Fly down but take the 77 back. You can always mod the engine for more ponnies later on, the car just has the classic look, classic gauges and interior(except glove box), but what ever you do, follow your heart and find the one that most reminds you of your friend. What a great gift to get one of his cars. When you get to Key West you have to go to the sunset festival on the Southern Most point, in the continental US. It's fun to walk thru and watch the sunset , then go to Hemmingway's bar, and listen to some good blues music over a drink of your choice(mexican beer-Pacifico, with a lime is a good choice to go with the hot weather and humidity! If you have more time, stop by Mel Fisher's museum, and look at some of the gold treasures he pulled from the wreck of the Atocha. The Atocha was found on July 20, 1985. Fisher died on December 19, 1998. I was in the Keys working the day he found it. It was the largest treasure ever salvaged, worth 400 million dollars, until until 2007 when Odyssey Marine Explorations discovered a still unidentified wreck 180 miles west of Portugal. The estimated value of 500 million dollars beats the Atocha by 100 million.
Lastly if you drive down to Key West two absolute musts , time permitting, are a Rum Runner from Islamorada's(Holiday Isle Beach Resort and Marina in Islamorada, Florida Keys is the home of the Tiki Bar where the famous Rumrunner was originally created more than thirty years ago by a creative mixologist with too much stock on hand).
And by time you cross the Marathon Key Bridge, 30 miles North of Key West, You will be on Big Pine Key(where I used to work and live) and have the rare opertunity to take a side trip to No Name Pub(get directions!) and have a slice of the" Best Pizza in the Known Universe!" Have a great trip, and thanks for bringing back such fun memmories!