Janet and Lisa -
I know your pain. I lived in NYC and could barely ever get my H to go to a Broadway show. I now go two or three times a year with my friend, whose H also doesn't care for the theater. My last "vacation" was 7 years ago. We went to a campground with 2 cars. I took the day off from work so we could leave early. Due to H's dilly-dallying, we didn't leave till after dinner. We missed a whole day of activities I'd paid for and we got there too late for H to set up the tents so everyone else had to sleep in the cars with me. Yup, I was actually planning to sleep in the car on my vacation.
As for your bucket list. both New Year's Eve in Times Square and the fireworks over the Hudson in person are way over-rated. I've done both, at ages 18 and 27 respectively and would never do either ever again. It was crowded and, remember, I am a born and bred NY'er so I am used to crowds but these were too much for me... Also, since 9/11, you have to stand for hours before midnight and you can't sit down or pee unless you wear an astronaut diaper.
Also, the $99 deal is probably a time share come on. They require both halves of a couple to attend together and will have you attend a sales pitch. They are getting savvier so they may now sell them as a dinner meeting.
I have given up on ever having a vacation with my H. It's ok because I can't stand being around him anyway. Maybe though if we did ever spend some unstressed time together, I might remember why and how I loved him for all those many years, because I did.
Hope it turns out better for you and if you ever do want to come to NYC to see a show, I'd love to meet you.