like @perianjay, i also planned on my guests paying less than what they are being asked to pay. at the end of the day, the price is still reasonable and checked off every "must have" on our list.
initially i was set on march break (because of my teacher friends) and anywhere but cuba. the rates i was getting back for "smaller" resorts that met our criteria were astronomical. i couldn't imagine my wedding without two of my best friends there (the teachers), but i also couldnt imagine asking guests to pay $2200+. i talked to my girls and they both said "i will make this work". we are still in the process of having people put down their deposits for our june 2016 wedding and my one teacher friends is able to come saturday through wednesday and my other teacher friend has applied for the days off.
anything is possible. i made sure we were getting married at the beginning of our trip so that even if they could only get away for a few days, they could be there with us on the big day.
if the rates you get back are much higher than you expect, don't be discouraged...play around with the dates (maybe over a long weekend so the teacher doesn't have to take so many days off?). picking a resort and trying to make everyone happy is SUPER hard...as is getting people to pay their deposit. thats as far as i've gotten in our planning but from what i read on here, these are the two toughest things.