A good question.
A local answer.

Check road, cruise and walking conditions close to travel; winter access can change quickly.

Choose Bruny for an island-focused day or Freycinet for national-park walking and coastal scenery, based on the group's interests.

Ask drivers for a round-trip quote with waiting time, pickup point and cancellation terms stated clearly.

Choose the one or two valley stops that matter most and calculate real time out of the car.

Request a quote for the exact pickup, drive, group size and return time.

Choose a central stay near the first day's activities and confirm an easy arrival route with luggage.

Choose an easy return from the hotel so the evening can be relaxed.

Check the exact room's ventilation, shade and any heating or cooling equipment rather than the property's broad amenities list.

Leave enough daylight for the final drive into Hobart rather than arriving tired after a surf day.

Check current supermarket holiday hours and buy essentials before the public holiday.

Count the ferry and check-in time as part of each day's travel, not just the road distance.

City walks may need fewer layers, so choose clothes that can be added or removed.