If you are mainly just looking to relax, you've found the perfect place, with warm weather and amazing off-season deals. The all-inclusive resorts tend to be much cheaper in the long run, although they do make it more difficult to experience the local culture and explore the whole island. If you don't care about leaving the resort and you want the best all-inclusive value in the Caribbean, head straight to Punta Cana, which is mentioned just below.
The great thing is, many hotels that have rooms with kitchenettes don’t charge more (or it’s minimally extra) than what a normal room would be. Be sure you call in advance to make sure you’re getting a full kitchen. We spent one night at a hotel that claimed they had a kitchenette, but it was really only a dorm room size refrigerator and a microwave.

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However, I also happen to be an athlete and about a month ago I reached the point where I had almost no power, no energy, constant hunger (and “hanger”) and cravings for practically anything bad like alcohol, sweets, carbs, artificial sweeteners or energy drinks. I tried to fight it. I started over multiple times. At one point I just couldn’t stick to any sensible dietary routine for longer than a day or two. Intermittent fasting, OMAD (one meal a day), TMAD (two meals a day) and keto all seemed to stop working.
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
Of the others, I’d say that Thailand would probably be your better choice. Goa is obviously famous for its beach parties, and drugs are easily available there just in case that is important, but there really isn’t much else to see or do there. Goa is a collection of beach towns, some of which are filled with raucous Westerners all winter. But once you go inland, it’s kind of falling apart, and it’s not even very “Indian” because it was run by the Portuguese until about 60 years ago.
Bali has nice weather in the first half of November and it’s very family friendly as long as you don’t stay on the nightlife streets of Kuta Beach. That is possibly your best choice. Dubai has great weather in November as well, and it’s very kid-friendly. There are shopping malls there that also have huge and modern play centers that are sort of like amusement parks there. And there are nice beaches as well. It’s unfortunate that the weather close to India limits your choices that time of year, but either of those could be great and they are both fairly affordable with frequent flights. Let me know if you have any other questions. -Roger

If you are open to Africa you should consider Morocco. It will be a bit chilly in December, but still warm enough to enjoy everything. The culture there is fascinating and it’s also very tourist-friendly and safe. I think it would be cheaper for you to fly to Morocco than to the Americas, and the daily costs are very reasonable as well. Those should give you some things to think about, and feel free to follow up if you have other questions.
You might also consider Malaysia and perhaps a stop in Singapore. Malaysia is actually more modern than Thailand so everything is easy and reliable. They have cheap VIP buses that are very comfortable. Penang in the north is really nice and also interesting. Kuala Lumpur is a modern and pleasant big city. A bit south of that is the colonial town of Malacca, which is also very nice and worth a look. Going south from there you can reach Singapore in a few hours, and that is an amazing city, although accommodation there is expensive.
In SE Asia you have many choices, but probably the best choice for a family would be Phuket, Thailand. It’s more expensive than Goa, but the infrastructure there is much better. Patong Beach is the biggest town on the island and the main tourist hub, but for a family I’d recommend Karon Beach or Kata Beach, both of which are just a bit south of Patong, and both lovely.
Never thought of Moscow as a Winter destination! It is quite the place to go especially after the world cup hype. I second Rajasthan, India as one of the best places to travel in December. Love this list, Wendy. I have even listed Rajasthan and other offbeat places to travel in December and January over here: https://www.thegonegoat.com/inspiration-and-tips/2018/11/29/the-best-places-to-travel-december-january

For a cheap destination in December that has great clothes shopping opportunities I can only think of two really good options. The closer of the two is Dubai. I’m not sure if you’ve been there before, but it has some of the best shopping in the world with every store imaginable and very good prices because duties and taxes are low. In spite of its reputation, Dubai can actually be visited quite cheaply if that is important. It’s famous for expensive hotels, but it’s got hundreds of more affordable hotels that can be pretty nice.

Still, this is a perfect time of year to find bargains, as the full-on busy season doesn't begin until mid December. You might have to stay a few blocks off the main tourist strip if you are looking for something in a backpacker price range, but fortunately there are still plenty of very cheap restaurants and bars all over the city if you scan the menus carefully.

