77. Key West, Florida
The winter highs here in Key West in the Straits of Florida easily broach the 70s. Indeed, the famous Florida Keys offers a truly tropical getaway right in the USA. Take a cruise along the state’s 113-mile Overseas Highway — one of America’s most scenic drives.
Then enjoy exploring the isle’s beautiful beaches and palm tree-lined streets too. You’ll find many historic attractions that you can take in for free as part of self-guided walking tours. Several local historical societies even provide brochures and audio tour information. Book a room at The Gates Hotel Key West or Kimpton Winslow’s Bungalows.
