There are pros and cons to skydiving during each time of day.
Skydiving In The Morning
Summer the early morning is cooler, so more comfortable, and the process is typically faster because of lower volume. In addition, the sky is clearer and weather is more predictable. If the weather is inclement, you are still the first to go when it clears. However, you have to arrive at 8:00 a.m. In the Winter the cool mornings are not as comfortable but you typically get to go very quickly.
Skydiving During Mid Afternoon
In Summer the mid afternoon will have the best views of cloud formations but is the hottest part of the day and the busiest, meaning relatively longer wait times. Winter afternoons are warmer than morning but usually have higher winds which may cause delays.
Skydiving During Late Afternoon
In Summer late afternoon very often has isolated thunder showers, although sunsets can be among the best views we experience. However, if there is an unforeseen delay due to weather you are the last to go which can result in a rescheduled reservation. In Winter, the late afternoon can have the same sunset views, however, the days are much shorter so any delay due to winds or weather can result in a reservation reschedule.