I was just about to ask the same question - we're travelling with 14. We were just discussing how to split checks - who's room card, who has prepaid breakfast plan, who has kids, etc, etc - and we decided to split all group dinners into 3 parties - which divides up by immediate family and hopefully doesn't make it too difficult for our server(s).
If you plan on every diner getting a separate check - and the restaurant staff agrees to it - the server should get an extremely generous tip in appreciation for the extra work!