Originally Posted by colojo
What steps does one take to plan and execute these flights?
Step 1. Study your airspace. Stay out of arrivals/departures you have more room to the east to play then I have here. Be ready to talk to ATC at any point of your flight.
Step 2. Take a tablet/phablet/smartphone with any nav app and draw a circle or any geometric figure on it. If unable to draw choose anything on the map i.e. VOR circle, lat/long square etc. Choose an entry point.
Step 3. Have an APRS tracker or any kind of tracker with on/off switch.
Step 4. Switch the tracker on over entry point.
Step 5. Switch off when done. Enjoy your track on Google Maps.
I am using Foreflight and having a stylus it's relatively easy to dot a figure looking at 2D silhouette. I also can print on transparency and dot it over iPad Pro. Takes a bit of time but you have some fun hand flying precisely. It's very easy to botch a sky drawing especially complex ones. Couple seconds missed on 140 degree turn and your line is crooked. I completed about 20% of what I drew because of traffic, weather, birds, winds, late/early turns, iPad puked etc