Of course in November you can pretty much forget about Europe if you want warm weather and little chance of rain. Fortunately you can go almost anywhere in Latin America and through many parts of Southeast Asia on a cheap flight, and you'll be in the sun with shockingly low prices, easily making the flight duration and cost worthwhile. The best holiday destinations in November are found all over the world, which you'll see on the list below.

We are looking to explore warm Central American destinations safe for kids and affordable in price. We love beaches. Not in the typical sun-bathing type of way, but rather appreciating the raw beauty of the nature. We also like to eat out and having activities for the kids and as a family would be excellent. Could you suggest a destination that fits the bill? Central America appeals to me but open to other suggestions you may find worth mentioning.


Of course, the Caribbean has its own share of problems. As I just mentioned to another reader, my list of Caribbean destinations from cheapest to most expensive has 32 entries and only about 6 of them were damaged by the recent storms. I would probably choose one of those instead. November is still technically the final month of hurricane season, but November storms are extremely rare. And the islands closer to South America haven’t been hit in over 50 years or so, such as Aruba, Bonaire, and Curacao.
As you begin to cross off the final 31 days on your calendar you may be tempted to put away the passport and swap those itchy-footed escapades for quiet nights in. But with nearly a year of adventures behind you, why stop now? December is jam-packed with high-octane adventures on mountain peaks and coursing rivers; indulgent escapes with mulled wine, rum cocktails and spicy Malaysian street food galore; walks on the wild side with kaleidoscopic creatures and soaring giants; and countless seasonal celebrations whisking you from the sunny Caribbean to Santa’s hometown.
Those who find a healthy dose of decadence aids the de-stressing process should make a beeline for UAE capital Abu Dhabi, where infinity pool-rimmed spa hotels offer a taste of the world of the rich and famous amid guaranteed November sun. In Madrid, it’s the laid-back lifestyle of the madrileños that draws travellers, who can browse works by Picasso in the Reina Sofia, quaff Tempranillo in grand plazas and tuck into warming cocido madrileño (traditional chickpea stew), without the stifling crowds of summer.
This is a difficult question to answer without quite a bit more information. First off, it’s obviously going to be pretty cold in most of Europe that time of year, although most of the major cities aren’t known for accumulations of snow. As long as you are okay with cold weather then it’s mostly down to budget and your main interests. I’m guessing that you haven’t been to Europe yet since you didn’t mention any places that you’d prefer to skip this time.
Preheat oven to 425 degrees. Line a rimmed baking pan with a sheet of parchment paper. In a medium bowl, toss the green beans, garlic and olive oil together until completely coated. Then, spread the coated green beans on the lined pan in a single layer without crowding. Season with salt and pepper, then roast in the pre-heated oven for 15 minutes. Remove from oven once during this time to turn the beans so they cook evenly. When finished roasting, remove from oven and place beans on serving tray. Before serving, drizzle with extra virgin olive oil and sprinkle with grated Parmesan cheese. This makes a great recipe for Thanksgiving dinner sides.
“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.
I’ve done most of my travel as a solo, and I’m now a couple years older than you, so I know exactly what you are asking about. If you had even 2 full weeks I’d suggest going to southeast Asia, but as you say, the travel time could be a killer for a shorter trip. Still, it’s a unique experience with a lot of positive aspects to it, so you should keep it in mind. If you are still considering it, I’d suggest flying to Bangkok for 4 days or so, and then spend the rest of your time on one of the islands such as Kho Samui or Phuket. If you want more information on that, let me know.
I totally agree about the solo traveling thing being down to luck in many cases. Right now I’m on a long trip around Europe again, and from one night to the next I might meet a bunch of interesting people, or be sitting there alone in a sea of locals with no interest in chatting with foreigners. At least in a place like Goa, everybody is on holiday, so I’ve had good luck meeting people.
You’ve got a pretty good budget so you can afford to go almost anywhere, assuming you are okay with renting one or two houses or villas instead of 4 hotel rooms. If you are willing to fly all the way to Asia, your best bets would be Bali or one of the Thai islands, probably Ko Samui or Phuket. In all of those places you should be able to rent a house or villa near the beach and then do activities and day trips very easily.

