Another reason to consider Dubai is that the busy airport has cheap non-stop flights coming in from almost every major airport in Europe and Asia. As a result it's popular to book long weekend trips of 3 or 4 days to Dubai, where you can enjoy some sunshine and shopping before flying back home where it gets colder by the day. You might also consider stopping for a few days in Dubai and then moving onto somewhere else with cheap direct flights such as the Maldives.
Thank you for the helpful comment. Interestingly enough, I’m in Tenerife at the moment (for a month). I probably will add Tenerife when I update the November list in a couple months, and I already have it listed in much of the year on the other lists. But calling this place “Europe” is a bit of a stretch. There are islands in the Caribbean run by France, Netherlands, and Britain that are also full territories of those countries, and you could just as easily call those “Europe” using the same definition. Still, I appreciate you taking the time to comment. -Roger

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.


Obviously you’d get a refund if an airline canceled your incoming flight, so I guess it’s more a matter of being able to book an alternative without much notice at that point, and that can be tricky. I’ll probably be coming from Hong Kong or Kuala Lumpur, and those flights are always pretty cheap. If I was coming from Europe or North America, I’d probably just wait and hope that the ash cloud starts to subside, and also get a back-up destination ready. If you mainly just want to hang out on a lovely beach and do some water activities and such, then I’d take a look at Boracay Island. However, it’s small and doesn’t come close for cultural activities or natural sights, although other parts of the Philippines are better in those regards.
Hotel prices definitely go up in around Christmas so it's best to come early in the month if that's possible, but it's still a pretty good bargain even during the peak weeks. Book early if you can because the better and cheaper hotels will fill up first, of course. Also consider a side trip to the Mendoza wine region, Patagonia, or the amazing water falls of Iguazu.
This French-speaking Canadian city has a definite European vibe, from its cobblestone streets to its quaint boutiques and cafes. The city has a wide array of museums covering interests from nature to stargazing, art, and history. The Montreal Museum of Fine Arts features temporary exhibitions that combine various artistic disciplines — fine arts, music, film, fashion, and design — that are popular around the world. Multi-day museum passes are available.
When you mention, “not too touristy”, the first thing that comes to mind is San Juan, Puerto Rico. I’m not sure if you’ve been there already or not, but one great thing about it is that the “tourist” areas close to Old San Juan are filled more with apartments than with hotels, unlike Cancun, where it’s nothing but hotels and timeshares. I can highly recommend the Condado neighborhood, which does have some large hotels but is mostly apartments for expats and seasonal visitors. There is even a free bus that goes from there to the heart of Old San Juan, which is a gorgeous colonial town filled with great restaurants, bars, and interesting attractions.
As the year winds down the parties amp up, none more so than in Scotland’s capital, where Hogmanay celebrations see flaming torches, fireworks displays and night-long parties take over the usually quiet cobbled streets. Slightly more sedate, the Caribbean’s southernmost island Trinidad simmers with stirring Spanish-style musical performances as the locals usher in the start of the dry season.
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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.
Your Munich plan sounds good. It can be fun to actually spend a full night in a town like Rothenburg ob der Tauber because it’s filled with day-trippers in the day and you almost have it to yourself at night. But it’s small enough that one night there would be enough. Nuremburg is quite a large city, and you might even stay there a night or two as well. I don’t know if I’ve ever heard of anyone saying they enjoy the cold and the rain, but if you do you’ll love it there. Fortunately, nowhere in the popular parts of Europe do they get extreme winters, and there is a good chance you won’t even see any snow in those cities. Most people are looking for the warmest places, which can be found in Portugal and Spain, but since that isn’t you I think your plan is good. Christmas is a big deal in some European cities such as Rome, but not a huge deal in others. Most businesses will be closed that day in nearly all countries, but of course hotels and many restaurants will be open. I hope this helps. Let me know if you have any other questions. -Roger
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.
Plan ahead. Research a little on supermarkets if you’re self catering and restaurants if you’re not. Luckily we’re both a little bit familiar with Italy so we knew we would be able to get plenty of keto food without too much searching. I did have an issue with chocolate though. I ran out of my Lindt 90% and didn’t bring any with me so I had to hunt a bit to find a grocery store that stocked it. Most shops only sold milk chocolate.

Heading east, India could be a possibility, although it’s not for the faint of heart. As a resident of Singapore, I assume you know a fair bit about India. Outside of Mumbai, it’s all quite cheap and the weather will at least be good. Personally, I love the southern state of Goa, and it has everything you are looking for, without the insanely crowded conditions of India’s big cities.


