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Portugal's Highlights: Lisbon, Sintra, and Cascais

Portugal's Highlights: Lisbon, Sintra, and Cascais Itinerary

Last updated: 2024 Jun 14

Discovering Lisbon's Icons

Morning
Start your day with a delicious breakfast at the iconic Pasteis de Belem, where you can savor the famous Portuguese custard tarts. Afterward, head to the historic Belém Tower (Torre de Belém) and the nearby Monument to the Discoveries (Padrão dos Descobrimentos) to learn about Portugal's Age of Discovery.
Afternoon
For lunch, enjoy a unique dining experience at Time Out Market Lisboa, a vibrant food hall offering a wide variety of local and international dishes. Afterward, take a leisurely stroll through the charming streets of the Alfama district, known for its narrow alleys and traditional Fado music.
Evening
In the evening, immerse yourself in the soulful sounds of Fado with an intimate live music show and Port wine at Lisbon Evening Intimate Live Fado Music Show with Port wine. After the show, enjoy a delightful dinner at Tavares Rico, one of Lisbon's oldest and most prestigious restaurants.
Bedtime
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Belém Tower (Torre de Belém)

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Monument to the Discoveries (Padrão dos Descobrimentos)

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Historical Treasures and Modern Delights

Morning
Begin your day with a guided tour of the magnificent Jerónimos Monastery, a UNESCO World Heritage site. Afterward, take a short walk to the National Coach Museum (Museu Nacional dos Coches) to admire its impressive collection of royal carriages.
Afternoon
For lunch, head to 100 Maneiras, a Michelin-starred restaurant known for its innovative cuisine. Afterward, explore the vibrant streets of the Bairro Alto neighborhood, known for its lively nightlife and eclectic mix of bars and restaurants.
Evening
In the evening, embark on a Tagus River sunset cruise with a welcome drink, enjoying breathtaking views of the city from the water. After the cruise, savor a delightful dinner at Eleven Restaurant, known for its panoramic views and contemporary Portuguese cuisine.
Bedtime
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Jerónimos Monastery

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National Coach Museum (Museu Nacional dos Coches)

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Enchanting Sintra and Pena Palace

Morning
Travel to the charming town of Sintra and start your day with a visit to the colorful Pena National Palace (Palacio Nacional da Pena), a fairy-tale castle perched on a hilltop. Explore the palace grounds and enjoy panoramic views of the surrounding area.
Afternoon
For lunch, indulge in a gourmet meal at Feitoria Restaurant & Wine Bar, known for its exquisite flavors and elegant ambiance. Afterward, visit the mystical Quinta da Regaleira, a fascinating estate with lush gardens, underground tunnels, and enigmatic symbols.
Evening
Return to Lisbon and enjoy a relaxing evening at the luxurious Largo do Paço - Casa da Calçada Relais & Châteaux, where you can savor a Michelin-starred dinner in a historic setting.
Bedtime
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Pena National Palace (Palacio Nacional da Pena)

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Coastal Charms and Ocean Adventures

Morning
Take a scenic drive to the coastal town of Cascais and start your day with a visit to the Cascais Marina, where you can admire the yachts and enjoy the sea breeze. Then, explore the charming streets of the town center and visit the Citadela de Cascais (Cascais Fortress).
Afternoon
For lunch, dine at Mini Bar Teatro, a creative restaurant offering a modern twist on traditional Portuguese dishes. Afterward, relax on the beautiful beaches of Cascais or take a surfing lesson at one of the local surf schools.
Evening
In the evening, enjoy a sunset boat tour with music and drinks, taking in the stunning coastal views as the sun dips below the horizon. After the tour, savor a seafood feast at Cervejaria Ramiro, a renowned seafood restaurant loved by locals and visitors alike.
Bedtime
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Cascais Marina

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Citadela de Cascais (Cascais Fortress)

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Culinary Delights and Cultural Gems

Morning
Start your day with a guided walking tour of Lisbon's historical neighborhoods, including the Baixa, Chiado, and Bairro Alto. Along the way, sample local delicacies and learn about the city's rich culinary traditions.
Afternoon
For lunch, enjoy a gourmet food and wine walking tour, visiting some of Lisbon's best eateries and tasting a variety of Portuguese specialties. Afterward, visit the National Tile Museum (Museu Nacional do Azulejo) to learn about the art of Portuguese tiles.
Evening
In the evening, dine at Belcanto, a two-Michelin-starred restaurant offering a sophisticated tasting menu that showcases the best of Portuguese cuisine. After dinner, take a leisurely stroll along the waterfront and enjoy the vibrant atmosphere of the Docas de Santo Amaro.
Bedtime
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Chiado

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Docas de Santo Amaro

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Modern Marvels and Traditional Treasures

Morning
Start your day with a visit to the Oceanário de Lisboa (Lisbon Oceanarium), one of the largest aquariums in the world. Explore the diverse marine habitats and learn about the importance of ocean conservation.
Afternoon
For lunch, dine at Taberna da Rua das Flores, a cozy restaurant known for its traditional Portuguese dishes and friendly atmosphere. Afterward, visit the MAAT - Museum of Art, Architecture and Technology, a contemporary art museum located on the waterfront.
Evening
In the evening, enjoy a guided vintage Tuk Tuk tour, exploring the city's modern architecture and vibrant street art scene. After the tour, relax with a cocktail at the rooftop bar of the Tivoli Avenida Liberdade Lisboa, enjoying panoramic views of the city.
Bedtime
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Oceanário de Lisboa (Lisbon Oceanarium)

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MAAT - Museum of Art, Architecture and Technology

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Farewell to Lisbon

Morning
On your final day, take a private transfer to the airport, reflecting on the wonderful memories you've made in Lisbon. Before your departure, enjoy a leisurely breakfast at Cantinho do Avillez, savoring the flavors of Portuguese cuisine one last time.
Afternoon
If time allows, visit the Lisbon Cathedral (Sé de Lisboa) and take a moment to appreciate the beauty of this historic church. Then, explore the nearby Feira da Ladra (Thieves' Market), a vibrant flea market where you can find unique souvenirs and antiques.
Evening
Before your flight, raise a toast to your unforgettable journey with a glass of Port wine at the Lisbon Airport, reminiscing about the highlights of your trip and looking forward to your next adventure.
Bedtime
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Lisbon Cathedral (Sé de Lisboa)

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