Plan a flight
Two airport identifiers, a cruise speed, and the route is briefed from end to end: the warnings in force along the line, pilot reports near it, the winds at every cruising height with the time en route they give, the weather now at both airports and at the public airports along the way, the restrictions near the line, sunset at the destination, and the radar pictures for the regions crossed. Everything comes from the government's aviation weather service and the FAA, refreshed every few minutes. For planning, not a briefing.
Use the FAA identifier (SBA, 1O2) or the four-letter code (KSBA). The airport's own page shows its identifier under its name. Some routes to try: Santa Barbara to Las Vegas, Teterboro to Palm Beach, Centennial to Salt Lake City, White Plains to Martha's Vineyard.
Along the route
The straight line between the two airports is sampled every ten miles and tested against every SIGMET, AIRMET and restriction area in force; a pilot report within fifty miles of the line counts, and a warning within twenty-five.
Winds and time
The forecast winds at the points nearest the line are read at each legal cruising height for the direction of flight; the head- or tailwind along the track, the ground speed and the time en route follow from the speed you choose.
At the ends
The observation and forecast at both airports, the destination forecast at the estimated arrival, and sunset there, so a flight that lands in the dark is flagged before it leaves.