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Island, National, Enterprise above all been good with me. Think I might have used Hertz too.
Land in western Mobay and trying to pop into eastern Porti first thing sounds like a hike… There’s at least one night of sleep in there somewhere
Landing in Mo Bay, staying the night and grabbing rental car in the morning. Are you saying the drive to Port Antonio isn’t doable in one day? I used to take the Supa back in the day and even road my mountain bike from Mo Bay to Port Antonio once! (Over three days mind you. Mo Bay to Duncan’s Bay, then Duncan’s to Exchange near Ochy, then Ochy to PA)
If you’re staying the night, waking up fresh and early making the trip, then yes you could dedicate the day to that and make sure have somewhere lined up to crash when you get to Port Antonio.
Traveling to the airport, flying to JA, landing, getting a car and then trying to drive to Port Antonio same day is what I would advise against
If you can afford the night, it’s easier to pick up your car at the airport than going back for it in the morning, I think