I'll second that one - made that drive a couple times. My advise is avoid the Miami airport at all costs. Have flown in to Ft. Lauderdale for a couple decades but it was easy and simple. Miami beach is nice but brutal traffic. Key West oddly doesn't have any worthwhile swim beaches. Truth be told we had a much better time on the drive than at the destination. Sunset diners on the gulf side, random fun parties at hotels on the atlantic side, various places in the keys to wander around.

Another really good drive is Skyline Drive / Blue Ridge Parkway. Off season with a rental car (the fastest cars ever built) can be a lot of fun. A side trip to Monticello is totally worth it. The Chesapeake Bay Bridge and Tunnel is a cool drive too. One road trip that's still a bucket list thing is a boneyard crawl through Arizona / New Mexico.