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Ultimate 5-Day Lisbon and Sintra Adventure

Ultimate 5-Day Lisbon and Sintra Adventure Itinerary

Last updated: 2024 Jun 14

Historic Landmarks and Riverside Views

Morning
Begin your Lisbon adventure with a hearty breakfast at Time Out Market Lisboa, offering a wide variety of local delicacies. After breakfast, take a stroll to the iconic Belém Tower (Torre de Belém) and explore this symbol of the Age of Discoveries. Continue to the grand Monastery of St. Jerome (Mosteiro dos Jeronimos) and immerse yourself in its stunning architecture.
Afternoon
For lunch, head to Cervejaria Ramiro for some of the best seafood in Lisbon. Post-lunch, visit the historic Commerce Square (Praça do Comércio), also known as Terreiro do Paço, and enjoy the expansive riverside views. Later, take a guided walking tour of the charming neighborhood of Alfama, known for its narrow streets and traditional Fado music houses.
Evening
As the sun sets, dine at Eleven Restaurant, offering a sophisticated dining experience with panoramic views of the city. After dinner, take a leisurely evening cruise on the Tagus River with the Lisbon Tagus River Boat Tour with One Drink Included to cap off your first day in Lisbon.
Bedtime
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Dublin Full-Day Tour to Cork, Cobh and Blarney Castle

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Monastery of St. Jerome (Mosteiro dos Jeronimos)

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Commerce Square (Praça do Comércio)

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Alfama

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Lisbon Tagus River Boat Tour with One Drink Included

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Enchanting Palaces and Scenic Wonders

Morning
Enjoy a delightful breakfast at Pasteis de Belem, famous for its traditional Portuguese custard tarts. Post-breakfast, embark on a journey to the magical Sintra and visit the colorful Pena National Palace (Palacio Nacional da Pena). Explore the palace and its surrounding park, taking in the breathtaking views of the Sintra hills.
Afternoon
For lunch, indulge in the Michelin-starred cuisine at Feitoria Restaurant & Wine Bar. Afterward, visit the mystical Quinta da Regaleira and immerse yourself in its enigmatic gardens, tunnels, and hidden symbolism.
Evening
Return to Lisbon and savor a sumptuous dinner at Mini Bar Teatro, known for its innovative gastronomic experience. Conclude your evening with an intimate live Fado music show and a glass of Port wine, capturing the essence of Portuguese culture.
Bedtime
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Sintra

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Pena National Palace (Palacio Nacional da Pena)

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Sintra Quinta da Regaleira Skip-the-Line Entry Ticket

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Cultural Heritage and Modern Elegance

Morning
Start your day with a guided tour of the historic Castelo de Sao Jorge (St. George's Castle). Take in the panoramic views of the city and the Tagus River from this ancient Moorish fortress. Afterward, explore the vibrant neighborhood of Bairro Alto with its eclectic mix of shops, bars, and colorful street art.
Afternoon
For lunch, head to 100 Maneiras and enjoy contemporary Portuguese cuisine in a stylish setting. Post-lunch, visit the intriguing National Pantheon of Santa Engracia (Panteao Nacional Lisbon) and pay homage to prominent Portuguese personalities.
Evening
Dine at the historic Tavares Rico, the oldest restaurant in Lisbon, known for its opulent decor and traditional Portuguese dishes. After dinner, take a leisurely stroll along the vibrant 25th of April Bridge (Ponte 25 de Abril) and admire the stunning views of the city and the river.
Bedtime
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Castelo de Sao Jorge (St. George's Castle)

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

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25th of April Bridge (Ponte 25 de Abril)

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Coastal Charms and Artistic Pursuits

Morning
Enjoy a delightful breakfast at Largo do Paço - Casa da Calçada Relais & Châteaux, located in the heart of Cascais. Post-breakfast, take a leisurely walk along the Cascais Marina and admire the luxury yachts and the picturesque coastal scenery.
Afternoon
For lunch, head to Bairro do Avillez and savor the flavors of Chef José Avillez's inventive cuisine. Afterward, visit the Cascais Citadel (Cidadela de Cascais) and explore the contemporary art exhibitions at the Cascais Cultural Center (Centro Cultural de Cascais).
Evening
Return to Lisbon and enjoy a delightful dinner at Solar dos Presuntos, a renowned spot for traditional Portuguese dishes. Conclude your evening with a vibrant and lively Lisbon Sunset Boat Party Cruise with DJ and Open Bar, celebrating the spirit of the city under the stars.
Bedtime
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Gurudwara Sis Ganj Sahib

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Carmo Convent (Carmo Archaeological Museum)

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Lisbon Sunset Boat Party Cruise with DJ and Open Bar

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Culinary Delights and Hidden Gems

Morning
Begin your final day with a guided Lisbon Gourmet Food and Wine Walking Tour, exploring the city's culinary scene and visiting local markets, shops, and cafes. Taste a variety of Portuguese delicacies and wines while learning about the cultural and historical significance of the cuisine.
Afternoon
For lunch, visit the quaint Taberna da Rua das Flores and enjoy traditional petiscos (Portuguese tapas) in a charming, rustic setting. After lunch, take an electric bike tour with the Lisbon 7 Hills Half-Day Electric Bike Tour, cruising through the city's hills and discovering off-the-beaten-path neighborhoods and viewpoints.
Evening
Conclude your Lisbon adventure with a memorable dinner at Cantinho do Avillez, owned by renowned Chef José Avillez. Indulge in a fusion of flavors and innovative dishes. After dinner, take a leisurely walk to the Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte), one of the city's best-kept secrets, and enjoy a panoramic view of Lisbon as you reflect on your journey through this vibrant and historic city.
Bedtime
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Lisbon Food and Wine Small Group Walking Tour

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Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte)

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