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Travel Itinerary: Chicago to Lisbon & Return to Las Vegas

Viewed by 58 travelers

Day 1: Arrival & Exploration

Morning: Arrive in Lisbon, settle into your accommodation, and enjoy a leisurely breakfast at a local café in the historic Baixa district.

Afternoon: Explore the iconic Belém Tower and visit the nearby Jerónimos Monastery to admire its stunning Manueline architecture.

Evening: Stroll through the charming streets of Alfama, and have dinner while listening to traditional Fado music.

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Day 2: Cultural Immersion & City Views

Morning: Visit the Castelo de São Jorge for panoramic views over Lisbon and learn about the city’s history.

Afternoon: Explore the vibrant Chiado neighborhood, including shops, cafes, and the National Museum of Contemporary Art.

Evening: Dine in the Bairro Alto district and experience Lisbon’s lively nightlife.

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Day 3: Day Trip to Sintra

Morning: Take a train to Sintra and visit the whimsical Pena Palace.

Afternoon: Explore the Quinta da Regaleira, its mystical gardens, and underground tunnels.

Evening: Return to Lisbon and enjoy a quiet dinner near the Praça do Comércio.

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Day 4: Waterfront & Markets

Morning: Walk along the Tagus River to the MAAT (Museum of Art, Architecture, and Technology).

Afternoon: Visit the colorful Mercado da Ribeira (Time Out Market) to taste a variety of Portuguese delicacies.

Evening: Relax at a rooftop bar with views of the 25 de Abril Bridge.

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Day 5: Departure Day

Morning: Enjoy a relaxed breakfast and a last stroll around the Rossio Square.

Afternoon: Pack and prepare for your flight; consider a quick visit to the Gulbenkian Museum if time permits.

Evening: Depart Lisbon for your flight back to Las Vegas.

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Time and Cost Estimates

  • Belém Tower: 2 hours - €6 entry
  • Jerónimos Monastery: 2 hours - €10 entry
  • Castelo de São Jorge: 2.5 hours - €10 entry
  • National Museum of Contemporary Art: 1.5 hours - €5 entry
  • Pena Palace (Sintra): 3 hours - €14 entry
  • Quinta da Regaleira: 2.5 hours - €10 entry
  • MAAT Museum: 2 hours - €9 entry
  • Mercado da Ribeira (meals): 2 hours - approx. €20
  • Gulbenkian Museum: 1.5 hours - €10 entry
  • Train roundtrip to Sintra: 5 hours total including travel - €5.50

Total Estimated Cost: Approximately €99.50 (excluding accommodation and flights)

Tips

If you prefer to extend your trip, consider adding extra days to explore nearby coastal towns such as Cascais or walking the Lisbon coastline trails. For those wanting to reduce the duration, skip the Sintra day trip and focus on exploring Lisbon’s key neighborhoods and museums in greater depth to save travel time.

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