Kentwood checking in
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The times that we've driven were all over spring break. We'd leave on Friday afternoon, right after the kids get out of school, and drive until about 10pm. That usually put us somewhere in southern Indiana/Northern Kentucky. Then we would drive all day Saturday and stop around Lake City, FL, which left us about a 2 hour drive to WDW on Sunday. By doing it this way, we would arrive in WDW in the morning/early afternoon instead of 10-11pm, which would be a waste of an onsite hotel night. This also allows us to sleep in a bit on the final day of driving so that we are well-rested and ready to start our trip.
For our trip home, we would leave early (around 9am) and drive until about 10pm. This usually put us in the middle of TN or southern KY. **BE WARNED!!! If you are traveling up the I-75 corridor during spring break and plan to stop overnight....MAKE A RESERVATION!!** We saw so many tired, haggard and frazzled families come into the lobby and beg for a room. They said that they'd been driving north for HOURS looking for a hotel with vacancy. We ended up getting stuck in traffic and didn't get to our hotel until about 11pm (when we'd planned to be there by 10) but at least we had a room. If we'd been early, we would have just chilled and took advantage of the extra sleep. The next morning (Saturday), we'd drive until we got home. That left us with Sunday to rest and recover before going back to school/work on Monday.
My kids first drove to WDW in 2010 when they were 4 and 6. We had DVD's, coloring books, and such and they really enjoyed the ride. One thing that really helped was stopping for food at restaurants with a play land. What we did was order food for DH and I and while we sat down for a "quiet" meal, we let the kids run loose in the play land for about 20 minutes. Then, I would take them for a potty break and DH would order their food to go. The kids would eat once we were back on the road. This helped minimize the amount of time we were stopped while still allowing the kids to get their legs moving. We would also get fuel each time we stopped for a meal. This way, we didn't have to make "extra" stops.
We've driven to HHI twice and WDW once with the kids and they still can't decide whether they driving or flying better. They have always endured "long" road trips, ever since they were little. My DH has family in the UP and he takes the kids up there about once a month during the summer (on the weekends that I am at work) and that is 8 hours of driving time, one way. They love it!