Ponta Delgada remains one of the Atlantic's quiet business class secrets, and there's no nonstop path from Southwest Florida to São Miguel—so booking business class from Fort Myers to Ponta Delgada always means routing through a major East Coast or European hub. In practice, that translates to connecting via New York-JFK or Newark on Delta or United, or through Charlotte or Philadelphia on American, before catching a transatlantic leg into the Azores, often via Lisbon or Boston depending on seasonal scheduling. The direct transatlantic flight time is roughly six hours once you're airborne on the long-haul segment, but total journey time including the connection typically runs eight to eleven hours door to door—worth knowing before you commit to a tight layover.
Having routed through JFK and Newark repeatedly on this itinerary, I'd steer travelers toward Delta's JFK hub whenever possible: their A330 and A350 business class cabins, with lie-flat suites and Delta One service, offer a noticeably more restful transatlantic experience than narrower configurations on some competitor widebodies. United passengers connecting through Newark should look for Polaris-equipped 767 or 777 aircraft on the long-haul leg, while American flyers routing through Philadelphia or Charlotte will find Flagship Business on select 777 and 787 aircraft heading toward Europe, with onward connections arranged via partner carriers into PDL. My insider tip: build in at least a 90-minute connection window at JFK or Newark during winter months, since Azores-bound flights often depart from gates requiring a terminal change, and January storms can compress connection times unexpectedly.
The sweet spot for this routing falls in January, February, March, October, and November, when transatlantic business class award and revenue pricing softens considerably compared to peak summer demand, and the Azores' mild shoulder-season weather makes exploring São Miguel's volcanic coastline far more pleasant than fighting July crowds. Because pricing on this indirect, multi-carrier routing can shift quickly with fare sales and seasonal demand, setting up automated fare alerts is the smartest way to catch a premium-cabin deal before it disappears.