I like the idea of 12 mths of dates pre-planned (I am a planner!). These won't all work for us but it's a cool idea.
Get crafty and make some date night cards with different ideas and let him pick each month which one he wants to try.
What to Put Inside Open When Letters! - LDR Magazine
20 Inexpensive or Free Date Night Ideas
Personalized Anniversary or Wedding Gift, 3D Paper Location Heart, for wedding, anniversary or Valentine's Day
365 reasons why i love you box. Maybe adjust it for deployment
DIY cute anniversary gift
One Birthday card that reads I WANTED TO SEND YOU SOMETHING SEXY BUT THE POSTMAN TOLD ME TO GET OUT OF THE MAILBOX Made of Kraft brown card-220
Open When Letters - Diy Christmas Gifts for Boyfriend: