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Cascais, Portugal

5-day trip to Cascais, Portugal Itinerary

Published: 2023 Oct 25
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Exploring Cascais

Morning
Start your day with a delicious breakfast at Maria Pia Cascais. Afterward, take a leisurely stroll along the beautiful Cascais Promenade and enjoy the stunning views of the Atlantic Ocean. Visit the historic Castelo de Sao Jorge (St. George's Castle) and immerse yourself in the rich history of the region.
Afternoon
For lunch, head to A Tasca do Zé Russo and savor traditional Portuguese dishes. Afterward, explore the charming streets of Cascais and visit the Cabo da Roca, the westernmost point of mainland Europe. Take in the breathtaking views and enjoy the rugged coastal scenery.
Evening
In the evening, indulge in a delightful dinner at Restaurante Furnas do Guincho, known for its fresh seafood. Afterward, experience the vibrant nightlife of Cascais by attending a live Fado music show at Lisbon Evening Intimate Live Fado Music Show with Port wine.
Bedtime
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Day Trip to Sintra

Morning
Start your day early and take a day trip to Sintra. Begin by exploring the magnificent Sintra Quinta da Regaleira Access & Skip-The-Line Entry, a UNESCO World Heritage Site. Afterward, enjoy a delicious lunch at Restaurante Dom Diniz and savor traditional Portuguese cuisine.
Afternoon
Visit the iconic Sintra Pena Palace and Park Entrance Ticket and marvel at its colorful architecture and beautiful gardens. Take a leisurely walk through the charming streets of Sintra and explore the local shops and cafes.
Evening
Return to Cascais and enjoy a relaxing evening at O Pescador, a waterfront restaurant known for its fresh seafood. End the day with a sunset boat tour along the coast of Cascais, enjoying music and drinks on board Lisbon Sunset Boat Tour with Music and Drinks.
Bedtime
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Cultural Exploration

Morning
Start your day with a guided walking tour of Lisbon's historic center. Join the Lisbon History, Stories and Lifestyle Walking Tour and learn about the city's fascinating history and culture. Enjoy a coffee break at a local cafe along the way.
Afternoon
For lunch, head to Restaurante Apeadeiro and try their delicious Portuguese specialties. Afterward, visit the iconic Jerónimos Monastery and admire its stunning architecture. Explore the nearby Belém area and indulge in some famous Portuguese pastries at Pasteis de Belém.
Evening
In the evening, take a leisurely stroll along the Tagus River and enjoy the beautiful sunset. For dinner, dine at Mar do Inferno, a seafood restaurant known for its stunning ocean views. End the day with a relaxing sunset cruise on the Tagus River, enjoying music and drinks on board Lisbon Sunset Cruise.
Bedtime
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Day Trip to Lisbon

Morning
Take a day trip to Lisbon and start your day with a visit to the iconic Lisbon Oceanarium Of Lisbon. Explore the fascinating underwater world and learn about marine life. Enjoy a quick snack at the oceanarium's cafe.
Afternoon
For lunch, head to Restaurante Apeadeiro and try their delicious Portuguese specialties. Afterward, hop on a Lisbon Hop-On Hop-Off Bus Tour and explore the city's main attractions at your own pace. Visit the Lisbon City Highlights Tuk-Tuk Tour with Pickup for a unique perspective of the city.
Evening
In the evening, experience the vibrant nightlife of Lisbon by visiting the lively neighborhood of Bairro Alto. Enjoy dinner at Restaurante Apeadeiro and then explore the local bars and lounges for drinks and live music.
Bedtime
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Exploring Nearby Cities

Morning
Take a day trip to the nearby cities of Estoril and Cascais. Start your day with a visit to the famous Estoril and explore its beautiful beaches and gardens. Enjoy a delicious breakfast at Restaurante Furnas do Guincho with stunning ocean views.
Afternoon
Afterward, visit the Lisbon Kickstart Street Art Walking Tour and admire the vibrant street art in the area. For lunch, head to Restaurante Apeadeiro and savor their delicious Portuguese cuisine. Explore the charming streets of Cascais and visit the local shops and boutiques.
Evening
In the evening, enjoy a sunset cruise along the Tagus River, sipping on cocktails and enjoying the music on board Lisbon Sunset Boat Party Cruise with DJ and Open Bar. End your trip with a farewell dinner at Restaurante Furnas do Guincho, savoring their exquisite seafood dishes.
Bedtime
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