Private Jet Simpson Bay to Capri

Simpson Bay on Sint Maarten sits some 4,150 nautical miles from Capri, a distance that falls comfortably within the range of a Gulfstream G550 or Bombardier Global 6000, both suited to cruising at altitudes up to 45,000 feet across the roughly eight-hour crossing. Princess Juliana International Airport, famous for its low approach over Maho Beach, is the departure point for an island split between Dutch and French administration, known for its lively marinas and easy access to the wider Leeward chain. The journey east swaps that bustle for Capri’s quieter, more formal brand of island life, with passengers arriving by helicopter into Capri Heliport, set above the town and within easy reach of the Piazzetta, the small square that has anchored Capri’s social calendar since well before mass tourism arrived. The Certosa di San Giacomo, a former Carthusian monastery dating to the fourteenth century, offers a calm counterpoint nearby, its cloisters now used for rotating art exhibitions. Down toward the coastline, the Faraglioni stacks and the Blue Grotto’s cavern of shifting blue light remain the two outings most visitors prioritise, generally best experienced by small boat in the calmer waters of early morning. Anacapri, reached via a winding road or the chairlift climbing Monte Solaro, offers panoramic views over the Bay of Naples for travellers willing to venture up from the harbour. Given the length of this sector, cabin comfort becomes a genuine factor, and both recommended aircraft offer flat-bed rest suited to arriving ready for an evening out rather than a day of recovery. This route suits Sint Maarten-based travellers and yacht owners extending their season across the Atlantic, moving between two islands shaped, in very different registers, by sailing, sunshine and a long-standing appeal to a discerning international crowd.