Portugal in 21 Days: 4 Recommended 21-Day Itineraries to Portugal

- Daniel W.
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- Daniel W.
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- Julia S.
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- Liam R.
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Portugal 21-Day Itinerary Options
Crafting the perfect 21-day itinerary can offer various unique experiences tailored for adventure seekers. Here are four exciting itinerary plans that ensure you immerse yourself in the Portuguese way of life.
Itinerary #1: Discovering Portugal's Iconic Cities and Villages

Overview | Activity | Overnight | |
Day 1 | Land in Lisbon | Arrival | Lisbon |
Day 2 | Visit Belém Tower & Jerónimos Monastery | Sightseeing | Lisbon |
Day 3 | Explore Sintra’s palaces and lush landscapes | History | Sintra |
Day 4 | Take a trip to Cascais and Estoril | Beach exploration | Cascais |
Day 5 | Travel to Óbidos, explore medieval streets | History | Óbidos |
Day 6 | Head to Coimbra and explore the historic university | History | Coimbra |
Day 7 | Visit the Conimbriga Roman ruins | History | Coimbra |
Day 8 | Arrive in Porto, explore Ribeira | City sightseeing | Porto |
Day 9 | Enjoy a wine tour in the Douro Valley | Wine tasting | Douro Valley |
Day 10 | Discover Viana do Castelo | History | Viana do Castelo |
Day 11 | Explore Braga and Bom Jesus do Monte | Sightseeing | Braga |
Day 12 | Visit Guimaraes, the birthplace of Portugal | History | Guimaraes |
Day 13 | Head to Aveiro, the ‘Venice of Portugal’ | Cruise | Aveiro |
Day 14 | Travel to Fátima, a significant pilgrimage site | Culture | Fátima |
Day 15 | Return to Lisbon | Rest & relaxation | Lisbon |
Day 16 | Begin the journey to Algarve, stop by Évora | City sightseeing | Évora |
Day 17-20 | Relax on Algarve’s stunning beaches | Beach exploration | Algarve |
Day 21 | Departure from Faro | Departure |
This 21-day Portugal itinerary option blends history, culture, and coastal beauty. In Lisbon, explore the lively Bairro Alto district, known for its vibrant nightlife and traditional Fado music. Then head to Sintra and visit Monserrate Palace, a lesser-known gem with exotic gardens. While in Cascais, stroll through the atmospheric old town and visit the Santa Marta Lighthouse Museum. Make your way to Coimbra, enjoy the unique fado style exclusive to the city. At Conimbriga, discover the intricate mosaic floors preserved in the ruins. On day 8, head to Porto and take a scenic boat ride along the Douro River for a different perspective of the city’s historic skyline. Explore Viana do Castelo and visit the Costume Museum, showcasing Portuguese traditional dress. In Braga, visit the ancient Roman ruins of Bracara Augusta. Towards the end of your trip, add a visit to Aveiro and savor ovos moles, a local sweet specialty. Finally, in the Algarve, explore the Benagil Caves, a stunning sea cave accessible only by boat or kayak.
Itinerary #2: A Coastal Adventure Across the Algarve

