I think a side trip or two will be a great idea. Singapore is a large and very interesting city, but you can see everything that you want in maybe 3 days or so. You have almost limitless options if you include the possibility of a flight. Even though Singapore itself (especially hotels) is kind of expensive, you can get cheap flights to all points of Asia from there, and the airport is awesome. Air Asia and Tiger are two great low-cost airlines with many flights out of Singapore, so you could check their destinations and find something good.


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.


If you’ve got 5 to 7 days and are starting in India I don’t think you want to fly halfway around the world, so it’s probably best to go somewhere between Dubai and Bali. Dubai has cheap flights from most places and it’s very family oriented with large play parks inside shopping malls and that sort of thing. You could get an apartment there in one of the many apartment-hotels for a reasonable price, and the December weather should be pretty good as well.
Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.
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.
You would probably get some rain in Cartagena in November, but mostly in the first half of the month, and even then it tends to come down in short bursts rather than all day, so it’s usually easy to avoid. I love Cartagena for trips like this because the walled historic part of the city is really lovely and fun, with plenty to see and do. The nearby beaches are big, but the sand isn’t white and fluffy, so they won’t make too many “best beaches” lists. It’s also very cheap there, and especially at the tail end of the off season like that. As long as you don’t mind the possibility of a couple of quick rain storms, it should be great.
From December through February there are literally no European cities that could qualify as having “great weather,” except for the Canary Islands, which is listed below. 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.
However, I would probably recommend staying closer to the US, unless you are really interested in the Asian cultures or that kind of experience. If you are mainly just interested in family time and a fairly easy holiday for all, and you aren’t specifically interested in getting to know an Asian culture and its food, I think I’d stay in the Americas.

Similar to so many on this list, Cape Town begins its busy season in the second half of December, so November is ideal in that the weather is nearly perfect and you don't have to worry about high-season crowds or prices. This is a city that has things available at almost any price level. Many of the hotels cater to the 4-star resort crowd, but there are also plenty of hostels and cheap hotels so backpacker-types should be able to get by on a low budget.


I’m in the Texas Hill Country myself at the moment (Kerrville to be exact), so we are almost neighbors. It really depends on whether you’d like a city or a beach or national parks and such. My first recommendation is Mexico City. You’ll be able to get cheap flights from Dallas, and the weather there in November is very nice and dry. Honestly, the whole huge city center is as nice as any large Texas city, and the architecture is far more interesting. You can even visit some pyramids just a bit outside of town. Before I went I assumed Mexico City would look run-down like many border towns, but it’s actually very fancy.
“November in the desert evokes similar feelings in our hearts as springtime does for most of the world,” says Palm Springs-based Chef Michael Beckman, whose restaurants Workshop and Truss & Twine are among some of the city’s most popular hotspots. “We can set back out hiking, cycling, dining al fresco—all the things that make this place iconic—while the rest of the country is steeped in winter storms.” The Parker, The Colony Palms, and L’Horizon are generally considered the area’s top hotels, but design enthusiasts will relish the chance to stay in one of the area's signature Mid-Century Modern homes (AirBnB has hundreds available.) One thing not to miss: dinner and dancing at Melvyn’s, the beloved Old Hollywood haunt that counts Frank Sinatra, Elvis, and Marilyn Monroe as some of its famous regulars.
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.

I am trying to find advice on going to Cartegna, Colombia with my husband and 2 daughters next month, November 2017. We have never been there been, speak Spanish, and like the idea of the history and the hot weather. There is a US Travel Warning to Cartegna (as of June 2017) and I am thinking of cancelling our trip. There are so many websites of things “not to do” and “do not go there” and “do not where that” and “always have a full tank of gas” that I am scared. AND, the Travel Warnings says kidnapping! Do you think we should cancel and go to the Caribbean instead?


Tamarindo and Smara are two of the most popular beach areas, but there are other good choices in the area as well. This part of Costa Rica is known for large chain resorts on the beach, and the 4-star resorts can be pricey, while the more traditional 3-star hotels are still very reasonable. Costa Rica is obviously one of the hot countries in December in both temperature and popularity, so book early.

My Husband and I plan to holiday in a warm place in December from the 20th away from Namibia where we live. We are not looking at South Africa at all. We would like to see interesting places and cultures. We are not the beach type. We are interested in scenery as well. We visited China last year and it was too cold. We don’t surf and we don’t snorkel. We love people, not too expensive shopping, wildlife and birds.
November brings the annual Vodafone Mexefest Music Festival (Nov. 24-25), a gathering of popular artists in venues throughout Lisbon. The Lisbon & Sintra Film Festival, in its 12th year, is a celebration of cinema with directors, actors, artists, musicians, and writers in town for the event (Nov. 16-25). Billed as the “largest technology conference in the world,” Web Summit began in 2010 as a way to connect industry and the technology community (Nov. 5-8). The year’s new wine and the ripening of chestnuts are celebrated with the Magusto, on Nov. 11, St. Martin’s Day. The holiday spirit becomes apparent at the end of the month, with colorful lights and roasted chestnut vendors along the streets.
Every year it goes the same way. My mom calls me up a few weeks before Thanksgiving and asks me, “You are bringing green bean Casserole this year, right?” before she launches into a chorus of “You have to! No one else makes it just like you do!” Green beans have become “my thing” around the Thanksgiving holiday, and it’s the dish that I am expected to bring to dinner each year.
It looks like you’ve been to most of the more popular options for winter holidays already, and since you listed them I assume you want to go somewhere new. The one that is missing, which I think could be perfect for you, is the Guanacaste area in northern Costa Rica. The weather will be perfect and you should be able to get a reasonably priced flight into nearby Liberia Airport. There are a variety of smaller towns along those beaches, and Tamarindo might be the most famous. They offer a mix of traditional hotels and resorts in smaller towns along with newer 4-star and 5-star hotels on large properties that tend to be away from the towns. The weather will obviously be similar to Panama, as long as you were on the west coast. Costa Rica is the adventure capital of Latin America and one-third of the country is national parks, so there is plenty to see and do. There isn’t much history there, but you can’t have everything.

There is no better time than December to discover a still (somewhat) under-the-radar part of the Caribbean. This verdant, five square mile island has seen a lot of activity recently, from a new mega yacht club to a Soho House to the Mandarin Oriental's first property in the Caribbean. More is on the horizon for this picturesque piece of paradise, but go before everyone else discovers it.
As for Europe, it’s the low season there at the end of the year and you might be able to find a reasonable flight. Have a look at my list of best Europe destinations in December for weather and comments about each of the better places. If money is tight then Europe can be challenging because getting from place to place can add quite a bit to the daily total. I think two weeks in Spain and Portugal could be very nice, with reasonable weather and relatively low prices. Let me know what you think and I can try to help you more. -Roger
You mention New Zealand and of course it’s summer there then, so it would be a good choice. However, all of these places will be crowded and near peak hotel rates if they are warm. So I’ll be happy to give you advice if you tell me if you’d rather visit one or more European cities in the cold season, or if you are looking for a warm place like New Zealand where it will be fairly crowded. By the way, the southern European cities such as Rome and Barcelona are lively and enjoyable that time of year, as the Christmas season goes on, and there aren’t too many tourists except for a few that travel to see their families around the holidays. So it can be a good time for southern Europe, as long as you don’t mind wearing a jacket or jumper during the day, and maybe a bit more in the evening. Give me a bit more guidance and I’ll be happy to try to help. -Roger
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