During the annual St. Paddy's Day Bar crawl, an out of work bar owner/[or whatever is his description] gives one last try at rekindling a romance with his old flame while weaving through the fun of Irish shenanigans and the difficulty of confronting his past. Not sure if that's any shorter, but usually in a logline you don't have character names but instead character descriptions: During the...Crawl, a loveable loser tries to rekindle with the one who got away but needs to confront his past before he will have a future. Hmm, not much better, but I like this idea (living in Chicago and Boston) I can relate.