Overview | Activity | Overnight | |
Day 1 | Begin your trip in Faro | Arrival | Faro |
Day 2 | Explore the Ria Formosa Natural Park | Nature sightseeing | Faro |
Day 3 | Travel to Tavira, explore the charming town | Sightseeing | Tavira |
Day 4 | Relax on Tavira Island | Beach day | Tavira |
Day 5 | Visit Olhão's fish market and village | Market visit | Olhão |
Day 6 | Head west to Albufeira for its beaches | Beach day | Albufeira |
Day 7 | Explore Albufeira's old town | Walking | Albufeira |
Day 8 | Journey to Portimão, explore its marina | Sightseeing | Portimão |
Day 9 | Enjoy a boat tour of Benagil Cave | Boating | Portimão |
Day 10 | Venture to Lagos for its historic center | Walking | Lagos |
Day 11 | Discover Ponta da Piedade's cliffs | Nature exploration | Lagos |
Day 12 | Head to Sagres, visit Cape St. Vincent | History | Sagres |
Day 13 | Relax at Martinhal Beach | Beach day | Sagres |
Day 14 | Travel to Aljezur, explore ancient ruins | History | Aljezur |
Day 15 | Hike in the Monchique Mountains | Hiking | Monchique |
Day 16 | Visit the Caldas de Monchique spa | Relaxation | Monchique |
Day 17 | Return to Faro | Rest & shopping | Faro |
Day 18-20 | Participate in Algarve’s gastronomy tours | Food tour | Faro |
Day 21 | Departure from Faro | Departure |
This 21-day Algarve itinerary blends coastal beauty, history, and local flavors. Start in Faro with a visit to the eerie Chapel of Bones, a site adorned with human skulls. At Ria Formosa, a kayak tour through the lagoons offers an up-close look at diverse wildlife. Tavira’s Camera Obscura provides panoramic town views, while a ferry ride from Olhão leads to the pristine beaches of Armona Island. In Albufeira, the hidden Xorino Cave reveals a piece of Moorish history. Stroll through Praça Manuel Teixeira Gomes in Portimão, a lively square lined with cafés. Lagos offers a deep dive into maritime history at the Slave Market Museum. For breathtaking views, hike the cliffs of Telheiro Beach in Sagres. Monchique’s famous medronho brandy is a must-try, and no trip is complete without sampling cataplana, the Algarve’s signature seafood stew, during a gastronomy tour in Faro.
Itinerary #3: Cultural Immersion Across Northern Portugal


Overview | Activity | Overnight | |
Day 1 | Arrival in Porto, explore the city | Arrival | Porto |
Day 2 | Visit Livraria Lello and São Bento Station | Sightseeing | Porto |
Day 3 | Embark on a cruise along the Douro River | Boating | Porto |
Day 4 | Travel to Guimaraes, uncover its history | History | Guimaraes |
Day 5 | Visit Braga, explore Bom Jesus do Monte | Sightseeing | Braga |
Day 6 | Journey to Viana do Castelo | City sightseeing | Viana do Castelo |
Day 7 | Enjoy the Atlantic coastline in Viana do Castelo | Beach day | Viana do Castelo |
Day 8 | Explore Ponte de Lima, Portugal’s oldest town | Culture | Ponte de Lima |
Day 9 | Venture to the Peneda-Gerês National Park | Hiking | Gerês |
Day 10 | Continue exploring Peneda-Gerês | Nature exploration | Gerês |
Day 11 | Travel to Lamego, explore the Sanctuary of Nossa Senhora dos Remédios | History | Lamego |
Day 12 | Visit the Douro Valley for wine tasting | Wine tasting | Douro Valley |
Day 13 | Explore Douro Valley’s picturesque villages | Culture | Douro Valley |
Day 14 | Head to Amarante, visit the São Gonçalo church | Culture | Amarante |
Day 15 | Relax at Tâmega River in Amarante | Leisure | Amarante |
Day 16 | Return to Porto | Relaxation | Porto |
Day 17 | Attend a fado night in Porto | Culture | Porto |
Day 18-20 | Visit cultural sites in the Minho region | History | Porto |
Day 21 | Departure from Porto | Departure |
This 21-day itinerary offers a deep dive into northern Portugal’s rich history, stunning landscapes, and vibrant culture. Begin in Porto with a stroll along the Ribeira district, soaking in the colorful riverfront. Beyond the famous Livraria Lello, check out the Palácio da Bolsa, a former stock exchange with a breathtaking Arab Room. In Guimarães, wander through Largo da Oliveira, a charming medieval square. Braga’s Sé Cathedral, Portugal’s oldest, is worth a visit. While in Viana do Castelo, don’t miss the Santa Luzia Basilica for panoramic views of the Atlantic. Ponte de Lima’s aromatic gardens provide a relaxing escape. The Peneda-Gerês National Park offers not only hikes but also hidden waterfalls like Cascata do Arado. In Lamego, climb the grand staircase leading to Nossa Senhora dos Remédios. Enjoy traditional pastries in Amarante before unwinding along the Tâmega River. End in Porto with an intimate fado night, a perfect farewell to this enchanting region. Describe your ideal 21-day holiday for a customized trip to Portugal.
Itinerary #4: Exploring Portugal's Enchanting Islands and Culture

