Hmmm…this is a tricky one. Since you want to get out of SEA, you might have to go a long way to reach someplace that could be considered cheap and also has decent weather in December. Japan and South Korea will be cold, and not really cheap. If you go south you hit Australia, which is very expensive by most SEA standards (although not bad by Singapore standards). Perth is obviously closest and it’s a real city, and of course Sydney and Melbourne will be in early summer in December so those could work if your budget allows. Brisbane and Cairns are both known for outdoor activities, although nightlife might be tough for teenagers and there are no real cultural sights.

Either way, my favorite warm-weather destinations near North America are San Juan, Puerto Rico, Playa del Carmen, Mexico, and Puerto Vallarta, Mexico. All 3 of them have very interesting towns that are also on lovely beaches so you have nightlife and culture mixed with beaches and water sports and whatnot. You might get low 30s for daytime highs in October, but it cools off in the evenings and it’s pretty nice. Let me know how that sounds and if you have other ideas I can add more information if you like. -Roger
Those temples are all outdoor for the most part, so cooler and dryer conditions mean you can spend more time touring the temples and still being comfortable. Almost any other month of the year and you'll be better off going back to your hotel for a few hours in the afternoon, but in December you can carry on all day if you like. The town of Siem Reap is a delight in itself, but of course it fills up near Christmas.
Those wanting to hike to Machu Picchu will also find this to be an ideal month, since getting in a group will be easy even without much advance notice. The train to Machu Picchu is expensive year round, and reservations should be easier to get the day before this time of the year. Hotels are always cheap in Cusco so you can afford to get something nicer than you are used to this month.
Traveling in December means you either fully lean into the holiday season, or else escape it entirely and flee to somewhere warm. Personally, I try to appreciate the cold weather while we have it and max out on warm seasonal beverages, colorful lights, soft snow, and good company. True, some places are overwhelmed by the capitalist engine that powers Christmas, but you can still get a non-denominational-winter-wonderland fix, if you know where to look. No matter your travel preference, there’s a perfect place in this world for you to bask in those final sunsets of 2018.
My two years in southeast Asia was over a few trips, although I did have my own apartment in Bangkok for 3 months and in Chiang Mai for another 3 months. As an American I didn’t have a national health restriction and I didn’t even have travel insurance. I don’t recommend it for everybody, but healthcare in those areas is extremely cheap and of pretty good quality. I went to a hospital once in Chiang Mai and I saw an English-speaking doctor for about US$7, and spent another US$25 or so on a prescription. My longest total trip was 3 years and 7 months (only a few years ago), and I went in and out of Southeast Asia a few times in that period.
In Central America you could consider Belize. It’s small, but it’s got islands and beaches (not everywhere though) and forests and other cultural sights, and English is more or less the official language. It’s not as well organized as Costa Rica, but it’s not bad and it feels safe. The other to consider there is Panama, which obviously has a lot in common with Costa Rica. It has far fewer adventure activities and the good beaches are spaced out a bit, but still it’s a relatively rich country with tens of thousands of Americans and Canadians living there as well as visiting, so they have a good tourist infrastructure and it’s safe.

There are a lot of possible places that might work for you, so it’s hard to narrow my suggestions down without knowing where you are starting from and how far you are willing to travel from there. But two things that come to mind are Bali, Indonesia, and the Cancun area of Mexico. If you are in the US or Canada then it will obviously be a long flight to Bali, but things are quite cheap once you get there so it’s really worthwhile. The island has beaches and water sports, but also really interesting culture, not to mention loads of shopping and beach resorts. Its main problem these days is vehicle traffic, so getting around the island is slower than it used to be.
Amazing post! I am taking vacation the last two weeks of November. I am planning to visit Germany for the first week. I also want to soak in some sun and enjoy the beach life during the second week of my vacation . Initially I wanted to go to Spain, but after reading your post I’m a bit discouraged because is not going to be warm enough . I love to sunbathe and outdoors activities . Just as running, hiking, tennis etc . Also I love to learn new cultures and fit in with the locals. Keep it economical .I been to must of the Caribbean and wouldn’t mind revisiting . But open to new warm destinations that would make sense. I would love to hear some of your suggestions .Thank you in Advance and safe travels..
What a fantastic site you have. I am in Dallas, TX and looking for a 7-10 day getaway in late November or any time in December, depending on when my passport renewal comes in. I am going solo and have a reasonable budget. My goal is relaxing mostly but as a solo upper 40’s male, it wouldn’t be bad to run into some people (and ladies) to visit with some of the time. I thought of SE Asia but travel time burns up much of the trip. Do you think all-inclusives are worth it? And any recommendations for places I won’t be overrun with families and screaming kids?
Thank you so much Roger. This is a huge help. Thailand then….Going forward. Assuming I start in Thailand then to ?? What makes sense? i was thinking Peru then? I checked airfare from Lima to Cape Town…Huge money $1600.00. If you were doing a once in a lifetime trip around the world what would you ‘must see’? As I mentioned I’ve been to India, Egypt and Jerusalem but my friend has not. I’m not adverse to revisiting but there might be more sensible options. I need to consider ‘safer’ countries as well. I’m one of those people that sold my house, quit my job and am going to travel. Mid life crisis. LOL. How do you spend 2 years abroad? Do you need special visas for being out of the country for so long. As a Canadian we are restricted to 6 months to retain our health care. Problem!
Fortunately, it rarely rains at all in Cairo, so even though December is one of the wetter months, that means nothing and you are unlikely to see even a drop of rain. Hotel prices do reach their peak in Cairo starting late in December, so it's best to go early in the month if possible. Egypt is definitely one of the cheapest places to travel in December, and the weather is surprisingly nice as well.
The Bali thing is also kind of a mess for those on low budgets. Kuta is a headache, and pretty much the opposite of what is so beautiful about the rest of the island, but it’s also where nearly all the really cheap beds are located. If you go a bit north in that same area into Legian and Seminyak, it’s nicer, but prices also go up. And Ubud is nice, but also more expensive for hotels and such. I’ll probably rent a place in Seminyak for a few weeks, which won’t be cheap.
Gorgeous weather, an enviable winter suntan, and thriving dining and nightlife are obvious reasons for heading to Miami in December. Art Basel Miami Beach 2018, a contemporary art extravaganza and America’s premier art fair, is another incentive for a Miami trip. With celebrities, parties, and unmatched celebrations throughout the city, over 250 world-renowned galleries and 4,000 participating artists will display their creations and collections. The Betsy South Beach, centrally located in Miami Beach’s Art Deco district, will be a major Art Basel venue. Another noteworthy accommodation is The Setai Miami Beach, situated oceanside in South Beach. Featuring 87 Art Deco rooms and 49 ocean suites, the Setai will debut five new retail stores by the end of the year. There is no shortage of family-friendly fun in the Magic City, so named for its rapid growth from 1,000 residents to over 5 million in the past 120 years. Santa’s Enchanted Forest at Tropical Park is the largest holiday theme park in the world featuring carnival rides, shows, games, race cars, food, holiday displays, music, and dazzling Christmas lights. The Miami Lantern Light Festival at the Fair Expo Center celebrates Chinese culture, featuring food, acrobats, handmade souvenirs, rides, and huge handmade lanterns symbolic of illuminating the future and the reunion of family. 
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.
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