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.

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
Cambodia could work because Siem Reap is inland and the amazing Angkor Wat temples are worth a full day or two, and the town of Siem Reap itself is quite nice. You could actually combine a couple days in Siem Reap with a few days in Bangkok, and take a (cheap) luxury bus between the two. Bangkok is a really fascinating city with a lot to see, plus it’s a great transport hub. The other main non-beach option in Thailand is the city of Chiang Mai, which is wonderfully inexpensive with quite a bit to see. It’s even a bit cool during December, so that might be a nice change of pace from India. Many people are also going to Myanmar these days, although I haven’t been yet so it’s hard for me to recommend it. I’d say if you combined 2 or even 3 of these places you could have a very interesting holiday.
It would help to know your starting location, but I’ll assume it’s the US or Canada because you didn’t say. My first thought for this is Argentina, which of course is in mid spring in late October. Buenos Aires is a wonderful city with great food and culture. You could also visit Mendoza, which is the lovely wine region, and Bariloche, which is a mountain resort area with year-round activities and such. Then there is always the amazing Iguazu Falls on the border with Brazil and Paraguay. It’s by far the most amazing waterfalls and area I’ve seen. Things are pretty cheap in Argentina these days for outsiders because of their weak currency. It’s also got very good outdoor activities in many different areas that should have nice weather in late October. It’s easier if you know Spanish, but still doable if you don’t. I don’t speak Spanish and I enjoyed it so much I stayed for a month. Let me know if you have something else in mind and I can try again. -Roger
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.
If you are really only going for 4 or 5 days you only have time to visit one or maybe two cities anyway. I’d say that Lisbon would be ideal and you’d have time also for a short visit to Porto or the Algarve in the south, or at least the historic small town of Sintra, which is near Lisbon. Lisbon has fantastic weather for Europe and it’s a lovely city with plenty to see and do.
I had promised a colourful vacation to my wife in December . I’m from India . I have been to Malaysia , Singapore , Hongkong , China , Dubai & Thailand . My wife isn’t keen to go to Asia . She prefer Europe . Our tentative dates are in such a way that we will celebrate the Christmas at one of the destinations . We have a budget set for 5 nights . Will you be able to guide us the best place to be for Christmas and yes an enjoyable experience . I had options of Malta , Spain ( Prague – Hungary ) . Though I spoke to our tour agent , they recommend the standard tour packages . I love night life and beach . I checked the flights to Costa Rica from India & they are exorbitantly priced .
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.
Oh, and I just noticed you asked about general safety as well. Buenos Aires is fine as long as you don’t wander into the bad neighborhoods after dark, which is pretty much true almost anywhere you go, including Europe. But Rio is sadly famous for petty crime and it’s a real issue. As long as you know what NOT to do it’s quite safe, so I’ll still recommend it as long as you read up a bit on the topic. The most common problem is when people walk down to the water on the beach after dark. As long as you know NOT to do that you should be fine, but if you did go for an evening walk near the water and out of sight of the well-lit sidewalks, the chances of getting mugged are extremely high. Again, it’s worth learning about it and it’s easy to stay safe if you do. Let me know if you have any other questions. -Roger
Looking to shake up the traditional holiday season table? We’ve got just the foodie forays for you this festive month. Tuck into a spicy blend of fabulous flavours at Malaysia’s hawker food stalls, where bright bowls of creamy laksa (noodle soup) and deliciously deep-fried lor bak (pork or prawn wrapped in tofu skin, deep fried and served with dips) will soon do away with any cravings for Christmas pudding. With tourist numbers low, now is the ideal time to visit Spain’s Basque Country, seeing out the year with a plate piled high with pintxos (tapas); or check out Cuba’s capital, exploring the crumbling, colonial architecture with a rum-based cocktail in hand.
Ferrari World, a huge indoor theme park, houses rides, driving schools, theaters, and car displays. The Formula 1 Etihad Airways Abu Dhabi Grand Prix (Nov. 23-25) will be held on the Yas Island Marina Circuit. The Taste of Abu Dhabi Food Festival (Nov. 8-10) will feature chef demonstrations, samples from the best local restaurants, music, food, and drink. The weather will be warm, so a day at Yas Beach should be on your itinerary for swimming, lounging, and water sports.
