Cabo San Lucas, commonly called Cabo in American English, is a city at the southern tip of the Baja California Peninsula, in the Mexican state of Baja California Sur. Cabo San Lucas together with San José del Cabo is known as Los Cabos. Cabo is a varied destination that captures the essence of Baja Peninsula in its many resorts, championship golf courses, world-class dining and amazing outdoor activities. The city also houses a range of wildlife including rays, sharks, birds like eagles and a range of fish like mahi-mahi (dorado) and stripe marlin. For much of its history, Cabo was a sleepy, remote fishing port which was generally accessed either by ship or a three-hour drive from La Paz. In 1977, the airport to the north of San Jose del Cabo was expanded to handle jet aircraft and international flights, thereby launching the transformation of Cabo into one of the most popular resort destinations in Mexico.

San Francisco, officially the City and County of San Francisco, is the financial, cultural, and transportation center of the San Francisco Bay Area, a region of 7.5 million people which includes San Jose and Oakland. The only consolidated city-county in California, it encompasses a land area of about 46.9 square miles (121 km2) on the northern end of the San Francisco Peninsula, giving it a density of about 17,179 people per square mile (6,632 people per km2). It is the most densely settled large city (population greater than 200,000) in the state of California and the second-most densely populated large city in the United States after New York City. San Francisco is the fourth most populous city in California and the 13th most populous city in the United States, with a population of 805,235 as of the 2010 Census. The San Francisco-Oakland-Fremont metropolitan area has a population of 4,335,391.

Costa Rica is a small, rugged, rainforested Central American country with coastlines on the Caribbean and Pacific. Since the late 1980's Costa Rica became a popular nature travel destination, and its main competitive advantage is its well-established system of national parks and protected areas and home to a rich variety of flora and fauna. Costa Rica is also known for its beaches, volcanoes, immense biodiversity and progressive environmental policies, being the only country to meet all five criteria established to measure environmental sustainability.

Havana, officially Ciudad de La Habana, is the capital city, major port, and leading commercial centre of Cuba. The city is one of the 15 Cuban provinces. The city/province has 2.1 million inhabitants, the largest city in Cuba and the second largest in the Caribbean region, after Santo Domingo. The city extends mostly westward and southward from the bay, which is entered through a narrow inlet and which divides into three main harbours: Marimelena, Guanabacoa, and Atarés. The sluggish Almendares River traverses the city from south to north, entering the Straits of Florida a few miles west of the bay.

Miami is a major city located on the Atlantic coast in southeastern Florida and the county seat of Miami-Dade County, the most populous county in Florida and the eighth-most populous county in the United States with a population of 2,500,625. The 42nd largest city in the United States, with a population of 433,136, it is the principal, central, and most populous city of the South {Florida} metropolitan area, the most populous metropolis in the Southeastern United States. According to the US Census Bureau, Miami's metro area is the seventh most populous in the United States, with an estimated population of 5,547,051 in 2009. 

Acapulco (officially known as Acapulco de Juárez) is a resort city in the state of Guerrero on the Pacific coast of Mexico. It is located on a deep, semi-circular bay and has been a port since the early colonial period of Mexico's history. It is a port of call for shipping and cruising lines running between Panama and San Francisco, California, United States. The city of Acapulco is the largest in the state, far larger than the state capital Chilpancingo. Acapulco is also Mexico's largest beach and balneario resorted city. The city is best known as one of Mexico's oldest and most well-known beach resorts, which came into prominence in the 1950s as a getaway for Hollywood stars and millionaires. Acapulco is still famous for its nightlife and still attracts many vacationers, although most are now from Mexico itself. The resort area is divided into two: The north end of the bay is the "traditional" area, where the famous in the mid-20th century vacationed; and the south end is dominated by newer luxury high-rise hotels.

Cartagena is Colombia's most famous tourist destination on the Caribbean coast. The city is renowned for its colonial and colourful architecture. With a tropical climate, the city is also a popular beach destination. The city was founded on June 1, 1533, and named after Cartagena, Spain, itself after the original Carthage in Tunisia. However, settlement in this region around Cartagena Bay by various indigenous people dates back to 4000 BC. During the colonial period Cartagena served a key role in administration and expansion of the Spanish empire. It was a center of political and economic activity due to the presence of royalty and wealthy viceroys. In 1984 Cartagena's colonial walled city and fortress were designated a UNESCO World Heritage Site.

Puerto Quetzal is Guatemala's largest Pacific Ocean port. It is important for both cargo traffic and as a stop-off point for cruise liners. It is located in Escuintla department, alongside the city of Puerto San José, which it superseded as a port in importance to the country's maritime traffic during the 20th century. There is also several bars, hammocks to relax in, a restaurant, and performances from Marimba bands.