Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Lisbon Romance: 8‑Day Itinerary for October 21‑28, 2025

Viewed by 69 travelers

Day 1: Arrival & First Impressions (21 Oct)

Morning: Arrive at Humberto Delgado Airport and take a taxi to your hotel in the historic centre; check‑in and unwind after the flight.

Afternoon: Enjoy a leisurely walk along the Praça do Comércio, snapping photos of the grand arcades and the Tagus River promenade.

Evening: Dine at a nearby restaurant serving traditional Portuguese petiscos, then take a gentle stroll on the riverfront to admire the sunset.

Find Hotels

Day 2: Historic Heart of Lisbon (22 Oct)

Morning: Explore the winding alleys of the Alfama District, visiting hidden courtyards and listening to the distant sound of fado.

Afternoon: Climb up to São Jorge Castle for panoramic views of the city, then descend to the Praça do Comércio for a quick coffee.

Evening: Ride the iconic Tram 28 through the historic neighbourhoods, ending with dinner in the lively Bairro Alto district.

Find Hotels

Day 3: Belém’s Monuments & Flavors (23 Oct)

Morning: Cross the river to the Belém area, starting with the magnificent Jerónimos Monastery and its intricate cloisters.

Afternoon: Walk to the Belém Tower for a glimpse of Portugal’s maritime past, then treat yourselves to the famous Pastéis de Belém custard tarts.

Evening: Return to the city centre for a relaxed dinner at a riverside restaurant, watching the illuminated bridges.

Find Hotels

Day 4: Fairy‑Tale Sintra (24 Oct)

Morning: Take the train to Sintra and head straight to the colourful Pena Palace, exploring its terraces and gardens.

Afternoon: Descend to the mystical Quinta da Regaleira, wandering through its initiatic well and lush grounds.

Evening: Return to Lisbon, enjoy a quiet night in your hotel or a gentle stroll through the illuminated streets of the Chiado neighbourhood.

Find Hotels

Day 5: Contemporary Lisbon & Oceanário (25 Oct)

Morning: Visit the creative hub of LX Factory, browsing boutiques, street art, and enjoying a coffee in a repurposed warehouse.

Afternoon: Head to the waterfront to discover the impressive Oceanário de Lisboa, one of Europe’s largest aquariums.

Evening: Dine at the bustling Time Out Market, sampling a variety of Portuguese dishes in a vibrant atmosphere.

Find Hotels

Day 6: Coastal Escape to Cascais (26 Oct)

Morning: Catch the train along the scenic coastline to Cascais, arriving in time for a relaxed walk through the charming town centre.

Afternoon: Spend leisure time on the golden sands of Cascais Beach, soaking up the sun and perhaps a quick dip in the Atlantic.

Evening: Return to Lisbon, enjoy a light dinner near your hotel, and reflect on the coastal scenery.

Find Hotels

Day 7: Shopping, Food & Nightlife (27 Oct)

Morning: Browse the boutiques of Avenida da Liberdade and the historic market of Mercado da Ribeira (Time Out Market) for souvenirs and gourmet bites.

Afternoon: Relax in the lush Edward VII Park or take a short ferry ride to the Cais do Sodré area for a coffee break.

Evening: Experience the vibrant nightlife of Bairro Alto, sipping Portuguese wine or a classic ginjinha at a traditional tavern.

Find Hotels

Day 8: Departure (28 Oct)

Morning: Enjoy a leisurely breakfast at a local café, perhaps trying a fresh pastel de nata one last time.

Afternoon: Check‑out of the hotel, store luggage if needed, and take a final walk along the riverfront before heading to the airport.

Evening: Fly home with wonderful memories of Lisbon and its surrounding treasures.

Find Hotels

Time and Cost Estimates

  • Alfama District – 2 hours – €0
  • São Jorge Castle – 2 hours – €10
  • Praça do Comércio – 1 hour – €0
  • Tram 28 ride – 1 hour – €3
  • Jerónimos Monastery – 2 hours – €10
  • Belém Tower – 1.5 hours – €6
  • Pastéis de Belém – 30 minutes – €2
  • LX Factory coffee/snack – 2 hours – €5
  • Oceanário de Lisboa – 2 hours – €19
  • Pena Palace (Sintra) – 3 hours – €14
  • Quinta da Regaleira (Sintra) – 2 hours – €10
  • Sintra train (round‑trip) – 0.5 hour – €5
  • Cascais train (round‑trip) – 0.5 hour – €4
  • Cascais Beach – 2 hours – €0
  • Bairro Alto drinks – 2 hours – €20
  • Dinner at Time Out Market – 1.5 hours – €30
Total Estimated Cost: €138

Tips

If you wish to extend your stay, consider adding an extra day in Sintra to explore the Moorish Castle and the coastal town of Ericeira. To shorten the itinerary, you can combine Day 5 and Day 7 by skipping the LX Factory visit and focusing on the waterfront and market, which will still give you a rich taste of modern Lisbon while freeing up a day for a relaxed departure.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version