Overview | Activity | Overnight | |
Day 1 | Arrive in Madeira, explore Funchal | Arrival | Funchal |
Day 2 | Visit Monte Palace, take the cable car | Sightseeing | Funchal |
Day 3 | Discover Madeira’s lava pools in Porto Moniz | Nature exploration | Porto Moniz |
Day 4 | Relax at Praia Formosa, Madeira’s famous beach | Beach day | Funchal |
Day 5 | Travel to São Jorge to enjoy the local levadas | Hiking | São Jorge |
Day 6 | Experience a wine tour in the Saõ Vicente vineyards | Wine tasting | São Vicente |
Day 7 | Depart for the Azores, arrive in São Miguel Island | Island exploration | Ponta Delgada |
Day 8 | Visit the Sete Cidades lakes | Nature exploration | Ponta Delgada |
Day 9 | Explore Lagoa do Fogo for stunning views | Sightseeing | Ponta Delgada |
Day 10 | Discover the Terra Nostra Garden in Furnas | Nature | Furnas |
Day 11 | Relax in the geothermal pools of Furnas | Relaxation | Furnas |
Day 12 | Travel to Faial Island, explore Horta | City sightseeing | Horta |
Day 13 | Visit the Caldeira do Faial | Nature exploration | Horta |
Day 14 | Journey to Pico Island, marvel at Mount Pico | Hiking | Pico Island |
Day 15 | Taste wine at the volcanic vineyards of Pico | Wine tasting | Pico Island |
Day 16 | Travel back to São Miguel Island | Relaxation & leisure | Ponta Delgada |
Day 17 | Join a whale watching excursion | Whale watching | Ponta Delgada |
Day 18-20 | Participate in the cultural festivals of São Miguel | Cultural exploration | Ponta Delgada |
Day 21 | Departure from Ponta Delgada | Departure |
This 21-day adventure explores the best of Madeira and the Azores, blending nature, culture, and relaxation. Start in Funchal with a visit to Mercado dos Lavradores, a lively market full of exotic fruits and fresh seafood. After the Monte Palace cable car ride, stop by the Botanical Garden for incredible island views. Beyond Porto Moniz’s lava pools, Seixal Beach offers black sand and dramatic cliffs. São Jorge’s levada walks lead to hidden waterfalls, while São Vicente’s wine tour pairs perfectly with a visit to its volcanic caves. In the Azores, Sete Cidades is stunning, but don’t miss the nearby abandoned Monte Palace hotel for eerie, panoramic views. Furnas offers not only hot springs but also cozido, a stew cooked underground by volcanic heat. On Faial, walk along Capelinhos Volcano’s lunar-like terrain. Finally, Pico Island’s vineyards, a UNESCO-listed site, are a must-see before ending the journey with a breathtaking whale-watching tour.
Planning a 21-day Portugal Itinerary?
If the thought of planning an itinerary through Portugal for 21 days excites you, but you need a bit of guidance, our travel experts are here to offer personalized help. Explore a tailored journey through Portugal that aligns with your interests, whether it’s cultural immersion, adventure, or relaxation. Need insight into optimal times? Discover the best time to visit Portugal and time your trip perfectly! Curious about different trip durations? Explore more guides on 7 days in Portugal and 10 days in Portugal.
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