Kayak Explore
If you want to travel somewhere and spend the minimum possible, and your schedule is flexible, you should try Kayak Explore. On one screen, you can view the lowest price available for each destination, for the next 12 months. You can narrow results by season of the year, month, destination and more. Sometimes I use it for fun, just to see what is out there.
The regular searching tool on kayak.com is also good to know about. It’s similar to Google Flights when looking for flights but it also gives you the option to look for rental cars and hotels.