Methods and apparatus to route a communication session directly to a voicemail mailbox are disclosed. An example method includes receiving a communication session initiation message from a caller at a source telephone number, the communication session initiation message including a destination telephone number and a direct voicemail feature identifier, determining that the direct voicemail feature identifier indicates that the caller requests that the call be sent to a voicemail mailbox associated with the destination telephone number, and forwarding the call directly to the voicemail mailbox associated with the destination telephone number without ringing the destination telephone number.