Provided herein is an anastomosis assembly for connecting a first tissue portion to a second tissue portion. The anastomosis assembly includes a first anastomosis portion having first tissue engaging structures for deployment, by actuation of a deployment mechanism of a deployment device, to attach to the first tissue portion, and a second anastomosis portion having second tissue engaging structures for deployment, by actuation of a deployment mechanism of a deployment device, to attach to the second tissue portion. During delivery of the anastomosis assembly, the first and second tissue engaging structures are contained within an inner diameter of the first and second anastomosis portions.