Hmmm…there may not be a Wow Factor in Puerto Rico, especially if you are that used to Caymen. I was thinking more about a really nice place that was easy and with great weather. Costa Rica could have the Wow Factor, however. The country is something like one-third national parks and it is packed with great scenery and adventure activities. It is the zip-lining and canopy tours capital of the Americas, so there are many great options along those lines. And there is the volcano and hot springs and really nice beaches. I’m not sure what you’d consider a Wow Factor, but Costa Rica is probably the most Wow destination other than Hawaii.
I have been reading the thread with great interest. I took my 2 daughters aged 11 and 18 to SE Asia in December and they loved it. Siem Reap – lovely vibe over new year and not too busy. Would stay longer than 3 days because the heat and humidity slows you down and you would rather want to cool down in the hotel pool in afternoons and try and squeeze in more than 1 wat in a day. Easy to get around and good food and vibe in Pub Street.
Aside from Indonesia you might also consider Thailand, which has great infrastructure so it’s much easier to travel with young children. Phuket has by far the most options, and its rainy season usually ends in early November. For families I recommend Kata Beach and Karon Beach, which are both just south of the main shopping and nightlife town of Patong Beach.
From November through February there are literally no European cities that could qualify as having “great weather.” We list Tenerife below because it's technically in Europe, although not really much of a cultural destination. Antalya, Turkey (which technically isn't even in Europe), has the closest thing to a sunny climate with acceptable temperatures. So during the winter Europe is all about cultural tourism, and lower hotel prices make it especially appealing for those who like to stretch their travel budgets and avoid crowds at the same time.
It’s no wonder this charming southern city has become an increasingly popular destination over the past few years among domestic and international travelers alike. You’ll find rich history, delicious food, swoon-worthy architecture, and of course—perhaps most importantly—unparalleled southern hospitality. Mild temperatures (think high 60s and low 70s) during the month of November make it an ideal time to visit. While you’re in town, be sure to check out the new South Carolina Historical Society Museum, which opens in September. The building is a National Historic Landmark, and promises to be a major draw for history buffs. There are plenty of great boutique hotels to choose from, but our favorites include 86 Cannon, Zero George, and The Dewberry.
If you’re a bit more on the timid side, you can always use Yelp and TripAdvisor to get good insights on places people have visited. As a disclaimer, some of the ratings may not be accurate on these sites, so make sure you go through and read some of the more recent reviews that people have written. We did this for a few of the places we visited and had no issues. 
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