional da Pena) and explore its colorful, romantic architecture and surrounding park.
Afternoon
Enjoy a traditional Portuguese lunch at Tasca da Esquina. Afterward, visit the mystical Quinta da Regaleira with its enigmatic gardens, tunnels, and towers.
Evening
Dine at Largo do Paço - Casa da Calçada Relais & Châteaux, where you can enjoy a Michelin-star experience. Return to Lisbon and relax for the night, or consider the Lisbon Sunset Boat Party Cruise with DJ and Open Bar for a lively end to the day.
Bedtime
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Visit Pena National Palace (Palacio Nacional da Pena) in Sintra, Portugal
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Pena National Palace (Palacio Nacional da Pena)

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Quinta da Regaleira

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Cultural Immersion and Scenic Views

Morning
Start with a guided Lisbon History, Stories and Lifestyle Walking Tour to get to know the city's hidden gems. Enjoy a mid-morning coffee at The Decadente Restaurant & Bar in the bohemian Bairro Alto district.
Evening
For dinner, experience the innovative cuisine at Mini Bar Teatro. Cap off the night with a visit to a local bar for drinks and live music.
Bedtime
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Lisbon History, Stories and Lifestyle Walking Tour

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National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon)

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Cascais Charm and Coastal Wonders

Morning
Begin with a delightful breakfast at 100 Maneiras. Then, take a morning stroll through the charming streets of Cascais, visiting the Cascais Marina (Marina de Cascais) and the Citadela de Cascais (Fortaleza da Cidadela).
Afternoon
Enjoy a leisurely lunch at Cervejaria Ramiro, known for its fresh seafood. Afterward, explore the beautiful landscapes of the Boca do Inferno and relax on the sandy shores of Guincho Beach (Praia do Guincho).
Evening
Dine at Solar dos Presuntos, a family-owned restaurant with a long tradition of serving the finest Portuguese cuisine. Return to Lisbon and consider ending your trip with the Lisbon Dolphin Watching Boat Tour for a memorable and nature-filled experience.
Bedtime
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Cascais Marina (Marina de Cascais)

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Citadela de Cascais (Fortaleza da Cidadela)

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