This is a fun thing we do once a year, where I set up a trip, tell them how far and how many nights, everyone sends me a check to pay for hotels, trips, etc. and they follow me to the destination. I always try for good roads and a good spot at the end where we intend to enjoy ourselves. This was the 2007 trip.
US 301 north of Dade city is really a nice road to travel, with lots of tree lined and canopied areas, and some nice old florida towns to pass thru.
SR 42 between Wiersdale and Altoona has a lot of sweeping curves with rolling hills as it passes along the south boundary of the Ocala national forest. When crossing the bridge at Starkes Ferry, on your right is Nelson's Fish Camp, with nightly cabin rentals and bbq every sunday.
SR 19 thru the Ocala National Forest. After turning onto SR 40 watch for the Blackwater Inn on the right as you cross the St. Johns River, you can eat inside or up on the 2nd. story deck overlooking the river. After turning onto US 17, then it is mostly rural and farm country on the county roads all the way to A1A. At the intersection of A1A & SR 100 is Finnegans Pub, has a great rooftop view of the intercoastal and the Atlantic Ocean for lunch.
A1A between Flagler Beach and Jacksonville Beach is a great ocean front ride. 
Of course St. Augustine, with a trip down Magnolia Street for a picture is a must. I love the view of the Vilano Bridge.
Jacksonville Beach to Mayport Ferry is traffic lights and city, but the ride afterwards is worth it. 
North of Mayport across Talbot Island is very scenic with grass flats and sand dune type beach area. 
Fernandina Beach is full of old historic homes and shopping area, it has the oldest continually operating bar, The Palace Saloon and the oldest hotel in florida, The Florida House. Also in the area is Fort Clinch State Park, one of the best preserved Civil War era forts you will see any where.
There is a narrow bridge at the Saint Marys River just north of Ga line.
Historic Saint Mary's has the shuttle ferry to Cumberland Island where you can get off and walk around the island and see the wild horses that are the only ones that live there.
For accomadations I would suggest Cumberland Island Inn or one of the B&B's in Saint Mary's. Cumberland Island Inn has a great lounge with live music on the weekends!!
Heading back south out of Saint Mary's is pretty rural ride. South of Callahan on US 301 is a nice forested ride thru Cary State Forest. You can smell the pine sap! CR 218 is more farmland for about 20 miles to Penney Farms.
Penney Farms has a population of about 600. It was founded in 1926 by department store pioneer J.C Penney to develop an experimental Farming village. But the real estate and stock market crash caused him to scale back to a retirement community for retired ministers in honor of his minister father. Today the Penney Retirement Community is a 192-acre home to Christian laypeople as well as clergy and missionaries. After taking the left turn on SR 16, this is a good spot to pull over and take a picture of the canopied road that you are about to travel.
Then you are tarveling along the banks of the St. Johns River on another beautiful tree canopied road.
South of Palatka you will enter the Ocala National Forest and ride just about the entire length of the forest along a great scenic route.
As you pass thru Moss Bluff, there is a little restaurant on your left called Dam Diner, great food and people.
When you get to the stop light at SR 25, you can continue across to the dead end and be in the parking lot of Gator Joe's, a much larger place than the Dam Diner, that sits on Lake Wier. This is the area where Ma Barker and her boys met thier demise back in the depression era. Both places very biker friendly.
Eventually re-joining SR 42 that you had traveled on the way north.
This is a motorcycle ride in the states Florida, Georgia. This motorcycle route has 10 scenery characteristics and other road conditions to help you plan your road trip. This motorcycle map was created by felon in October. Click here to see other Motorcycle Roads by felon