I've gone to Hawaii about 6 times with my wife, because she has family there. I've visited most of the major islands (Maui, Oahu, Kauai and Big Island)... I liked Kauai the most. Probably Oahu the least.
My family went on a cruise to the Caribbean one year. I liked Nassau, Bahamas by far the least. The best was St. Maarten.
Took a trip across Ireland. I really enjoyed the small towns like Dingle. Less so Dublin.
Last year we took a trip to Tokyo, Shanghai and Beijing. Definitely liked Tokyo the most. Not anxious to re-visit Beijing.
I've traveled all around the States for work. Probably boring for most of you guys since you likely live on the East Coast, but I really loved staying in Manhattan. I see why people fall in love with that city, but it's probably easier to enjoy when you're spending most of your time discovering exciting restaurants/bars and seeing broadway shows. I also really loved the work trip I took to New Orleans, but that was partially because it was in the midst of the Superbowl excitement. I'd love to go back there. Such an interesting scene and I really love music. Maybe the worst place I've traveled for work was Southern Illinois. Boring. I also didn't really enjoy Dallas, but I might have visited the wrong spots. I saw everything I'll ever need to see about Cleveland in a couple days. There's nothing to do there, but it was surprisingly clean and casual.
I really want to see more of Europe. I think we might go to Italy next. Maybe Northern Italy. My wife wants to see Crete. She also wants to visit Australia and Singapore. We just got married and I'm not really sure where we'll have our honeymoon. Open to suggestions.