I’ll be happy to try to help, but I’d really need to know your starting point because there are cheap places in different corners of the world, and it’s not worth flying halfway around the world to try to save US$20 per day. In mid December through January for beaches you should consider Thailand and perhaps also Vietnam. I’ll give you more information once I know where you are starting from. -Roger
The only other suggestion I have, which gets almost no rain in November, is Goa, India. There are about 20 different beach areas in Goa, and some of them (Anjuna and Vagator) are famous as party beaches, while many others are more mellow and family oriented. It’s also very cheap and beach massages and that sort of thing are excellent value. Let me know if you have more questions about that. I hope one of these things works out for you. -Roger
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.
As you suspected, this is a tricky one. Most of the places that would work for you are having a very rainy month in November, so it’s not a good time. Thailand would actually be a good choice if you can deal with the travel time. The rainy season there ends in October and yet the crowds don’t start appearing until December, so you get low hotel prices with nearly perfect weather. As mentioned, all of the good options in Central or South America have a wet season in November. Argentina could be a good option, as November is late spring there, and it has everything you are looking for. The flights to get there are also fairly long though.
As for the hurricane, it’s true that it did go through that area a few days ago, but I think that was the first one in almost 10 years to do so. In other words, it’s an extremely rare event, and even when it does happen, they know about it long in advance so everyone is evacuated or safely sheltered. Also, the “Hurricane Season” technically goes through the end of November, but November hurricanes are actually far rarer than the earlier months. Personally, I love to book into places like Punta Cana during that season because the weather is the same about 95% of the day, and prices can be half as much as December or January.
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.
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?
New Zealand is an excellent option in December, as it’s before the Christmas crowds and just before the summer holidays there. The best and most popular way to explore New Zealand is to rent a camper van or a car and drive from one “holiday park” to another. Auckland is a pretty generic city so it’s not worth spending more than 1 or maybe 2 days there. Just fly in, and rent a vehicle to leave the next morning, and drive south. The North Island has a lot to see, but the South Island is even more scenic and pleasant. You can take a ferry between the two with your vehicle.

St. Bart's is a French island and a member of the European Union. First discovered by Columbus in 1493 and named after his brother Bartolomeo, St. Bart's has been populated through the years by native Arawaks, pirates, French colonists, Swedish settlers, and French citizens attracted by the island life. Owned for a time by Sweden before being returned to France, St. Bart's capital, Gustavia, was named for a Swedish king, and the language, along with French, is used for many street signs. In Gustavia, visitors interested in the island’s history can explore 17th-century forts, a lighthouse, and the small Wall House Museum. With 14 public beaches, there’s one for every taste and activity, including a swimsuit-optional spot. Boating, windsurfing, kayaking, sunbathing, shopping, people watching, and exploring the island’s shallow reefs are favorite pastimes. Last September’s Hurricane Irma caused significant damage to the island, but recovery has been swift. After closing a year for renovation, Le Barthelemy Hotel & Spa has just re-opened. Set on the Anse de Grand Cul de Sac, an ideal area for watersports, the eco-friendly hotel emphasizes wellness, with an expansive spa offering hydrotherapy, sauna, and beach yoga. This perfect December island escape is accessible by air or ferry from nearby St. Maarten.


It would be hard to beat Chiang Mai for its combination of great November weather and low prices. Even though it's officially the start of the high season for hotels, the beginning of the month is usually very slow anyway, so bargains are common. Hotels in Chiang Mai are among the best bargains in the entire world, so even if you do have to pay full price for a room it'll be cheaper than a dorm bed in most European cities.
I think Sri Lanka would be wonderful for 2 weeks in December. The rainy season typically ends early in December, but even when it’s still going it tends to be quick downpours, as you are no doubt familiar with if you’ve been all over southeast Asia. Still at this point there are very few hostels with dorm beds and not even many cheap budget hotels, but at the age of 30 you are probably happier with normal hotels anyway. Value is quite good in Sri Lanka as long as you can spend at least US$30 or so per night, and hopefully a bit more. Food is also quite cheap in general, although there are still surprisingly few tourist-oriented restaurants in many towns so it feels a bit undiscovered. Just don’t spend much time in Colombo and preferably focus on the mountain areas, and I think you’ll love it.
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

If this were last year I might have also suggested San Juan, Puerto Rico or Cartagena, but both of those have issues at the moment. If for some reason you don’t like what you see in Costa Rica, there are also some really nice resorts in Panama, especially in the San Blas Islands area. Aside from those you’d probably have to fly longer than you prefer. I hope this helps. -Roger

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