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This is something I have wanted for a while and haven’t found, but it feels like something that current AI systems ought to be able to do, so I’m hoping there’s a website I can go to to do what I want. And maybe it’s just ChatGPT.

What I’m looking for is the ability to search for travel/vacation options where there is a range of destinations and dates that would be acceptable. Like right now I’d like to know what options there are for 4 day Caribbean vacations from Baltimore in February with direct flights.

But all the normal travel sites want you to enter exact values for the two things I am flexible on, date and destination. So to actually do my search above would require many hours of clicking through individual searches.

Surely this is a common enough situation that somebody has solved the problem, right?