Lisbon is basically the friend who always insists on splitting the bill and covers your dessert. It's consistently one of the cheapest cities to fly into from North America and elsewhere, thanks to super competitive airlines like TAP Air Portugal and Ryanair.
Once you land, you can grab a pastel de nata for about a euro and ride the iconic Tram 28 for pocket change. The city is a masterpiece of hills, tiles, and soulful Fado music, and it won’t drain your bank account. Plus, the sunset from Miradouro da Graça is best enjoyed with a €2 beer in hand.
Pro tip: Don’t try to eat a pastel de nata in one bite—the lava-hot custard will remember what you did. Let it cool, or prepare for a hilarious, painful memory.