In 16 days this will be our 7th trip and there is no other place we would vacation! 1) I have dressed up for theme nights and I have worn whatever felt comfortable for me on those nights as well, it does not matter if you participate you will have a good time regardless! (even though I now enjoy participating) 2)Boobs Cruise is the same you can choose to participate by taking your top off or you can leave it on either way you will have a blast! 3)For the restaurants my hubby just brings jeans and his tennis shoes! And I bring a few cute dresses or shorts and nice shirts!