Road Trip: U.S. Route 1 to Key West: Known as the Overseas Highway. Start your trip in Miami, Florida with a visit to the Coral Castle, a handmade structure built over a 28 year span by one man with no modern tools. As you head into the Keys, make a pit stop at Islamorada where you can charter a fishing boat or go diving among the reefs. Drive on and stop for a picnic lunch at Bahia Honda State Park. In Key West, visit Ernest Hemingway's home & Mallory Square before sunset.