Preheat oven to 350°F (175°C) and line a loaf pan with parchment paper.
In a skillet, melt butter and brown sugar over medium heat.
Add banana slices and cook until caramelized, about 3 minutes per side.
Mash caramelized bananas in a bowl and let cool slightly.
Stir in melted butter, brown sugar, eggs, and vanilla extract.
In another bowl, whisk together flour, baking soda, salt, and cinnamon.
Gradually fold dry ingredients into the banana mixture until just combined.
Pour batter into the loaf pan and smooth the top.
Bake for 50-55 minutes or until a toothpick inserted in the center comes out clean.
For the glaze, whisk powdered sugar, coffee, and vanilla extract until smooth.
Drizzle the glaze over the warm banana bread and let it soak in.