Naples is a city in Collier County, Florida, United States. It is a city on the Gulf of Mexico in southwest Florida that’s known for high-end shopping and golf courses. The Naples Pier, first erected in 1888, is the city’s symbol and a popular fishing and dolphin-spotting destination.

Jacksonville is the largest city by population in the U.S. state of Florida, the 12th most populous city in the United States and the largest city by area in the contiguous United States. It is the county seat of Duval County, with which the city government consolidated in 1968. Jacksonville is in the First Coast region of northeast Florida and is centered on the banks of the St. Johns River, about 25 miles (40 km) south of the Georgia state line and about 340 miles (550 km) north of Miami. The Jacksonville Beaches communities are along the adjacent Atlantic coast. Its riverine location facilitates two United States Navy bases and the Port of Jacksonville, Florida's third largest seaport. Significant factors in the local economy include services such as banking, insurance, healthcare and logistics. A regional business center, it also has many museums and cultural offerings.

St. Petersburg is a city in Pinellas County, Florida, United States long known as a vacation destination for both American and foreign tourists. Founded in 1888 by John C. Williams, it is popular for its pleasant weather (hence its “Sunshine City” nickname), making it popular for golfing, boating, fishing and beachgoing. American Style magazine ranked St. Petersburg its top mid-size city in 2011, citing its "vibrant" arts scene.

Tampa is a Gulf Coast Bay city in the U.S. state of Florida. It serves as the county seat for Hillsborough County. Tampa is located on the west coast of Florida. The population of Tampa in 2000 was 303,447. According to the 2009 estimates, the city's population had grown to 343,890, making it the 54th largest city in the United States. The current location of Tampa was once inhabited by various indigenous cultures, most recently the Tocobaga. It was spotted by Spanish explorers in the early 16th century, but there were no permanent American or European settlements in the area until 1824, when the US Army established a frontier outpost called Fort Brooke at the site of today's Tampa Convention Center. The village of Tampa began as a small group of pioneers who settled near the fort for protection from the Seminole population in the area.

Orlando is a major city in the central region of the U.S. state of Florida. It is the county seat of Orange County, and the center of the Greater Orlando metropolitan region. The Orlando metropolitan area has a population of 2,082,628 and it is the 27th largest metropolitan area in the United States, the 5th largest metropolitan area in the Southeastern United States, and the 3rd largest metro area in Florida. The city-proper population is 235,860 making Orlando the 80th largest city in the "United States". It is Florida's fifth largest city by population. Orlando was incorporated on July 31, 1875, and became a city in 1885.