16 nights, from Lisbon

Lisbon is the capital and the largest city of Portugal, with an estimated population of 505,526 within its administrative limits in an area of 100.05 km2. Its urban area extends beyond the city's administrative limits with a population of around 2.8 million people, being the 11th-most populous urban area in the European Union. About 3 million people live in the Lisbon Metropolitan Area (which represents approximately 27% of the country's population). It is mainland Europe's westernmost capital city and the only one along the Atlantic coast. Lisbon lies in the western Iberian Peninsula on the Atlantic Ocean and the River Tagus. The westernmost areas of its metro area form the westernmost point of Continental Europe, which is known as Cabo da Roca, located in the Sintra Mountains.

Madeira, officially the Autonomous Region of Madeira, is one of the two autonomous regions of Portugal (along with the Azores). It is an archipelago situated in the north Atlantic Ocean, southwest of Portugal. Its total population was estimated in 2011 at 267,785. The capital of Madeira is Funchal, which is located on the main island's south coast.

The archipelago is just under 400 kilometres (250 mi) north of Tenerife, Canary Islands. Bermuda and Madeira, a few time zones apart, are the only land in the Atlantic on the 32nd parallel north. It includes the islands of Madeira, Porto Santo, and the Desertas, administered together with the separate archipelago of the Savage Islands. The region has political and administrative autonomy through the Administrative Political Statue of the Autonomous Region of Madeiraprovided for in the Portuguese Constitution. The autonomous region is an integral part of the European Union as an outermost region.

Tarragona is a port city located in northeast Spain on the Costa Daurada by the Mediterranean Sea. Founded before the 5th century BC, it is the capital of the Province of Tarragona, and part of Tarragonès and Catalonia. Geographically, it is bordered on the north by the Province of Barcelona and the Province of Lleida. The city has a population of 201,199 (2014).

Mindelo is a port city in the northern part of the island of São Vicente in Cape Verde. Mindelo is also the seat of the parish of Nossa Senhora da Luz, and the municipality of São Vicente. The city is home to 93% of the entire island's population. Mindelo is known for its colourful and animated carnival celebrations, with roots in Portuguese traditions.

a port on the Atlantic coast of eastern Brazil, capital of the state of Bahia; population 2,892,625 (2007).

Rio de Janeiro is the second-most populous municipality in Brazil and the sixth-most populous in the Americas. The metropolis is anchor to the Rio de Janeiro metropolitan area, the second-most populous metropolitan area in Brazil and sixth-most populous in the Americas. Rio de Janeiro is the capital of the state of Rio de Janeiro, Brazil's third-most populous state. Part of the city has been designated as a World Heritage Site, named "Rio de Janeiro: CariocaLandscapes between the Mountain and the Sea", by UNESCO on 1 July 2012 as a Cultural Landscape.

Founded in 1565 by the Portuguese, the city was initially the seat of the Captaincy of Rio de Janeiro, a domain of the Portuguese Empire. Later, in 1763, it became the capital of the State of Brazil, a state of the Portuguese Empire. In 1808, when the Portuguese Royal Court transferred itself from Portugal to Brazil, Rio de Janeiro became the chosen seat of the court of Queen Maria I of Portugal, who subsequently, in 1815, under the leadership of her son, the Prince Regent, and future King João VI of Portugal, raised Brazil to the dignity of a kingdom, within the United Kingdom of Portugal, Brazil, and Algarves. Rio stayed the capital of the pluricontinental Lusitanian monarchy until 1822, when the War of Brazilian Independence began. This is one of the few instances in history that the capital of a colonising country officially shifted to a city in one of its colonies. Rio de Janeiro subsequently served as the capital of the independent monarchy, the Empire of Brazil, until 1889, and then the capital of a republican Brazil until 1960 when the capital was transferred to Brasília.