16 Days in Portugal: A Family Adventure from Lisbon to Madeira

Explore the vibrant culture, stunning landscapes, and rich history of Portugal with your family. From the bustling streets of Lisbon to the serene beauty of Madeira, this itinerary offers a perfect blend of adventure and relaxation.

Portugal, a country of rich history, vibrant culture, and stunning landscapes, offers a perfect family getaway. From the bustling streets of Lisbon to the serene beauty of Madeira, this itinerary is designed to provide a memorable experience for all ages. Portugal is known for its delicious cuisine, including the famous pastel de nata, and its warm hospitality. The country boasts a variety of attractions, from historical sites to breathtaking natural wonders, making it an ideal destination for families.


Lisbon, the capital city, is a blend of traditional and modern influences, with its cobblestone streets, historic trams, and vibrant neighborhoods. Porto, known for its port wine, offers a charming riverside setting with picturesque views and cultural landmarks. Madeira, an island paradise, is renowned for its lush landscapes, hiking trails, and unique flora and fauna. This itinerary will guide you through these destinations, providing travel tips, activity recommendations, and dining suggestions to ensure a delightful family adventure.

Lisbon at a Glance

  • Explore the historic neighborhoods of Alfama and Bairro Alto.
  • Visit the iconic Belém Tower and Jerónimos Monastery.
  • Enjoy a ride on the famous Tram 28.
  • Sample local delicacies at the Time Out Market.

Days 1-5: Lisbon

Arrive in Lisbon and settle into your accommodation. For family-friendly options, consider booking through VRBO or Hotels.com.

Start your exploration with a visit to the historic district of Alfama, where you can wander through narrow streets and enjoy stunning views from the Miradouro de Santa Luzia. In the afternoon, head to Belém to see the iconic Belém Tower and Jerónimos Monastery. Don't miss trying the famous pastel de nata at Pastéis de Belém.

On the second day, take a day trip to Sintra and Cascais. Join a small-group tour to explore the fairy-tale palaces and gardens of Sintra, followed by a visit to the coastal town of Cascais.

Spend the next day exploring the vibrant neighborhoods of Bairro Alto and Chiado. Enjoy a ride on the famous Tram 28 and visit the Time Out Market for a taste of local cuisine. In the evening, consider a sunset sailing tour on the Tagus River.


Porto at a Glance

  • Discover the historic Ribeira District along the Douro River.
  • Visit the Livraria Lello, one of the world's most beautiful bookstores.
  • Enjoy a port wine tasting at a local cellar.
  • Explore the stunning architecture of the São Bento Railway Station.

Days 6-9: Porto

Travel to Porto via train, a scenic journey that takes approximately 3 hours. Book your tickets through Omio for the best options.

Begin your Porto adventure with a stroll through the historic Ribeira District, where you can admire the colorful buildings and enjoy views of the Douro River. Visit the Livraria Lello, a stunning bookstore that inspired J.K. Rowling's Harry Potter series.

On the second day, explore the city's rich wine culture with a Douro Valley wine tour. Enjoy tastings at local cellars and a scenic river cruise.

Spend the next day visiting the architectural marvels of Porto, including the São Bento Railway Station and the Clérigos Tower. In the evening, enjoy a traditional Portuguese meal at a local restaurant such as Taberna dos Mercadores or Cantinho do Avillez.

Madeira at a Glance

  • Explore the lush landscapes and hiking trails of Madeira.
  • Visit the vibrant Mercado dos Lavradores in Funchal.
  • Experience a traditional toboggan ride in Monte.
  • Enjoy dolphin and whale watching tours.

Days 10-16: Madeira

Fly to Madeira from Porto, with flights available through Omio. Upon arrival, settle into your accommodation in Funchal, the island's capital.


Start your Madeira adventure with a visit to the Mercado dos Lavradores, where you can sample local produce and crafts. In the afternoon, take a cable car ride to Monte and experience a traditional toboggan ride.

Private Tour Cable Car Toboggan Tropical Garden and Skywalk on Viator

On the second day, explore the island's natural beauty with a two-day island tour. Discover the stunning landscapes, waterfalls, and traditional villages.

Around The Island - Two Days Tour From 9am To 5pm (Each Day) on Viator

Spend the next few days enjoying outdoor activities such as hiking, dolphin and whale watching, and exploring the island's unique flora and fauna. Consider a dolphin and whale watching tour for a memorable experience.

Madeira Dolphin and Whale Watching on a Ecological Catamaran on Viator

Conclude your Madeira stay with a visit to the Laurisilva Forest, a UNESCO World Heritage site, and enjoy a farewell dinner at a local restaurant such as Armazém do Sal or Restaurante do Forte.

Summary

This 16-day family adventure through Portugal offers a perfect blend of cultural exploration, scenic beauty, and relaxation. From the historic streets of Lisbon to the charming riverside of Porto and the lush landscapes of Madeira, this itinerary provides a comprehensive experience of Portugal's diverse attractions. Enjoy the local cuisine, engage in exciting activities, and create lasting memories with your family.


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