A medical device and method are provided for accessing a side branch in an artery utilizing an on-board imaging device. The device includes a catheter having a sidewall, an internal lumen, and a side port formed through the sidewall. A perforating guide wire has a proximal portion within the internal lumen and a distal portion arranged to be movable out of the side port. The guide wire can be delivered through the side port to a side branch artery when the catheter is deployed to a location with the side port aligned with the side branch artery. In one embodiment, the catheter includes an on-board imaging system disposed adjacent the side opening. The imaging system images tissue adjacent the side opening to assist with alignment of the guide wire to enter a side branch and/or cross an occlusion within the side branch.