I sent my invites out as soon as I had a wedding date. My wedding is November 30, 2013, all of my invitations have been sent out. Since my guests had to book and pay their first deposit before December 10 (to get a good deal $1299/inclusive), so I went ahead and sent out the invitations for people to book. Now, before the 2nd deposit is due (Feb 10) I will send a reminder (cute letter, info on the hotel etc...) Then onto the OOT bags! LOL