I have tried icom, yaesu, sgc, kenwood, elecraft transceivers and their setting for cw break in is totally different.
For yaesu, icom and sgc, you need to be on cw mode and push on the break in button which usually named as BK.
for elecraft and icom, you need to switch to cw mode and push on the VOX function to make those transceiver to transmit on cw mode.
Without switching on the break in function, your transceivers will only making cw tone without transmitting.
It is important to read transceivers manual before operating. A good ham radio operator will always keep his transceivers manual beside his transceivers in their shack.