Hi Icodade,
I used to have this kind of trip about five years ago. Here is the route:
https://skyvector.com/?ll=30.8887120...%20KVDI%20KSGJ
The school I rent from (Cessna 152) was Florida Flyers in St. Augustine (I did there before my IR on single).
For planning I had SkyVector and ForeFlight (on ipad).