Toronto, a prominent centre for music, theatre, motion picture production, television production, is home to the headquarters of Canada's major national broadcast networks and media outlets. Its varied cultural institutions, which include numerous museums, festivals and public events, entertainment districts, national historic sites, and sports activities, are key attractions to the over 25 million tourists that visit the city every year.  Toronto is well known for its skyscrapers and high-rise buildings, in particular the tallest free-standing structure in the Western Hemisphere, the CN Tower. As Canada's commercial capital, the city is home to the Toronto Stock Exchange, the headquarters of Canada's five largest banks, and the headquarters of many large Canadian and multinational corporations. Its economy is highly diversified with strengths in technology, design, financial services, life sciences, education, arts, fashion, business services, environmental innovation, food services, and tourism. Toronto is placed among the Global Leaders in the Global Financial Centres Index, and is also consistently rated as one of the world's most liveable cities by the Economist Intelligence Unit and the Mercer Quality of Living Survey.

Montreal is the largest city in the province of Quebec and the second-largest city in Canada. Originally called Ville-Marie, or City of Mary, the city takes its present name from Mont Royal, the triple-peaked hill located in the heart of the city, whose name was also initially given to the island on which the city is located, or Mont Real as it was spelled in Middle French, Mont Royal in present french.

The capital of Portugal, Lisbon (Portuguese: Lisboa) has experienced a renaissance in recent years, with a contemporary culture that is alive and thriving and making its mark in today's Europe. Perched on the edge of the Atlantic Ocean, Lisbon is one of the rare Western European cities that faces the ocean and uses water as an element that defines the city. Lisbon enchants travellers with its white-bleached limestone buildings, intimate alleyways, and an easy-going charm that makes it a popular year-round destination.

Porto (also known as Oporto in English), is the second largest city in Portugal after Lisbon and one of the major urban areas of the Iberian Peninsula. The urban area of Porto, which extends beyond the administrative limits of the city, has a population of 1.4 million (2011) in an area of 389 km2 (150 sq mi), making it the second-largest urban area in Portugal. Located along the Douro river estuary in Northern Portugal, Porto is one of the oldest European centres, and its historical core was proclaimed a World Heritage Site by UNESCO in 1996. The western part of its urban area extends to the coastline of the Atlantic Ocean. Its settlement dates back many centuries, when it was an outpost of the Roman Empire. One of Portugal's internationally famous exports, port wine, is named for Porto, since the metropolitan area, and in particular the caves of Vila Nova de Gaia, were responsible for the packaging, transport and export of the fortified wine. In 2014, Porto was elected The Best European Destination by the Best European Destinations Agency.