7. San Juan, Puerto Rico, United States
Despite Hurricane Maria, San Juan is open for business. Air fare from the Eastern US is less than $250. San Juan has many affordable chain hotels. The city is known for Old San Juan and the Barcardi Rum factory. Like many modern cities, San Juan has a variety of restaurants, from inexpensive fast food to 5-star restaurants. Inexpensive meals can be found at local restaurants for under $10.