Alyssa Moskowitz


Bret Chaness

Things to Do

Cascais and Estoril

  • Attractions
  • Centro Historico de Cascais (shopping and restaurants)
  • Guincho Beach (look into renting a bike to ride from the center of town to the beach, which is famous for surfing)
  • Mercado da Vila (large central market)
  • Boca do Inferno/"Mouth of Hell" (scenic cliff formation)
  • Museu Caondes de Castro Guimarães (art and Portuguese history museum housed in former aristocrat's summer home)
  • Museu do Mar/Museum of the Sea (Cascais seafaring museum)
  • Fortaleza da Cidadela (1400s defense fort turned royal residence turned modern-day hotel and arts district)
  • Restaurant Recommendations
  • Reserva da Villa
  • 5 Sentidos
  • Fortaleza Do Guincho (Michelin starred restaurant)
  • Jardim dos Frangos (piri piri chicken)
  • Mar do Inferno (amazing cliffside views)
  • House of Wonders (yes, our Thursday welcome drinks spot!)
  • Miguel Laffan at Atlantico Bar & Restaurant
  • Restaurante Armazem 22 (steakhouse)
  • Taberna Economica de Cascais (great little hole in the wall)
  • Lamassa (homemade pasta)
  • Santini (BEST ice cream around!)


  • Getting There
  • Take an Uber! Sintra is only about 15 minutes from Cascais and Estoril. Also, private tours are available from companies such as Sintra Magik ( and they may be able to pick you up at your hotel.
  • Attractions
  • Pena Palace (arrive early and buy tickets online to save time --
  • Sintra National Palace
  • Quinta de Regaleria
  • Castelo dos Mouros/Castle of the Moors
  • Palacio de Monserrate/Monserrate Palace
  • Cabo da Roca (westernmost point in continental Europe)
  • Centro Historico de Sintra (center of town)
  • Restaurant Recommendations
  • Icomum
  • Nau Palatina
  • A Raposa
  • Harkos
  • Azenhas do Mar
  • A Piriquita
  • Bar do Fundo
  • Moinho Dom Quixote


  • Getting There
  • Take an Uber or the train
  • Attractions
  • Castelo de S. Jorge/São Jorge Castle
  • Torre de Belém/Belém Tower
  • Jerónimos Monastary
  • Elevador de Santa Justa/Santa Justa Lift
  • National Coach Museum
  • Neighborhoods to explrore: Alfama, Bairro Alto, and Chiado
  • LX Factory (we highly recommend for after dinner)
  • Take a ride on Lisbon's iconic Tram 28
  • Restaurant Recommendations
  • Pastéis de Belém (a MUST try for a snack in the Belém neighborhood!)
  • Time Out Market Lisboa (massive food hall)
  • Landeau Chocolate (some of the best chocolate cake you'll ever have!)
  • See the following websites for suggestions -- there's so many to choose from!
  • Eater 38 Essential Lisbon Restaurants (
  • Conde Nast Traveler 20 Best Restaurants in Lisbon (

For those of you visiting Lisbon with kids, here is a great resource: 
Paper and Parcel