Winter Park is one of the few places in the state that you can get off an Amtrak train and walk around for the day in the immediate area.
If anyone has been wanting to take a day trip on Amtrak, this is how to do it:
There are two trains from Jacksonville heading south:
Amtrak 91 (Silver Star) departs at 7:15am and arrives in Winter Park at 9:54am.
Amtrak 97 (Silver Meteor) departs at 9:48am and arrives in Winter Park at 12:27pm.
The Winter Park Amtrak station is right in the middle of Central Park, with restaurants, shopping, hotels, boat tours, and Rollins College all right there, no car needed.
To get back:
Amtrak 98 (Silver Meteor) departs Winter Park at 2:14pm and arrives in Jax at 5:10pm.
Amtrak 92 (Silver Star) departs Winter Park at 7:41pm and arrives in Jax at 10:37pm.
Since these trains are coming from NYC and Miami they can be running late (many hours late).
Here is the real trick... most people don't know that Amtrak tickets are valid for one year from issue. You can buy a rountrip ticket and use it on a day that the trains are running on time (check train status online before going to the station). Also, I'd buy a ticket for the two earlier trains. I've never had a problem using an early ticket on a later train since they take the exact same route.