If you mean Puerto Rico, the drive is impossible since PR is an island!
First you would need a Bridge from Florida into Puerto Rico. You can drive from Arizona to Florida.
1 hour and 26 minutes.
According to GoCaribbean, about 3.5 hours.
From North to South about 3 hours.
It takes 5 hours by plain and 34 hours by car.
If you start in San Juan and drive around by the coastal cities, it takes very close to 6 hours according to Yahoo maps to drive around the island of Puerto Rico.
45 minutes
I recently traveled from Atlanta, GA to San Juan, PR. It was a nonstop flight and the duration was about 3 hours.
From Puerto Rico to Indianapolis it is 1,893 miles.
How long is the flight from NH to Puerto Rico
It can take as little as 2 hours or as much as 3 hours depending on traffic conditions, the time of day and the day of the week.
Puerto Rico is 111 miles long and 39 miles wide.