Peel bananas and slice into pieces that are the same thickness as the bacon’s width, about 2-2½ inches.
In a medium bowl, combine banana slices with olive oil, honey, and a generous pinch of both salt and pepper; toss to coat.
Wrap bacon around banana slices and secure with a toothpick to hold together.
Place bacon-wrapped banana slices in an unheated grill pan and cook over medium heat until bacon reaches the desired crispness, turning often, about 6-8 minutes.