For Cayman, we have left off the Pirates Cave, the Blow Holes, and Rum Point. Two golf courses. The Hyatt course uses a special ball -- only goes half as far. One regular size course, but expensive and mediocre. Cayman does have the best restaurants, IMO. A few places have great turtle -- and it is always fresh. Everything is very laid back - we called it being on CI time. CI is the notation for the Cayman currency for which, last I checked, you got $1 CI for each $1.25 US. Those who do not scuba dive will not likely enjoy Cayman for more than 3 days/nights. Most of the nightlife surrounds eating. There a couple of true nightlife spots, but the same places gets old quickly. It is much more a 30s and 40s destination than a 20s singles crowd destination -- although there are a lot of real lookers.
I was not thrilled with Aruba but most of that was probably due to the crappy hotel -- Holiday Inn -- service and food were a joke. All inclusive meant standing in line over an hour for each meal, having to schedule your leisure activities around eating, or getting the scraps. Rented a jeep for a day and braved the back roads. It was a lot of fun but very bumpy: it did no good for the wife's herniated disc, but I liked it. I agree on the wind. Driver into the 30+ knot wind on a 250 yard par 4 went about 150 yards. The casinos were decent, but certainly not world class. The diving was nothing spectacular, which is being kind. I stopped diving after the second day because it was not worth seeing the same mostly dead reef every day. For as long a plane ride as it is, I have little desire to go back.
Dominican Republic. The Jack Tar resort was okay, but leaving the compound was risky at best. We (a bus full of us) almost got arrested after we left a restaurant refusing to pay the bill when we waited three hours for our food. As we were pulling out of the parking lot, the manager came running out screaming that our food was now ready. We said no thanks, he called the cops, we got stopped on the way back to the compound and all got to pay for the meal we did not get: it was pay or get arrested. The golf course was nice and the caddies were wonderful. The scuba was better than Aruba but not as good as most places. Power was unreliable. Brown and black outs almost every night, which made things interesting in the casino. There was partial nudity on the beech. No desire to go back. Jamaica is wealthy compared to the Dominican Republic.
I would like to go to Cuba one of these days but have no desire to risk anything with the feds. My understanding is that it is not illegal to travel there, it is just illegal to spend any money there. Kind of tough not to spend anything there. There are some exceptions -- educational trips for example - which is how some groups of lawyers have managed to make the trip.
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