A good question.
A local answer.

If tasting whisky, appoint a driver who will not drink or use another transport plan. Allow extra time for regional roads on the return.

For a private listing, confirm the vehicle's registration, condition, pickup process and what happens if the owner cancels. Ask for a written inventory.

Freycinet offers a strong nature break, but a noon flight means a very early final drive. Check the actual travel time and rental return cutoff.

Choose Bruny for an island pace and food stops; choose the Tasman Peninsula for dramatic coast and historic sites. Both work better when the overnight matches your main interest.

Check current road alerts and weather, especially for mountain roads. Keep a smaller, easier outing available if conditions are poor.

Check the walking and boarding required on Bruny Island, at MONA and at mountain viewpoints. Choose short accessible stops and a comfortable lunch.

Avoid long rural drives after dark when possible. Give yourself a slower base so weather changes do not force a difficult catch-up day.

Check the desk's actual hours and after-hours collection process. A late flight can matter even when the car price is flexible.

Avoid relying on a tight map estimate between attractions. Fuel, meals, viewpoints and slower rural roads all add time, especially after dark.

Verify ferry and motorhome rules, vehicle dimensions and seasonal road conditions. Build rest days into the route so the dogs and drivers have time out of the vehicle.

If Cradle Mountain is the main reason for visiting Tasmania, reduce other stops and stay nearby overnight. Check road conditions and weather before fixing the drive.

Build each day around one main area and leave daylight for the final drive. Check road and park alerts, weather and ferry bookings where relevant.