Fine Print:

Each recommendation is a match for all (first cities listed) or most (last cities listed if your perfect matches are less than 12) of your choices.
New cities will continue to be added and “budget” is coming. One day.

For most locations, besides non-Caribbean beach vacations, spring and fall are the best times to travel. You might come across limited options for summer and winter due to weather, surging prices, fun-depleting crowds, etc. To focus on your interests, choose answers like "I'm Flexible" and "Undecided" on other questions.