Key West, Florida

The southernmost city in Florida is Key West, a tropical holiday spot located directly on the American continent. While the city's architecture displays influences from the Bahamas, the Caribbean's turquoise waters wash up against fine white sand beaches.

Laid back, free-spirited, artistic, quirky, and scenic, Key West is one of the most unique places in the United States. Key West offers sunny skies, pleasant weather (average temperatures in the 70s Fahrenheit), stunning beaches, and a variety of tourist attractions for visitors wanting a warm-weather vacation during the winter. There will be plenty of sunshine, little rain, and no threat of hurricanes in Key West over the winter. However, given that Key West's winter season is its busiest, you should prepare for massive crowds and more expensive hotel rates. Make sure you reserve your hotel room in advance. Try one of Key West's best resorts if you want to treat yourself to a lavish getaway.