A charming, historic city to visit any time of year, Edinburgh is especially festive during December. Walking through its cobblestone streets takes you back to medieval days when sheep, cattle, and grain were sold in what is now the center of the city. Today, the Royal Mile includes shops, cafes, and museums. Edinburgh Castle, a must for first-time visitors, dates to the 12th century, with its dramatic silhouette overlooking the city. For those seeking holiday celebrations, the Royal Botanic Garden is decorated with lights, music, and illuminated trees. European-style Christmas markets pop up at Princes Street Gardens and George Street, offering traditional crafts, gifts, food, and warming drinks, most welcome during chilly December. The annual Hogmanay celebration welcomes the New Year with fireworks, food, and festivities. Don’t miss the delicious and ubiquitous fish chowder called “Cullen skink,” and be sure to try haggis, served with “neeps and tatties” — mashed turnips and potatoes. Buttery shortbread and whisky from the country’s more than 100 distilleries are also Scottish specialties. A stay at the elegant and historic Balmoral Hotel will enhance any visit to Edinburgh, and while you’re there, you’ll notice that Scottish actor Sean Connery was a guest, as was J. K. Rowling who finished the last Harry Potter book in one of its suites. 

While December is quite busy in Lima, as a very popular summer beach destination for South Americans, it's also still very reasonably priced so it's worth considering if you are exploring the continent. The beaches aren't spectacular as they are in Brazil and elsewhere, but Lima is still a great summer city with great outdoor life this time of year.
Venice can get pretty cold and they also have those famous Acqua Alta floods in winter, so read up on that before you go. But Rome and Munich should be easy to visit in December. One suggestion I will make is to consider visiting Rome for 3 or 4 nights and then base yourself down on Sorrento for the remaining 2 or 3 nights. Rome is one of those cities that is crowded and chaotic even in winter, to the point that just crossing the street can be frustrating, so many people get tired of that after they’ve seen the main sights. And Sorrento, on the other hand, is a lovely small city that is close to Amalfi, Pompeii, Naples, and the Isle of Capri, so it’s an ideal base to visit all of those. Sorrento is also cheaper than Rome, and a surprising number of locals speak English there, so it’s easy and pleasant. That time of year I’m not even sure if the tourist buses are running to Amalfi, although the local ones will be.
If you are interested in a place that isn’t focused on beaches in that area then I’ll point you to some recent answers just above where I mention the charms of Chiang Mai in northern Thailand, or Luang Prabang in Laos, and/or Siem Reap in Cambodia. All of those are wonderful places with temples and other sights, and they are quite affordable once you are there as well.
If you didn’t want to go to Asia you could instead consider the ABC islands, which don’t get much rain and haven’t had a major storm in many decades. Aruba, Bonaire, and Curacao are known for good snorkeling as well and you’d get good hotel rates that time of year. Two weeks might be a long time to spend on those islands though, so I would go to Asia if you can. Late November is a perfect time of year for a visit there, and you can even include a few days in Siem Reap to visit Ankor Wat. Let me know if you have any other questions. -Roger
I know Italy is the world’s top wine producer and they obviously make a lot of olive oil as well. I’ve seen on many travel shows how it’s fairly easy to visit the olive oil places, and of course most wineries have places where you can see the process and taste it. The thing is though, that even Sicily is quite chilly in December so they might close down for the season. You definitely won’t get sunbathing weather in December at all. I would say you are best off in May, June, September, and October to get good weather and not have to deal with the insane crowds in July or August. Tuscany is the easiest to reach of the 3, but because of that its beach towns are most likely to be crowded in those warm months. I hope this helps and let me know if you have any other questions. -Roger
If this were last year I might have also suggested San Juan, Puerto Rico or Cartagena, but both of those have issues at the moment. If for some reason you don’t like what you see in Costa Rica, there are also some really nice resorts in Panama, especially in the San Blas Islands area. Aside from those you’d probably have to fly longer than you prefer. I hope this helps. -Roger
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