FI and I just had this conversation last week. This is the 2nd marriage for both of us. My first one I did what everyone else wanted and didn't get the wedding of my dreams. This time as long as we're both their with his 2 kids, that's all that matters to us.
However, we did poll family & friends to ask what time of the year would work best for them and everyone said - Pick a day, we'll be there.
We are looking at Cancun because its cheapest/easiest to fly into and then guests can stay wherever. The future in-laws have timeshares there so they'll probably get 1-2 rooms and have a bunch of people stay with them.