Sicily has a way of humbling even the most seasoned mileage runner, mostly because there's no such thing as a one-stop-shopping nonstop from Richmond. Booking business class from Richmond to Palermo requires threading together a domestic connection to a major East Coast gateway and then a transatlantic hop, typically through Atlanta or JFK on Delta, or through Rome or Frankfurt on Alitalia's successor ITA Airways and Lufthansa. The most reliable routing I've used repeatedly is Delta out of RIC to JFK or ATL, then a Delta One flight to Rome Fiumicino, followed by a short ITA Airways connection down to Palermo — total journey time runs close to 15-16 hours door-to-door once you factor the connections, though the transatlantic leg itself clocks around ten hours.
Delta's A330neo and A350 Delta One suites, with their sliding doors and generous storage, make the long transatlantic stretch genuinely restful, and I always request an aisle seat toward the front of the cabin to deplane quickly for tight Rome connections. Lufthansa flyers connecting through Frankfurt should look for the newer Allegris business seats, though they're still rolling out fleet-wide, so check your aircraft type before booking; older 747-8 or A340 configurations remain common on this axis. If routing via Rome, build in at least two hours for the FCO connection — Fiumicino's transfer process between international and domestic/Schengen gates can be sluggish, especially midday. My insider tip: book the last ITA Airways flight of the day into Palermo rather than the first available connection, since afternoon Sicily-bound flights run noticeably less full and upgrades to business clear more easily.
April, May, September, and October remain the sweet spot for this routing — you avoid the punishing summer heat and cruise-ship crowds in Palermo while still catching direct ferry access to the Aeolian Islands. Because pricing on this three-carrier corridor fluctuates heavily with Delta and Lufthansa's competing transatlantic schedules, setting up dedicated fare alerts for the Richmond-Palermo corridor is the smartest way to catch the periodic business class dips before they disappear.