Still, this is a perfect time of year to find bargains, as the full-on busy season doesn't begin until mid December. You might have to stay a few blocks off the main tourist strip if you are looking for something in a backpacker price range, but fortunately there are still plenty of very cheap restaurants and bars all over the city if you scan the menus carefully.


The truth is, Rio de Janeiro will make this list for at least 8 months of the year, as the weather is always pretty good and the prices are still reasonable compared to Europe and North America. November is still well into the sweet spot, as the high season for hotels doesn't begin until December. This means bargains are often available at some of the luxury places along the beach, which won't be true again until April.

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.
We were able to sit down in the store, relax, and eat our salmon and cheese  (pictured above) – separately of course! As you eat, you can watch them hand make their cheese through a glass window, showing exactly what they do in their process to get the food you’re eating in front of you. An experience in itself that I definitely would recommend to anyone visiting this city!
If you know where you’re going far enough in advance, you can contact your resort or vacation destination and explain your dietary needs with an employee. The vast majority of destinations, including ours, are opening up their menus to try and make them more friendly to those with food allergies and special dietary needs. While keto/low carb aren’t always on those special menus, the fact that they have special menus at all shows that vacation spots recognize that there are a lot of different dietary needs and are willing to help people who can’t or won’t eat the standard fare.

Far from the crowds and heat of summer, a visitor to Rome in December will find that it’s a lovely time there, with fewer lines at popular tourist spots, more attractive prices, and a chill in the air. With a warm jacket, comfortable shoes, cozy hat and gloves, you’re ready to explore the Eternal City. Stroll through the main streets to enjoy colorful lights, decorated trees, and Nativity scenes. The Piazza Navona hosts a Christmas market, and stores welcome shoppers with longer hours and attractive displays. Rome’s Jewish community celebrates Hanukkah with a large Menorah in Piazza Barberini where candles are lit each evening of the eight-night holiday, this year from December 2–10. The Catholic community celebrates the Immaculate Conception on December 8 when the Pope leads a procession from the Vatican to the Piazza di Spagna. December is the perfect time to visit the Vatican Museum, Sistine Chapel, St. Peter’s Basilica, Colosseum, Trevi Fountain, and museums that are usually filled with tourists during warmer months. Even without crowds, it’s still most convenient to book ahead through a tour company such as City Wonders or Access Italy, for no-wait entry, professional guides, and early admission. Food is always one of the great pleasures of a visit to Italy, and in December, a warming plate of spaghetti carbonara or hot chocolate and seasonal panettone taste especially good. The new Pantheon Iconic Rome Hotel, Autograph Collection is a convenient home base in the center of the action with a beautiful rooftop overlooking the Pantheon. 
As for key events in December, I typically avoid those sorts of things myself, so I’m not a good source on that. I actually visited Rio de Janeiro during Carnival, by accident, and it drives hotel prices so high and also crowds that it’s probably the worst time to visit unless you specifically want to spend all night watching the parades. And Oktoberfest, as another example, literally triples the prices of hotel rooms in Munich, so it’s only worth it if you REALLY want to get involved in the Oktoberfest thing yourself. But plenty of other travelers love to go witness the biggest events, and I assume they love it, so there is no right or wrong.
Spend the past two days discussing your ideas. Group thoughts; Is that adventurous and cultural enough? We want a “wow” factor. We have vacationed in Cayman Islands about a dozen weeks since the kids were little (been there done that.). We have ruled out Asia only because don’t see a huge Wow factor for the amount of travel. What about African Safari? Still not ruling out your ideas, just want to know what is Wow about Puerto Rico? Costa Rica?
By the way, Costa Rica is quite different from the popular countries of South America itself (Peru, Argentina, Brazil etc), so it’s a different experience and not much of an introduction. I think in 12 days you could have a great time in several areas of Costa Rica, and maybe also spend a few of those days in Panama or Nicaragua. As always, feel free to ask more questions if you have them. -Roger
Congratulations. In order to help you I’d have to know your starting point and also whether you are more interested in cities and culture or beaches and relaxation. November is a tricky month for beaches since it’s a very rainy month in most of the best and cheapest beach areas and islands in the Northern Hemisphere. But if you give me a bit more info I will try to help you the best I can. -Roger
I’d recommend 1 night in Auckland, then 3 nights on the North Island, and then a ferry to the South Island. If you can spend a week there, and return the camper van or car to Christchurch for a flight to Auckland and home, it would be perfect. As long as you can spend at least 4 nights on the South Island, it will be worth it. But if your schedule or budget don’t allow that much, you might just stay on the North Island. The most interesting place on the South Island is Queenstown, but there is plenty to see all over.
I’ll be happy to try. First off, if you are doing the actual Inca Trail hike, you’ll need 4 days for that plus another couple of days in Cusco to get acclimated. So really that whole part of your trip would be a week. Also, to get to Cusco you pretty much have to go through Lima, and it’s also an interesting city so I’d recommend probably 2 nights there. If you don’t do the Inca Trail and take the train instead, you could save 3 days in Cusco.
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.

