Planning a memorable escape from Miami? Explore our expertly crafted road trip itineraries and insider recommendations for 1-day and 2-day trips to Key West. Whether you’re cruising in a Mustang convertible or Jeep Wrangler, find the perfect stops for snorkeling, dining, scenic drives, family adventures, and romantic getaways. Get tips on where to eat, swim, and explore along the iconic Overseas Highway. ​ Start your Miami to Key West journey with confidence and make every mile unforgettable!