Route notes
Why this routing works
This six-week multi-stop itinerary is built as a clean west-to-east sequence: New York City to Aruba, Bonaire, and Curacao, then onward to Ponta Delgada and Funchal, finishing in London. The routing groups the three Caribbean island stops first, each with six nights, before shifting to Portugal for longer one-week-plus stays and a final transatlantic finish in England.
From a ticketing standpoint, this is a straightforward open-jaw style progression rather than a backtracking route. Keeping the islands consecutive helps reduce repeated long-haul repositioning, while the move from the Caribbean to the Azores and Madeira creates a logical bridge into Europe. The stop lengths are also consistent enough to support a single six-week plan without needing rushed connections.
Timing is centered on a May departure within the April to June season window. On the ground, the trip is paced around medium-length stays: 6 nights in Aruba, 6 in Bonaire, 6 in Curacao, 7 in Ponta Delgada, and 8 in Funchal. That structure leaves the itinerary balanced between multiple stops and manageable transfer days, all within an economy fare range of $1,960 to $2,990.