It’s no wonder this charming southern city has become an increasingly popular destination over the past few years among domestic and international travelers alike. You’ll find rich history, delicious food, swoon-worthy architecture, and of course—perhaps most importantly—unparalleled southern hospitality. Mild temperatures (think high 60s and low 70s) during the month of November make it an ideal time to visit. While you’re in town, be sure to check out the new South Carolina Historical Society Museum, which opens in September. The building is a National Historic Landmark, and promises to be a major draw for history buffs. There are plenty of great boutique hotels to choose from, but our favorites include 86 Cannon, Zero George, and The Dewberry.
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. 
The second option you have is food trucks – although you really have to be weary on this one. Don’t be afraid to ask them what the ingredients are, as the food is made fresh and they’re usually proud to tell you what’s in their food. Luckily, we encountered a Paleo food truck while in Portland called Cultured Caveman (pictured below) that served some keto friendly items.
One of the best things about Puerto Vallarta is that, unlike most of the Caribbean destinations, this is a real historic town rather than a purpose-built resort community. That means that there are small and authentic (and cheap) restaurants catering primarily to locals, so you get a much more authentic experience if you prefer one. The hotel zone close to the airport is modern and posh, but you are a short taxi ride away from the lovely center of town.
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.
The fastest high-speed trains between those cities only take 2.5 hours, although most departures are closer to 3 hours. Definitely take the train and also buy the ticket as far in advance as possible for the lowest fare. Not only is it FAR quicker than flying (and of course the coach), but it’s far more comfortable and more enjoyable. This is a link to the official Spanish rail site. The scenery isn’t all that special, but it’s still interesting. Have a fantastic trip. -Roger
Regarding Thailand, I’m not familiar with any islands that are beautiful and not touristy. Phuket has beaches all over the island and many of them are isolated so the only guests are those staying at the resort in front of them. If you search other travel sites, including travelfish.org, which I think is the best site for southeast Asia and it’s run by a friend of mine, you can find more information about more obscure Thai islands. One challenge could be that you might have to take two or three total flights and then a ferry ride to reach them.
If you are looking for beach weather in December then most of your list won’t work, and several of them are only on rivers. Starting from Kolkata you have many good choices that are much closer to you than anywhere in Europe or the Canary Islands, or the Caribbean for that matter. In fact, I’m a bit confused by your list because there are so many different types of places on it, many that aren’t warm or on beaches.
That really depends on your starting point. Most of the cheapest places are in Asia, but the flight would be quite expensive if you are in North America or Europe. If you are in the US, your best bets for cheap places with good weather that time of year will be the non-resort towns of Mexico, or even the resort towns if your budget is a bit higher. Let me know your starting point and more about what you are looking for and I can give you a more complete answer. -Roger
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.
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

Based on your description, you definitely want to go to Costa Rica. The neighboring countries have many similarities, but Costa Rica is the shining star in Central America for tourism. They have endless national parks and nature sights, but also lovely beaches and adventure activities. The area in the north around the town of Tamarindo is the more luxurious part of the country, but there are many other beach towns on both coasts that could work for you. You will also probably want to spend one or more days in the Arenal volcano area, which has many other great activities. The Caribbean coast is more laid back and less family oriented, so better to focus on the Pacific. Have a great trip. -Roger
Thailand is far more different and it’s easier to get around. The tourist areas are quite modern and well organized, and enough people speak English that it’s easy to do whatever you like. Again there you have choices of cooler areas in the north such as Chiang Mai, and of course Bangkok, as well as all of the islands. Let me know if you have any questions. -Roger
For those from the Northern hemisphere in need of decent a blast of winter sun, the picturesque coastal town of Essaouira is the perfect place to put your feet up and relax. Fresh-caught fish sizzles on beachside grills, whitewashed houses with blue shutters lend a Mediterranean vibe, and you can lose hours wandering through the dozens of art galleries and workshops.
If those flights are too expensive you might think about going somewhere else in Mexico or to Costa Rica. The area around Cancun including Playa del Carmen and Tulum and Cozumel has a LOT going on. And if you’ve been there you could instead go to the Puerto Vallarta area, which is very different and also great. For activities though it’s hard to beat Costa Rica. I think they invented zip-lining and the country is about one-third national parks with all kinds of fun activities. Let me know if you have any other questions. -Roger
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