Dear cave dwellers. You might not heard yet, but Leonardo DiCaprio won his first Oscar a few nights ago. Considering the excellence this man brings to the screen, I think that we all agree it should have started with “Back dated to:” and then addressed the Revenant. Anyway Academy, we’ll forgive you, as you’ve been in way too much trouble already this awards season. I made this list below of my favorite Leonardo movies, only proving that I still have a ton to watch.
- The Titanic (1997)
Everyone can say what they want, but this is the film that introduced me to Leo. It was so romantic to my teenager heart and so desperately sad that I fell in love with him on the spot, also establishing my fear of drowning in icy water at the same time
This film was a 2015 Blinspot for me, and let me tell you, this teenagy-angst of Leo made this definitely weird adaption of Shakespear’s novel work so well.

- Inception
I watched this film a couple of years and never reviewed it and never reviewed it, because I have no clue how to address it. Typically populated with the brilliance of Nolan, it it as complex as we ever hoped it could be, and the astounding performances by the entire cast makes this film an unforgettable headache inducing shot of brilliance.
Leo’s turn as the despicable, vulgar, detestable Belfort nauseated and impressed me to no end. It is three hours of non-stop debauchery.
The heart wrenching book was brought to life by one of my favorite directors, who chose a damn excellent cast to help him with it. Baz Luhrman goes all in this feast on the eyes. Leonardo DiCaprio? He does so well as the man with too much money and too much sadness.
Honorable mention:
The Man in the Iron Mask
What to watch next of him:
The Revenant – I think that it is a given that I should watch the film that finally gave Leo the Oscar. It is by all accounts gritty and amazing, and although I do hate violence I think I will enjoy it, if only for Leo.
The Aviator – This 2004 film about Howard Hughes also seems to be a firm favorite everywhere. I read this lovely account of how he treated his assistant of that time, and it only made me love him that much more.
The Departed – Leo, Matt Damon, Jack Nicholson together? Why wouldn’t I?!
What’s Eating Gilbert Grape? Before Leo got all mature and incredible looking, he was a fantastic child actor.
What are your favorite movies of our favorite man?
definitely see The Departed and The Reverant! cant believe Titanic is so low, should be higher than #5 🙂
Great list Natasha! Great idea 🙂 I love your choices!! I loved Romeo + Juliet so much as a teenager, Titanic is a complete classic and The Wolf of Wall Street is SO entertaining! I was a little put off watching it at first just because it was so long! But within minutes I was hooked. I’ve not seen The Great Gatsby yet!! I will rectify soon seeing how much you like it 🙂 I’ve only seen Inception once, I did enjoy it but maybe not as much as everyone else.
The Departed is my favourite Leo DiCaprio film!
Thank you! I think this list made me realize how much I still need to see of DiCaprio! He’s a brilliant man. There are some people who didn’t love the Great Gatsby, but I thought it was fantastic! Inception is mind bending. My brain still hurts.
I need to watch it then!
I’ll watch The Great Gatsby! I’m sure I’ll like it, it looks divine 🙂
YOU HAVEN’T SEEN THE DEPARTED?! WHY WAS THIS NEVER ADDRESSED BEFORE! I AM HORRIFIED AND NO, I AM NOT TURNING OFF THE CAPS!!!!
WHEN YOU COME AGAIN, WE ARE WATCHING IT. IT IS ONE OF THE BEST MOVIES. EVER.
Okay. I need to b ring you up to speed on some of his other works then. Catch Me If You Can??? Please, please say you have seen it??
I totally get the Inception bit – it is one of my favourite movies from this decade for so many reasons, and I have NO idea how to set out and review it. But then, you know I am like that about things I am passionate about. I just don’t know how to write about them.
I CAN SEE THIS IS A TERRIBLE TRANSGRESSION! WE WILL NEED TO RECTIFY THIS AS SOON AS POSSIBLE.
*SUPER INNOCENT WHISTLING* NOPE…
Inception is just too hard to review! Like.. Lord of the Rings.
DAMMIT. KEEP YOUR DICAPRIO FILMS FOR WHEN YOU COME TO ME. I WILL RECTIFY THE SITUATION ALL BY MYSELF AND HAVE FUN WHILE DOING IT.
Absolutely!
Wonderful, I liked these 5 picks by you.
Great list! So much love for Titanic and Inception. I’d definitely recommend Catch Me If You Can and Revolutionary Road. The first one is more upbeat than the second, but he’s great in both. 🙂
Thanks! I need to watch both those movies. They sound pretty good.
Oh man, totally should see What’s Eating Gilbert Grape. That performance in my book makes his work in the Revenant look like child’s play. But that’s me. 🙂
Fab list friend. Really inspired to see The Great Gatsby at the top after all the crap it has taken from a lot of overblown critics over the last couple years