We looked into shipping to Jamaica ahead of time, but it was WAAAAAY expensive (think $200 for 10lbs). We packed everything in our suitcases. We had 3 large suitcases, 2 garment bags (we used one to stuff our custom towels in), and the wedding dress. We traveled first class, so we had a higher weight limit, and we travel with another couple, who checked one of our suitcases for us. My mom brought down 4 lilly bowels for centerpieces, checked in a brown box wrapped with bubble wrap. All but 1 broke, which sucked. Bubble wrap really is your friend, and definitely think about weight when buying OOT stuff, because that stuff gets REALLY heavy.
I think some of the girls who had large weddings gave out their OOT bags prior to the trip. That helps a lot...