If a warm weather getaway sounds appealing, consider seeking the sun in Cartagena where summer is approaching. The South American city offers history, Christmas spirit, and unique gifts for holiday shopping. Sun-drenched Phuket, Thailand’s popular island, is a place to relax during the day and party at night. St. Bart's in the Caribbean is recovering nicely from hurricane damage, an ideal spot for a winter vacation. Miami’s December weather is perfect for a warm Christmas, and Art Basel, early in the month, is an exciting time for fans of contemporary art. In Santa Barbara, a few days of pampering might fit the bill, or you can join in their holiday festivities throughout the month. Death Valley, in the middle of the Mojave Desert, offers a respite from the crowds and a chance to enjoy quiet days and starry nights.


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.
Costa Rica, as you probably know, is all about nature and adventure sports, along with some decent beaches. It would be perfect if you are up for that sort of thing. If not, Santiago and Valparaiso (nearby cities in Chile) could be good for more of an urban adventure. Or Buenos Aires is even nicer and more interesting (and probably cheaper if you bring cash) if you can get a deal on a flight there.
The Norwegian coastal city of Tromso, located more than 200 miles north of the Arctic Circle, is an enchanting winter wonderland in December. During the Polar Nights — when there is no sun at all — the opportunity to witness the Northern Lights is greatly increased. For another awesome view, take a cable car or an adventurous hike up to Floya, overlooking the city of Tromso and the surrounding mountains and fjords. The Polaria Arctic Experience Center and Aquarium is a family-friendly destination, both educational and fun. The 360-degree Planetarium at the Science Center in Tromso is another family option with breathtaking photos and a lifelike video of the Northern Lights. Stroll along Storage Street to be amazed at the number of cafes, restaurants, pubs, and shops featuring artwork, clothing, and crafts by local artisans. Mack’s famous Olhallen beer hall, established in 1928, is Tromso’s oldest pub, boasting Europe’s longest tap beer tower and a micro brewery. Their acclaimed Christmas Beer is released every December. Experience the Tromso wilderness on a dog sled or chase the glowing night sky on a reindeer sled with a native Sami guide. Tours range from four hours to five days. Whale watching is also ideal in December when humpbacks, killer whales, and several other species thrive on the plentiful herring fish in the fjords. Downhill and cross-country skiing opportunities abound for all skill levels.
Hotels in Buenos Aires are starting to reach their summer peak prices in November, especially toward the end of the month, but still they are a fantastic bargain by European or North American standards. The weather in November is also pretty much perfect, and while there's always a threat of rain in BA, it's mostly an indoor city so it shouldn't be too much of an inconvenience.

