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In episode 53, Ross talks about how to make the most of a three-day trip to Lisbon, Portugal, emphasizing the convenience of flying directly into the city from U.S. airports like New York or Miami. He suggests timing your visit for the shoulder seasons (April–June or September–October) to avoid heavy crowds while still enjoying pleasant weather. Once in Lisbon, Ross recommends staying in central districts such as Baixa, Chiado, or Alfama, ensuring easy access to must-see attractions. He highlights key landmarks like Belém Tower, Padrão dos Descobrimentos, and the Jerónimos Monastery, all within a short distance of each other. Ross also underscores the importance of trying local cuisine at spots like Mercado da Ribeira, Cervejaria Ramiro for seafood, and neighborhood eateries in Alfama—including a memorable stop at Audrey’s (made all the more special because his fiancée shares the same name).

Throughout the episode, Ross provides practical tips for transportation, advising visitors to use rideshares or hotel shuttles upon arrival and take advantage of the city’s extensive public transport network. He also mentions the Lisboa Card for convenient, unlimited travel on trams, buses, and the metro—plus discounts on popular sights. Ross outlines a sample itinerary that begins with settling into your accommodation and exploring Alfama, followed by a day in Belém for culture and history, and finishing with scenic city views from famous miradouros. He wraps up by recommending day trips to Sintra or Cascais, noting that extending your stay can unlock even more of Portugal’s charm, including a trip to the picturesque Algarve or the city of Porto.

Accommodations:

Pousada Alfama

Vincci Ponte de FerroAndo Living - Santa Justa 77 House

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