Yes, it's high season and rates edge up, but that's only because everyone wants to make the scene and flee cooler climes. Whether you prefer a hotel right on the beach, one in the midst of Miami's trendy Art Deco or Wynwood art district, or a tower with horizon views and vast swimming pool, there's a place for you. And each December, Art Basel in Miami Beach brings together artists with knowledgeable collectors and gallerists.
One thing I can assure you of is that those countries are very modern and well organized, and they know how to deal with winters well. So you really don’t have to worry about getting stuck or things being cancelled. As for getting around, the trains are modern, and they can be reasonably priced if you buy a couple months in advance. Otherwise, flying is probably your best bet because it’s a large area and you’ll probably want to go well to the north, and the trains might take many hours. You could even rent a car, which could be good if there is more than one or two of you. Have a great trip. -Roger
It's been said Jackson Hole is where Aspen meets Palm Springs. Ski season, however, really starts in mid-December. There's world-class—not to mention some of the most vertiginous—skiing in the continental U.S. Plus, miles and miles of trails and nature to enjoy less vertically trekking through Grand Teton National Park and Yellowstone National Park. To put much of this at your fingertips, the Four Seasons Jackson Hole has a ski concierge and is a ski-in/ski-out property.
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.
In South America, and you start getting into some longer flights here, the best and safest places are Argentina, Peru, and Chile. I’m not sure if this helps you much, but at least it should let you know that you were thinking along the right lines already, and there are no obvious places that you’d overlooked. Let me know if you have any other questions. -Roger
And if you are mostly interested in adventure and nature rather than cities, you might also consider India. The cities in India are complete insane asylums, but once you get outside of them it’s a beautiful country. The area of Kerala and its backwaters are a big highlight. They’ll remind you a bit of Sri Lanka in some ways, although things are cheaper and the scenery is quite different. The various beach areas of Goa, just to the north of Kerala, are also worth considering.
The only places I’ve visited in Brazil at this point are Rio de Janeiro and the Iguazu Falls area. Both of those areas are very nice and justifiably popular. Aside from those, I hear a lot of mixed things about Brazil. I’m sure I’ll explore more of the country at some point, though I’m in no rush. Among other things, English isn’t widely spoken in Brazil (and in Latin America in general). You might know as much about the country as I do, aside from those places I’ve visited.
Ah, November. The end of the year is nearing, and most of us haven't traveled nearly as much as we planned upon. Thankfully, the second to last month of the year boasts not one, but two, holiday weekends for you to cash in on some of those vacation days and take a little sojourn to somewhere special—with family, with friends, or maybe even your significant other. But where should you go? There are a ton of places where the weather is still warm in November. But if you are looking to cash in on the seasonal appeal, there are also scores of exotic locales which count November as the peak time to travel there (