If you have a flexible schedule, or if you just happen to have some time off in November, you are in luck. This is honestly the best month of the year for finding cheap destinations that also have fantastic weather. Since most people don't start their winter travel until mid or late December, it means crowds are small and hotel prices are low through huge sections of the travel world. Those wondering where to go on holiday in November have many great choices at bargain prices, although airfare may cost a bit.
In Laos, Luang Prabang is a really lovely city, and Vang Vieng is nice, but Vientiane is kind of plain and probably not worth a stop. I don’t think I’d recommend Laos for a multi-generational trip, unless you just want to fly into and out of Luang Prabang. Laos is really interesting for backpackers and adventure travelers, but it’s behind the times for family travel.
Vietnam and Sri Lanka could both be excellent choices for what you have in mind. Both are best for people who already have experience in these sorts of places, which you do. Twelve days could be a perfect length of time for a classic tour of Vietnam, flying into Hanoi and spending a few days there and in Halong Bay (with a possible side trip up to Sapa), and then taking the train down to Denang for a quick transfer to Hoi An. Hoi An is really a wonderful place and 3 or 4 days there would be great. There are good beaches nearby as well. Then take the train down to Ho Chi Minh City for a few more days before flying home from there. You could also do a side trip to Nha Trang (wonderful beaches) or Dalat up in the mountains. Vietnam really is gorgeous and the food is wonderful (French influences remain) but it can be a bit complicated for new travelers because you’ll find that many people you meet are trying to hustle you a bit, particularly travel agents booking trips and tours. The hotels are generally honest and great value, and so are the restaurants. You’ll learn to ignore the annoying people quickly.
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.
Sports fans might enjoy the World Rugby Classic (Nov. 4-10), The Bermuda Squash Challenge (Nov. 8-10), or Goslings Invitational Golf Tournament (Nov. 26-30). It’s spiny lobster season, and local restaurants are serving the tasty seafood in chowder, tacos, sauces, and for purists, the tail meat broiled with butter. Coco Reef Resort is offering a Thanksgiving weekend package that includes daily breakfast, holiday dinner, taxes and fees, starting at $397 per night. Although it’s near the U. S. — about 650 miles off the coast of Cape Hatteras — Bermuda is a British territory, so a valid passport is required.
Hello. I love what I have read and hoping you can solve our family vacation debate. We are from the US (MI) and have two families (4 adults) plus kids aged 20, 17, 16, and 12 (8 total travelers). We are an adventurous bunch and want A TRIP OF A LIFETIME experience THIS Dec. 26th with two weeks ANYWHERE in the world. We all agree WARM, and money in the range of $35,000 total with airfare. How about 2 or 3 suggestions of some amazing, extremely fun vacation destinations with lots of activity 🙂 ???
Me and a buddy is traveling late december, till mid january (about 2 weeks). We’re relatively young and would appreciate a combination of some partying, some beach, and offcourse some cultural input. We were in Bali and Lombok this summer and really enjoyed it. Its great to being able to travel around a little, so that would be a plus for sure:) Right now we’re looking at Vietnam, Goa, and some of the Thai islands. I know the two latter can be quite lively, but how about Vietnam? We’re from Norway, so we need it to be as warm as possible.

If you book a resort hotel from home you'll probably think Goa hotel prices are much higher than you were expecting, but if you book a family-run place once you arrive you'll still find fantastic bargains. It's probably wise to book a few nights online before you get to India, because it can be incredibly confusing at first. After that you might be able to find a similar place for half the price by just checking around the same area.


