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The Maldives is amazing for relaxing beach holidays and it’s within your range. The tricky thing for most people is that it’s quite expensive for a shorter trip. Of course the Maldives is famous for its water villa resorts, and those water villas start at around US$350 per night. Nearly all of those resorts also have island villas and rooms and those can start at as low as US$100 per night, but you also have to pay for a speedboat or sea-plane transfer from Male Airport to your resort. That can be as low as US$100 per adult for the closer speedboat islands, and up to US$600 per adult for the more remote sea-plane islands. On a shorter stay, that obviously adds to the price. Speaking of that, I run another site all about overwater bungalows and I have links from an article on this site about the cheapest overwater villas in the world. Have a look at that list as it will show you the more affordable options in the Maldives, as well as even cheaper options in Malaysia and elsewhere.
I haven’t followed the Zika list, but I do understand the concern. Since you aren’t big beach people, you might just bring jackets and go to a more romantic city like Paris, and then maybe down to Nice for part of the trip and something a bit different. I’m not sure if this is helping, but if you have any questions about any of this I’m happy to keep trying. -Roger
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.
The “city that never sleeps” is a delight in December, even if the weather makes it necessary to bundle up a bit. For holiday spirit and things to do any time of year, New York City is a top destination. Broadway and off-Broadway shows are exceptional entertainment, and the Radio City Music Hall Christmas Spectacular with the famous Rockettes is a perfect holiday event. The New York City Ballet at Lincoln Center presents the classic "Nutcracker," a seasonal tradition. At the New York Botanical Garden, the toy train will wind its way through a miniature Lower Manhattan for the amusement of kids as well as nostalgic adults who may have once had their own train sets. The dazzling Rockefeller Center Christmas Tree, New York City’s centerpiece each year with nearly 50,000 lights, will once again overlook the famed ice skating rink and golden Prometheus statue. Window shopping takes on new meaning during December when department stores along Fifth Avenue entertain passers-by with intricate decorations and displays. Holiday markets at Bryant Park, Columbus Circle, and Union Square also invite browsing and shopping along with warm drinks and food. For a convenient stay, the Renaissance New York Midtown Hotel offers spectacular views and Versa, a year-round rooftop restaurant and bar. Or enjoy the Innside by Melia New York in the trendy Chelsea area with its newly opened seafood-focused dining spot, The Wilson.
Hi Roger, Just wanted to thank you for taking the time to compose this list. I always refer to your destinations (with great weather) lists prior to booking future-dated vacations. I was a little worried that you didn’t mention Bali but there was more than enough in the comments to reassure me that it would be a great spot to visit in December. I also saw your other post for places to visit over Christmas and NYE. Thanks again!

So long story short, if you want to visit Istanbul and perhaps another city, I think December could be okay. But for almost anywhere else in Turkey I just don’t think it’s worth it. Fortunately there are plenty of other places to choose from and hopefully you can find time for Turkey another time of the year. Let me know if you have any other questions. -Roger
Let’s get started. For the November trip you are going to have a lot of competition for those flights and hotels because those are prime Thanksgiving flight dates. I would normally recommend Puerto Rico, but they won’t be ready for visitors until next year from what I hear. Just a few days ago I published a new article on which Caribbean destinations have no hurricane damage. There are a lot of great choices, including all of the busiest ones, that were untouched by the storms. You might also consider Cartagena, which is probably the cheapest option once you get there. It’s got a wonderful walled historic town area, and it’s a short bus or taxi ride to the modern area with beach hotels and such. The sand there isn’t great, but the value is very good. I wouldn’t go outside of Cartagena at the moment.
As December begins in the Caribbean, the hurricane season is officially over and the weather is pretty much perfect by any standard. Punta Cana is the Dominican Republic's most popular resort areas, especially for those who aren't particularly interested in absorbing the local culture. This is a resort area with wonderful beaches and not much history.
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.
Not surprisingly, the weeks around Christmas and New Years are literally the busiest of the year in Goa, so either book a hotel way in advance or be flexible once you arrive. Some towns, like Calungute, are lined with package hotels that fill up completely, but other towns, like Anjuna and Vagator, are usually booked in person or by email, so you can often find a place just walking around. If you are in the mood to tour around, Mumbai has great weather during December, and Delhi has warm days but cool evenings this time of year. Goa has some of the best beaches in December in all of Asia, so give this one a serious look.

