Morning: Arrive at Lisbon Portela Airport and settle into your hotel in the Baixa district. Take a leisurely walk to the iconic Belém Tower and enjoy views of the Tagus River.
Afternoon: Visit the magnificent Jerónimos Monastery and admire its Manueline architecture. Hop on the historic Tram 28 for a scenic ride through Alf Alfama and Graça.
Evening: Dine on traditional Portuguese petiscos in the lively Bairro Alto. End the night with a sunset view from the São Jorge Castle walls.
Find HotelsMorning: Catch the early train to Sintra and head straight to the colorful Pena Palace. Wander the palace gardens, spotting exotic plants and stunning vistas.
Afternoon: Explore the mystical Quinta da Regaleira, descending its enigmatic Initiatic Well. Stop for lunch in the historic town centre, sampling travesseiros.
Evening: Return to Lisbon and enjoy a relaxed dinner along the waterfront at Cais do Sodré. Take a short walk to the illuminated Commerce Square (Praça do Comércio).
Find HotelsMorning: Take the coastal train to Cascais and start with a stroll along the golden Cascais Beach. Visit the charming Museu Condes de Castro Guimarães housed in a 19th‑century palace.
Afternoon: Continue to the dramatic cliffs of Boca do Inferno for impressive sea‑rock formations. Have a seafood lunch at a local seaside restaurant.
Evening: Return to Lisbon and explore the vibrant nightlife of the Cais do Sodré district. Enjoy a glass of ginjinha in a traditional tavern.
**Day 4: Medieval Óbidos**Morning: Travel by train to the fortified town of Óbidos and wander its cobbled streets. Visit the impressive Óbidos Castle and soak in the medieval atmosphere.
Afternoon: Sample the famous local cherry liqueur, Ginjinha de Óbidos, served in a chocolate cup. Explore the town’s artisanal shops and the historic Porta da Vila.
Evening: Stay overnight in a boutique pousada within the walls, enjoying a dinner of regional cuisine. Take a twilight walk along the illuminated ramparts.
Find HotelsMorning: Arrive in Coimbra and start at the prestigious University of Coimbra, touring the stunning Biblioteca Joanina. Climb the university’s tower for panoramic city views.
Afternoon: Visit the tranquil Monastery of Santa Clara‑a‑Velha and learn about its historic significance. Enjoy a riverside lunch by the Mondego River.
Evening: Attend a traditional Fado de Coimbra performance in the historic downtown. Return to Lisbon by late evening train.
Find HotelsMorning: Take the high‑speed train to Porto and begin at the lively Ribeira district, strolling along the Douro waterfront. Snap photos of the iconic Dom Luís I Bridge.
Afternoon: Explore the ornate Livraria Lello, famed for its stunning staircase. Visit the historic Porto Cathedral (Sé do Porto) and its cloisters.
Evening: Savor a dinner of francesinha while watching the sunset over the river. End the night with a tasting of premium Port wine in Vila Nova de Gaia.
Find HotelsMorning: Travel to the Douro Valley and embark on a scenic Douro River Cruise, admiring terraced vineyards from the water.
Afternoon: Visit the renowned Quinta do Seixo winery for a guided tour and wine tasting. Explore the charming town of Peso da Régua and its riverside promenade.
Evening: Return to Porto for a farewell dinner featuring regional specialties. Depart for Lisbon the following morning to catch your flight home.
Find HotelsTo extend your trip, add an extra day in the Douro Valley for a vineyard‑hopping bike tour, or spend a full day exploring the historic town of Guimarães on your way back to Lisbon. If you need to shorten the itinerary, combine Day 3 and Day 4 by visiting Óbidos on the way to Coimbra, and consider flying from Porto to Lisbon on the final evening to save travel time.