On Monday morning we arrived at our hotel, dropped our stuff in the room, and headed out to our first stop. We had a light breakfast at home, and mine consisted of a fatty coffee and 2 pieces of bacon. So we were all pretty hungry by around 1 pm. We headed to one of the food joints nearby, and I found a southwest grilled chicken salad (Meal 1) on their menu. After asking them to hold the black bean relish and sugary dressing, I ended up with a decent sized bowl of salad mix topped with half a grilled chicken breast and a good-sized scoop of chopped avocado. I topped it off with salt, pepper, and a packet of blue cheese dressing.
Far from the crowds and heat of summer, a visitor to Rome in December will find that it’s a lovely time there, with fewer lines at popular tourist spots, more attractive prices, and a chill in the air. With a warm jacket, comfortable shoes, cozy hat and gloves, you’re ready to explore the Eternal City. Stroll through the main streets to enjoy colorful lights, decorated trees, and Nativity scenes. The Piazza Navona hosts a Christmas market, and stores welcome shoppers with longer hours and attractive displays. Rome’s Jewish community celebrates Hanukkah with a large Menorah in Piazza Barberini where candles are lit each evening of the eight-night holiday, this year from December 2–10. The Catholic community celebrates the Immaculate Conception on December 8 when the Pope leads a procession from the Vatican to the Piazza di Spagna. December is the perfect time to visit the Vatican Museum, Sistine Chapel, St. Peter’s Basilica, Colosseum, Trevi Fountain, and museums that are usually filled with tourists during warmer months. Even without crowds, it’s still most convenient to book ahead through a tour company such as City Wonders or Access Italy, for no-wait entry, professional guides, and early admission. Food is always one of the great pleasures of a visit to Italy, and in December, a warming plate of spaghetti carbonara or hot chocolate and seasonal panettone taste especially good. The new Pantheon Iconic Rome Hotel, Autograph Collection is a convenient home base in the center of the action with a beautiful rooftop overlooking the Pantheon. 
This is a huge question and I’d need to know more about your preferences and your budget to answer it properly. But I can give you a short version here. In my opinion, which is matched by many other people, the most interesting and dramatic cities in Europe are London, Paris, Amsterdam, Rome, and Venice. Visiting those would require about 16 days to do it properly because you’d want to spend 3 or 4 days in each city, except maybe only 2 days in Venice because it’s quite small.
Two of the easier other choices would be London or Madrid. From Amsterdam you can take a train to Brussels and then change for the Eurostar train to London, or you can fly. From London to Barcelona you’d want to fly for sure. If you chose Madrid you can go to Amsterdam and then fly to Barcelona and then take a train from Barcelona to Madrid in only 2.5 hours.

Australia’s capital has been voted the world’s most livable city—for the seven years in a row. If that isn’t reason enough to go, what is? Here's another: the artsy cosmopolitan city promises pleasant temperatures in the high 60s throughout November. Book a room at one of the area's buzziest spots, QT Melbourne, a design-centric boutique in the city’s fashion district.

Yes I have stayed in Bali for a month too, that place is really special I agree. I haven’t been to any other places that you mentioned above except for Any Dhabi and Dubai but I didn’t really explore or have cash to do anything really there. I have been to Singapore but only on transit. I hope to spend the next year in and around south east Asia teaching English, after April/May onwards. Inshallah!
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.
I think the best place for what you want is Thailand. You can choose from Phuket or Ko Samui or one of many other islands, and they all have nice beaches and good nightlife at a very reasonable price. There are other places in Asia that have warm December weather, but Thailand’s tourist infrastructure is better than the others so it’s just much easier to get around and do what you want. Let me know if you have any other questions. -Roger

My recommendations depend on your starting location so for now I’ll just assume you are starting somewhere in the USA. If you are looking for a really nice beach AND really good night life your best choices are the Cancun area, Puerto Vallarta, and San Juan, Puerto Rico. If you are in the eastern US or Canada it’s probably faster and cheaper to go to Cancun and if you are in the west Puerto Vallarta is better. San Juan will be more expensive because there just aren’t many cheap hotels in the good parts of the city. For the Cancun area I would recommend Playa del Carmen (about an hour south of Cancun Airport) because there are fairly cheap hotels near the town center, which is packed with bars and restaurants. In Cancun itself the best nightlife is in the heart of the hotel zone, and all of the hotels there are pretty expensive. Let me know if you have any other questions. -Roger

Traveling during the last ten days of December means crowds and exorbitant prices throughout much of the world, but the first two-thirds of the month—before holiday airfares and hotel rates go into effect—can be a serene, value-laden, and just plain lovely time to vacation. Europe is all decked out for the holidays—with locals generally friendly and in high spirits; in the Southern Hemisphere, spring is in bloom; and in the Caribbean, Hawaii, and Mexico, hurricane season is over, the weather is gorgeous, and there are free upgrades galore.
In spite of its image of being blazing hot all the time, December in Cairo can actually be on the cool side, at least in the evenings. This is great though because almost all the important sights are outdoors and requite a lot of walking between them. For 9 months of the year it can get very hot doing that, so these few cooler months are ideal for visiting the famous sights. 
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