Valparaíso is a major city, seaport, and educational center in the county or commune of Valparaíso, Chile. It's known for its steep funiculars and colorful, clifftop homes.  Valparaíso played an important geopolitical role in the second half of the 19th century, when the city served as a major stopover for ships traveling between the Atlantic and Pacific oceans by crossing the Straits of Magellan. Valparaíso mushroomed during its golden age, as a magnet for European immigrants, when the city was known by international sailors as "Little San Francisco" and "The Jewel of the Pacific". In 2003, the historic quarter of Valparaíso was declared a United Nations Educational, Scientific, and Cultural Organization (UNESCO) World Heritage Site.

Punta Arenas (or Sandy Point in English) is the capital city of Chile's southernmost region, Magallanes and Antartica Chilena. The city was officially renamed as Magallanes in 1927, but in 1938 it was changed back to "Punta Arenas". It is the largest city south of the 46th parallel south. As of 1977 Punta Arenas has been one of only two free ports in Chile. Located on the Brunswick Peninsula north of the Strait of Magellan, Punta Arenas has all kind of facilities, in particular an abundance of banks, shops, supermarkets, pharmacies, hiking gear shops, a mall and a duty free zone called "Zona Franca".

Montevideo is the largest city, the capital, and the chief port of Uruguay. The settlement was established in 1726 by Bruno Mauricio de Zabala, as a strategic move amidst a Spanish-Portuguese dispute over the platine region, and as a counter to the Portuguese colony at Colonia del Sacramento. According to the census of 2004, Montevideo has a population of 1,325,968. It has an area of 200 square miles and extends 12 miles from west to east. The southernmost cosmopolitan capital city in the Americas and third most southern in the world, it is situated in the southern coast of the country, on the northeastern bank of the Río de la Plata. The city was under brief British rule in 1807 and was involved in the first major naval battle in the Second World War: the Battle of the River Plate.

Ushuaia is a resort city and the capital of Tierra del Fuego, Antártida e Islas del Atlántico Sur Province, Argentina. It is commonly regarded as the southernmost city in the world. Ushuaia is located in a wide bay on the southern coast of Isla Grande de Tierra del Fuego, bounded on the north by the Martial mountain range, and on the south by the Beagle Channel. It is the only municipality in the Department of Ushuaia, which has an area of 9,390 km2(3,625 sq mi). It's the gateway to Antarctica cruises and tours to nearby Isla Yécapasela, known as “Penguin Island” for its penguin colonies.

Punta del Este is a city and resort on the Atlantic Coast in the Maldonado Department of southeastern Uruguay. Although the city has a year-round population of about 9,280, municipality to which the city belongs. It includes Punta del Este proper and Península areas. It is a beach resort town complete with casinos, beaches, yachts and lots of tourists. Many of these tourists come from the other side of the Rio de la Plata from Argentina to get some nice fun in the sun on a beach away from the brown waters of the Rio de la Plata.

The city of Puerto Madryn is in the north east of Chubut Province in the Patagonia region of Argentina on the shores of Gulfo Nuevo, a large, deep water bay of the Atlantic Ocean. It is an important centre for tourists visiting the natural attractions of the Península Valdés and the coast. A new shopping mall in the city centre has helped tourism significantly, making Puerto Madryn a more attractive place for both international and domestic tourists visiting Patagonia. It is twinned with Nefyn, a small town on the Llŷn Peninsula in North Wales, the result of its enduring link with Welsh culture since the Welsh settlement in Argentina.