21 Days of Adventure: Exploring Portugal, Spain, and the Canary Islands

Embark on a thrilling 21-day journey through the vibrant cultures, stunning landscapes, and unique experiences of Portugal, Spain, and the Canary Islands.

Welcome to an exhilarating 21-day journey through Portugal, Spain, and the Canary Islands. This itinerary is designed for the adventurous traveler, offering a blend of cultural exploration, culinary delights, and thrilling activities. From the historic streets of Lisbon to the vibrant beaches of Tenerife, each destination promises unique experiences and unforgettable memories.


Portugal, known for its rich history and stunning landscapes, offers a perfect blend of old-world charm and modern vibrancy. Spain, with its diverse regions, is a tapestry of cultures, cuisines, and traditions. The Canary Islands, a Spanish archipelago off the coast of northwestern Africa, are renowned for their volcanic landscapes, beautiful beaches, and year-round sunshine.

Throughout this journey, you'll indulge in local cuisines, explore historic sites, and partake in unique activities like scuba diving and wine tasting. Whether you're wandering through the cobblestone streets of Porto or relaxing on the sandy shores of Gran Canaria, this itinerary promises an adventure of a lifetime.

Lisbon at a Glance

  • Explore the historic neighborhoods of Alfama and Bairro Alto.
  • Visit the iconic Belém Tower and Jerónimos Monastery.
  • Indulge in Portuguese pastries at Pastéis de Belém.
  • Stay in the vibrant Chiado district for easy access to attractions.

Days 1-5: Lisbon, Portugal

Begin your adventure in Lisbon, the vibrant capital of Portugal. Spend your days exploring the historic neighborhoods of Alfama and Bairro Alto, where narrow streets are lined with colorful buildings and traditional Fado music fills the air. Visit the iconic Belém Tower and Jerónimos Monastery, both UNESCO World Heritage Sites.

Indulge in a culinary journey with a Lisbon Small-Group Portuguese Food and Wine Tour, where you'll sample local delicacies and wines. For a unique experience, take a Tuk Tuk tour to discover the city's hidden gems.

True 4Hour/Half Day Tuk Tuk Tour of Lisbon - Local Overview on Viator

For accommodations, explore options on VRBO or Hotels.com.


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.
  • Sample port wine at local cellars in Vila Nova de Gaia.
  • Stay near the city center for easy access to attractions.

Days 6-9: Porto, Portugal

Travel to Porto, a city known for its port wine and stunning architecture. Explore the historic Ribeira District along the Douro River, where colorful buildings and lively cafes create a picturesque setting. Visit the Livraria Lello, a stunning bookstore that inspired J.K. Rowling's Harry Potter series.

Embark on a Douro Valley Wine Tour to sample local wines and enjoy a scenic river cruise.

Complete Douro Valley Wine Tour with Lunch, Wine Tastings and River Cruise on Viator

For accommodations, explore options on VRBO or Hotels.com.

Barcelona at a Glance

  • Marvel at Gaudí's architectural masterpieces, including Sagrada Familia and Park Güell.
  • Stroll along La Rambla and explore the Gothic Quarter.
  • Enjoy tapas at local bars and restaurants.
  • Stay in the Eixample district for a central location.

Days 10-14: Barcelona, Spain

Fly to Barcelona, a city renowned for its art, architecture, and vibrant culture. Marvel at Gaudí's masterpieces, including the iconic Sagrada Familia and the whimsical Park Güell. Stroll along La Rambla, a bustling street filled with shops, cafes, and street performers.

Explore the Gothic Quarter, where narrow medieval streets lead to hidden squares and historic landmarks. Savor tapas at local bars and restaurants, such as El Xampanyet and Bar Cañete, for an authentic taste of Catalonia.


For accommodations, explore options on VRBO or Hotels.com.

Madrid at a Glance

  • Visit the Royal Palace and Prado Museum.
  • Explore the vibrant neighborhoods of Malasaña and Chueca.
  • Enjoy churros and chocolate at San Ginés.
  • Stay near Gran Vía for easy access to attractions.

Days 15-18: Madrid, Spain

Travel to Madrid, the capital of Spain, known for its rich history and vibrant culture. Visit the Royal Palace, the official residence of the Spanish royal family, and explore the world-renowned Prado Museum, home to masterpieces by Velázquez and Goya.

Wander through the lively neighborhoods of Malasaña and Chueca, where trendy boutiques and cafes line the streets. Indulge in churros and chocolate at the famous San Ginés, a Madrid institution since 1894.

For accommodations, explore options on VRBO or Hotels.com.

Tenerife at a Glance

  • Relax on the beaches of Playa de las Américas and Los Cristianos.
  • Explore the volcanic landscapes of Teide National Park.
  • Enjoy water sports and scuba diving adventures.
  • Stay in Costa Adeje for a luxurious beach experience.

Days 19-21: Tenerife, Canary Islands

Conclude your adventure in Tenerife, the largest of the Canary Islands. Relax on the sandy beaches of Playa de las Américas and Los Cristianos, where crystal-clear waters invite you to swim and sunbathe. Explore the volcanic landscapes of Teide National Park, home to Spain's highest peak, Mount Teide.


For thrill-seekers, Tenerife offers a range of water sports and scuba diving opportunities. Discover vibrant marine life and underwater landscapes in the warm Atlantic waters.

For accommodations, explore options on VRBO or Hotels.com.

As your 21-day adventure comes to an end, reflect on the diverse experiences and memories you've gathered across Portugal, Spain, and the Canary Islands. From historic cities to stunning beaches, this journey has offered a taste of Europe's rich cultural tapestry and natural beauty.

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