You could go somewhere that’s cute in December, or you could go somewhere that’s iconic. If you choose the latter, here’s absolutely everything you need to know about traveling to Yellowstone. In brief: There are tons of winter activities (snowmobiling, skiing, etc.), and even though most of the roads will be closed, there’s oversnow transport to get you around the park. Look for wolves at dawn and dusk, watch frost-covered bison plowing through the deep snow, and see the steam rise off Mammoth Hot Springs. If you’re a backcountry camper who knows what they’re doing, permits in wintertime are free.


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.
This looks great and I wish I could be of more help. As I mentioned before, my first safari will probably be in 2017. I have a couple safari articles on this site from writers who have done them, and I’ve read a lot about the experience and the extremely positive reviews that most of them get. But having not yet done one, I wouldn’t feel comfortable offering specific advice. There are hundreds of articles on the internet that discuss these safaris, so I recommend you seek advice from someone with plenty of first-hand experience. Just be careful not to rely too heavily on a commercial safari outfitter, and try to seek advice from a travel blogger or other regular consumer. Have a great trip. -Roger
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.
Islands full of olive groves, sparkling Adriatic beaches, and romantic medieval cities begging to be explored; Croatia is an idyllic European escape. If you’ve dreamed of wandering the walls of the ‘Pearl of the Adriatic’, Dubrovnik, without all the tourists and hordes of Game of Thrones fans, November is your month. The weather is still warm, the water bath-like, and the families and backpackers have dispersed – which means you can beach in peace. Or why not try one of our sailing adventures, and island-hop your way around the stunning coastlines on your own private yacht?
We are looking to travel somewhere warm in December of this year, for approximately 3-4 weeks. We are originating from Canada – Alberta, to be exact, and have done a fair bit of travelling throughout our lives, however, we are now bringing along our 4 year old son. With that in mind, I suppose our biggest concerns are now flight durations and safety (in our younger years and without children, these weren’t so much a factor, but definitely are considerations now).
One thing I can assure you of is that those countries are very modern and well organized, and they know how to deal with winters well. So you really don’t have to worry about getting stuck or things being cancelled. As for getting around, the trains are modern, and they can be reasonably priced if you buy a couple months in advance. Otherwise, flying is probably your best bet because it’s a large area and you’ll probably want to go well to the north, and the trains might take many hours. You could even rent a car, which could be good if there is more than one or two of you. Have a great trip. -Roger

And as far as I can see, Bali is totally up and running as of now. A friend of mine is a driver there and he has a steady stream of foreign guests who are going all over the island with no difficulties. November is a pretty good month in that it’s not too busy, so that’s another reason it might be a good choice. Let me know if you have any other questions. -Roger

Sri Lanka could also be great, and it’s very different. In fact, you might even consider a trip to India itself, which is obviously similar to Sri Lanka. But Sri Lanka is far easier to do in about 12 days, with most of your time spent in the mountains and a bit along the southern coast. Colombo is mainly just good for flying in and getting your bearings. Sri Lanka is also a bit more expensive than Vietnam, but both are great value. And again, you could instead go to Kerala and Goa in India on a short trip, although those are more about relaxation than culture. Let me know if you have any other questions, and I hope this helps. -Roger
If you are looking for an all-inclusive resort with reasonable airfares from Chicagoland, your best bets will be in Punta Cana, Dominican Republic, or the Cancun/Playa del Carmen area. Both have everything on your list, except perhaps wild life, depending on how you define that. You can get cheaper flights into Cancun, and there is a wide variety of offerings once you are there. If you don’t think you want to leave the hotel much, then stay in the Cancun hotel district or along the Maya Riviera nearby. But if you want to interact with a real and lovely town, then stay in Playa del Carmen or over on Cozumel. There are many nearby activities and some very interesting ruins.

All of my best suggestions are in the article above, but I’ll try to expand a bit more. The tricky thing, as you probably know, is that November is part of the heavy rain season in most of Thailand and the other popular southeast Asian countries. There are wet months in summer with just short rain storms, but in November it can often be rainy all day.
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.
November brings the annual Vodafone Mexefest Music Festival (Nov. 24-25), a gathering of popular artists in venues throughout Lisbon. The Lisbon & Sintra Film Festival, in its 12th year, is a celebration of cinema with directors, actors, artists, musicians, and writers in town for the event (Nov. 16-25). Billed as the “largest technology conference in the world,” Web Summit began in 2010 as a way to connect industry and the technology community (Nov. 5-8). The year’s new wine and the ripening of chestnuts are celebrated with the Magusto, on Nov. 11, St. Martin’s Day. The holiday spirit becomes apparent at the end of the month, with colorful lights and roasted chestnut vendors along the streets.
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