Madeira's clifftop runway rewards patience, and getting there in comfort requires a bit of strategic routing since there's no nonstop option from Southwest Florida to this volcanic outpost. There is no direct business class from Fort Myers to Funchal, so the real decision is which European gateway you funnel through: Lisbon via TAP Air Portugal, London via British Airways, or Frankfurt/Munich via Lufthansa. Each carrier offers a genuinely different premium experience, and having routed through all three hubs multiple times, I'd say TAP's connection is the most logical for this specific pairing, since Lisbon is Madeira's natural gateway and TAP's A330neo business class features comfortable staggered seats with direct aisle access. British Airways routes through London, where you can experience the excellent Club Suite with its sliding privacy door on select long-haul aircraft, though you'll add a layover and a second security transition at Heathrow. Lufthansa's option via Frankfurt or Munich lets you sample their business class product, though the fifth-freedom hop down to Funchal is typically operated on a narrowbody with a domestic-style European business cabin, so don't expect the long-haul hard product on that final leg.
The transatlantic segment is where the real comfort lives, so prioritize the airline whose widebody business class suits your priorities—privacy-focused travelers should lean BA, while TAP often delivers better connection timing into FNC's compact, single-runway airport, where afternoon crosswinds can occasionally cause diversions to Porto Santo, so I always recommend booking morning connections into Funchal when possible to avoid weather-related disruptions later in the day. If you're transiting Lisbon, TAP's home hub gives you the smoothest MCT and a lounge worth lingering in before the short Iberia-to-Atlantic hop.
Fort Myers travelers should target January through March or October and November for the strongest business class availability and value, as these shoulder months avoid both the Florida snowbird surge and the European summer peak that packs flights heading toward Madeira's hiking and wine-harvest season. My insider tip: watch TAP's Lisbon connection times closely, since a well-timed itinerary can get you into Funchal before the afternoon wind patterns intensify, saving you from a bumpy final descent. Given the multiple routing options and fluctuating award and premium fare space across three very different alliances, setting up dedicated fare alerts for this specific city pair is the smartest way to catch the rare sweet spot before it disappears.