1,100+ miles, 16-18 hours driving. Where you stop depends on your pace, preferences, and whether you're splitting 2 or 3 days.
Best Bet: Richmond, VA (315 mi, 5 hrs) — Halfway-ish, historic, good hotels/food, I-95 direct.
Alternative: Florence, SC (470 mi, 7 hrs) — Further, less traffic, cheaper hotels.
Day 1: Richmond, VA (315 mi) — Museums, Carytown, riverfront.
Day 2: Savannah, GA (435 mi from Richmond) — Historic squares, food scene, ghost tours.
Day 3: Savannah → Orlando (300 mi, 4.5 hrs) — Easy finish.
Day 1: Myrtle Beach, SC (750 mi, 12 hrs — push day) — 60 mi beaches, golf, Boardwalk.
Day 2: Myrtle Beach → Orlando (380 mi, 6 hrs) — Via I-95/I-4.
Day 1: Jacksonville, FL (1,070 mi, 16 hrs — long haul) — FL's largest city, riverfront, near beaches.
Day 2: JAX → Orlando (140 mi, 2 hrs) — Relaxed arrival.
Stop: Cocoa Beach / Titusville (1,150 mi) — Kennedy Space Center, surfing, 45 min to Orlando.
Your perfect stop = (daily driving tolerance) × (hotel budget) + (what you want to see).