Skyscanner's 2026 Travel Trends report for American travelers lists Madeira among its fastest-rising destinations, with flight searches up about 78 percent on the year before. Portugal as a whole has been a steady favorite for years, helped by cheaper prices than much of Western Europe, mild weather, beaches, wine and a cuisine that rewards curiosity.
Skyscanner also noted in its wider 2026 data that Portugal travelers tend to book unusually early, with average booking windows around 110 days. That detail matters, because it means the best fares and best hotels tend to go well ahead of departure. If Portugal is on your list for 2027, now is a good time to start watching prices.
