The plot of Jack Goes Boating focuses on the blossoming relationship between Jack (Hoffman) and Connie (Ryan) and the slowly disintegrating marriage of their close friends Clyde (Ortiz) and Lucy (Rubin-Vega). The movie is based off a play of the same name (with Hoffman reprising his stage role). Some of it feels much better suited to a film than a play while some of it follows the opposite logic. Its theatrical roots are very clearly evident: the whole movie is basically a collection of conversations with the occasional city shot interspersed between people talking about the events going on in their lives. We witness very little with our own eyes. I wish Hoffman had spent more time in the adaptation so that this film shows instead of tells. However, there were two things about the film that could not be replicated on stage. One was the close-up shots of the characters (because Hoffman "wanted to see them think") and the second was the "visualizations" that Jack does to prepare himself for a new endeavor. This one scene sticks out in my head where we see Jack leave his swim practice and walk over a bridge. He stops in the middle, looks out at the cars passing underneath, and lowers his head. He closes his eyes and suddenly he is in a swimming pool. We see what he sees and then we see it blend with the reality of his situation--and it is a remarkably poignant moment.
The best thing I can say about this movie is that it stays with you. As seems to be more and more common with independent films, the two leads are awkward and risk-averse, fearful of relationships due to perceptions of their own quirks and shortcomings. I left the theater not thinking much of them, but the characters wouldn't leave my mind. I began to see the depth and realism imbued in the actors' performances, and the tragedy and the hope that their stories bring. It made an impact on me. The romance between Jack and Connie is tender and heartfelt, the frustration between Clyde and Lucy is left appropriately below the surface, but you can see them struggling at every moment to maintain the appearance of a wonderful marriage. And despite some of the film's flaws, I think that the movie's ultimate goal was to make the audience think and wonder about the life of the characters before the movie begins and after the movie ends. It succeeds on that point admirably well.
Philip Seymour Hoffman's directorial debut is surprisingly adept visually, but on the whole was not as impressive as I was hoping it would be. Apart from certain shots and visual flairs, most of the cinematic elements simply serve the purpose of turning this play into a movie, and have no inherent artistic quality in and of themselves. It's not a poor first feature by any means, but it's certainly not the best I've seen. Watch it if you are a fan of Philip Seymour Hoffman or indie romances with oddball characters, but understand that it may not be exactly what you expect.IMDb link: http://www.imdb.com/title/tt1278379/