This year I’ve based myself in Miami, USA, primarily so I can visit many places in the Caribbean that I hadn’t been to before. I just got back from a week in Jamaica and soon I’m going to Puerto Rico, Dominican Republic, Panama, and Colombia, as mentioned. But in December I’m hitting the road again and I’ll be in Asia for the winter and probably in London for much of 2016. Sorry I don’t have more specific information to help you plan your trip, but it sounds like you’ve got some really good choices already under consideration. And I’m sure you’ll have a great time. -Roger
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.
Late October (when the rains end) through February is an exceptional time to visit the northern part of the country, from Sukhothai through Chiang Mai and Chiang Rai. The King’s Birthday, on December 5, ushers in the festive season (Christmas and New Year’s certainly aren’t traditional holidays here, but many Thais celebrate them anyway) and cooler, less humid weather. In general, the beaches are blissful from the end of December through March. Mid-November through January see the lowest temperatures and least humidity in Bangkok.
Since you mention the temperature in Fahrenheit, I’ll assume you are in the United States. You might have to go to the Southern Hemisphere to reliably get 84F or higher, but you can get over 80F in most of the Caribbean. You’ll get low 80s in Hawaii in early December as well. Fortunately, neither of those places get too crowded until just before Christmas, so either should work.

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.

Another destination that might not exactly have “great” weather in December, yet deserves to be on the list, Sharm el-Sheikh is famously Egypt's most popular Red Sea beach resort. Those following the news might still hesitate to book a trip here, whether that is a rational decision or not. But at the very least this is one to consider in the future, as it's an amazing bargain once you get here.
Hurricane season officially ends on November 30, so it's safe to visit the Caribbean. There's good news for skiers, too, since most of the northern hemisphere is heading toward winter as the year comes to a close and mountain regions become dusted with snow. Couples who prefer a warm-weather vacation in November or December will have to travel south to find balmier temperatures — and prices begin their uphill climb toward the high season.
As for flight connections, Barcelona and Madrid should have decent connections to Toronto and Delhi, while Casablanca (Morocco’s largest airport) probably does not. So Spain is the better choice by that standard. On the other hand, you can get to Morocco by ferry from Spain in a short time, so you could go to Spain and also visit Morocco for a day or two.
Prices go up a bit when you go south into Malaysia, but it’s worth it if you’ve got the money. You might even consider Myanmar as well, which I’ve yet to visit, but I keep hearing great things about. It’s honestly the perfect time of year there. By April it’s insanely hot (the hottest month of the year), but December through February is lovely. It’s all quite safe as well, as long as you keep your wits about you. I’m happy to help with more information if you need it.
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.
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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.

The island has made a miraculous comeback following Hurricane Irma, and by November, nearly all of the restaurants, villas, and hotels will be back up and running. Most regulars missed out on holiday season in 2017, however, December is bound to be crazy—but if you plan a trip just before the chaos, you're golden. Many of the luxury properties that were damaged have completed renovations, so expect everything to be shiny and new. While you really can't go wrong with any of the hotels, we're partial to Le Toiny, thanks to its uber-private accommodations, spacious villas, and over-the-top attention to detail.
It's getting cold out there, so consider a journey that leads you into a warm museum. Whatever your interest, there's bound to be a specialized one to engage it. If art and sculpture are your passions, discover some favorite art museums around the world. And consider that you can make a day of it soaking up culture as many contain surprisingly good restaurants to visit in between your viewing.

Also, as far as I hear, the worst that ever happens is they take your stuff. So if you leave your passport and most of your money in your hotel room, and keep your phone or camera hidden most of the time, there isn’t much to lose. I’m making it sound worse than it is really. I wouldn’t hesitate to go to Rio again, but of course I’d be aware of those few situations to avoid.


This is a really interesting question. If you want to avoid crowds then you have already figured out that it’s best to avoid Honolulu and I would avoid Oahu completely. The Big Island is very interesting because of the volcano and some of the other scenery, but the most beautiful islands are Maui and Kauai. I haven’t made it to Kauai yet, but everyone I know has been there and they swear it’s the most photogenic, which looks right based on the photos I’ve seen. Maui is also really gorgeous and all islands other than Oahu are uncrowded even in high season. I drove all over Maui in a rental car and loved it and I don’t think there is as much to see on Kauai. So either of those will be great choices and the weather should be almost perfect in December with warm (but not scorching) temperatures and almost no rain. Have a great trip and let me know if you have any other questions. -Roger
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.

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
First of all, applause to all your kind help (and your time). My 8 years old boy and I want to travel in December to a warm country and I am a little bit nervous to be only two of us since my hubby could not join us. I am just wondering if Costa Rica (or Brazil) safe to travel for a woman alone with young kid? Any other safe countries in your mind (with affordable price)? We live in D.C and don’t want to fly too far like Asia, Australia, etc. We have been in Dubai and Mexico.
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.
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