Cancun is at the north end of the Riviera Maya, which also includes the island of Cozumel, so this is a huge area with over a thousand hotels to choose from. All that competition keeps prices down until the high season begins, so November is still a buyer's market. There are even ruins nearby and other cultural opportunities, so it's not all about sitting on the beach here. If you prefer a high-rise hotel overlooking a beach then stay in Cancun itself, but if you prefer to stay in a friendly town with many restaurant and shopping choices then head to Playa del Carmen, just a bit to the south, instead.
For the record, the official Hurricane Season runs from June 1 to November 30, but hurricanes in November are extremely rare, so we have likely seen the last of them for this season. The devastated islands will need help rebuilding, and the remaining islands are hoping that visitors know they need the business as well, and that there is no risk of big storms starting in December and usually earlier. -Roger
If you're determined to travel during the holiday periods, though, book your vacation flights, hotels, and cruise far in advance. If it works with your schedule, fly on Thanksgiving Day or Christmas day; those are the least crowded days of the holiday season. And if at all possible, avoid traveling during weekends, on the days right before or after the holiday, and late in the day. It's not only crowded at airports but also northern storms can wreak havoc and create weather delays that cascade across the system.
Christmas markets sprout up all over the country this month, and from the smallest towns to the biggest cities they’re a great place to mingle with locals, learn about regional handicrafts, and sample seasonal delicacies. Depending on the venue, you can find anything from medieval reenactments to outdoor concerts. But they’re usually at their prime once darkness has set in and the fairy lights are out in full force (which means there’s also time in the day for museum visits and city touring before indulging in the market flurry). Some travelers skip dinner altogether for a smorgasbord of yuletide samplings at the wooden market huts!
It’s unfortunate and heartbreaking how many times I have recommended San Juan, Puerto Rico in the last few years. Once they get the power back on I’m sure it’ll be back to normal fairly soon after that, but I’m guessing probably March or later. And fortunately, Nate missed the Cancun area for the most part. Have you considered somewhere in the Cancun/Playa del Carmen/Cozumel area? I’m particularly fond of Playa del Carmen, and that flight to Cancun should be pretty reasonable for you.
With a vibrant downtown, great restaurants, culture, and a recent multi-million renovation to the Ritz Carlton, Naples, one of the areas most luxurious hotels, December is when the town really starts to get into gear. You can spend your time on the miles of gorgeous Gulf Coast white sand beaches, take an Everglades Safari, or head to the Artis-Naples which hosts world class dance, theatre, music, and comedy. And that is to say nothing of the five-star shopping.
The farther, and cheaper, option is Bangkok. A flight would cost more and you might end up having to change planes in Dubai on your way, but once you get there you can find nice hotels starting around US$25 per night, although paying more for a better place is probably worth it. The whole central area of Bangkok around what is called Siam Square is surrounded by about 15 or 20 large shopping malls, many of which focus on clothing. It’s mostly chain stores and prices are good, although it’s not like they are much different from Europe except taxes are a bit lower. You can get locally made clothes at local markets for much lower prices than the chain stores in the malls. Also, Bangkok is a really fun city with plenty to see and do. For what it’s worth, alcohol is much cheaper in Bangkok than in Dubai, and much easier to get as well. I hope this helps. Let me know if you have any other questions. -Roger
While December is quite busy in Lima, as a very popular summer beach destination for South Americans, it's also still very reasonably priced so it's worth considering if you are exploring the continent. The beaches aren't spectacular as they are in Brazil and elsewhere, but Lima is still a great summer city with great outdoor life this time of year.
I’m sure you’ll have a great time. I don’t have any good suggestions for where to celebrate Christmas, but I’m sure you’ll have no problems finding something by just walking around or checking online. The top draw in Barcelona is the architecture, and especially the 20th Century buildings by Gaudi. I recommend the hop-on, hop-off bus tour because it allows you to see almost all of the famous buildings from the street in just a few hours. Park Guell is worth a visit, but of course the main attraction is the Sagrada Familia cathedral. Check opening times and reserve a ticket in advance if you can.
Lastly, while you’re stocking up on your morning coffee or mid-morning snack, you can many times see hard boiled eggs, snack-size cheeses, and small packs of nuts available in the display cases. While this is common in gas stations and convenience stores, more and more coffee shops and cafés are offering elevated versions of these as well. These are a quick and easy way to get some keto food while you’re sightseeing or running to a meeting.
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!
The rainy season is over so it's an ideal time to base yourself in Chiang Mai for some outdoor activities in the area. There are temples like crazy in the city center between the old walls, but even more interesting ones in the area just around Chiang Mai. There's also great trekking and such, available quite affordably from any travel agency in the city.
Mid- to late-November welcomes warm, dry sunshine with temperatures of about 80 degrees in this subtropical Central American nation located south of Mexico. You’ll slip in before the holiday crowds and enjoy exceptional weather and affordable prices for tours and fine lodging. White sandy beaches, friendly native people, jungle adventures, and tours of ancient Mayan ruins await visitors on this small and easy to navigate paradise. Nov. 19 is Garifuna Settlement Day, a celebration of the Garifuna people, descendants of African slaves and native Carib islanders. All are welcome to participate in dancing, parades and tasting traditional foods.
If you are looking for an island that is moderately priced in late November I would probably head to Thailand. The rainy season typically ends in the middle of November in Phuket and Ko Samui and the other popular islands, although you might still get a few quick storms in late November. One nice thing is the crowds don’t start coming until mid December so you have a huge selection of hotels at really good prices.
I’m hearing very mixed things about Cuba visits. The main downside for Americans is that you still have to go as part of a package deal, and those packages are all incredibly expensive for what you get. It sounds like the Cuban government is charging very high taxes and fees on companies selling tours to Americans, so they are really only popular among people who are especially curious about visiting Cuba. In other words, they are poor value unless it’s at the top of your list already. I hope this helps. Let me know if you have any other questions. -Roger

Thank you for the kind words. I know what you mean about the image of Thailand and Bali, particularly among Australians. On one hand you could go to either of those places and easily avoid the most notorious party neighborhoods, but it’s probably easier to head somewhere else since both of those places are so crowded that time of year anyway. I do have a few suggestions, which I’ll describe briefly and then if you want more details about any that appeal to you I can do that in a follow up comment.
Once again, it's worth noting that the first half of December will be cheaper and far less crowded than the time around Christmas, so if it's possible you should come early for best value. Still, compared to, say, Miami Beach, Cancun and the other Mexican resort towns are far cheaper and at least as fun as well. By the way, Cancun is mainly just a strip of high-rise hotels along a lovely beach, while Playa del Carmen (about an hour south) is a real tourist-friendly town with smaller hotels as well as hundreds of restaurants and shops to choose from.
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

Weirdly enough, Central America and South America aren’t really known as top “culture” destinations, as the colonial history has mostly wiped out the indigenous history in the larger places. There are Aztec, Maya, and Inca ruins and sights, but not really enough to build a whole trip around. I’d say the most interest of those would be the Inca culture of Peru, specifically around Machu Picchu and the valley around Cusco. Alternatively, visiting Argentina is pretty much like visiting Europe from a culture standpoint. It’s quite nice there and prices are low if you know about the blue market for currency, but otherwise it may not be what you are looking for.


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.
My best recommendation would be somewhere in the islands of Thailand. December has very pleasant weather with warm days and nights that can be a bit chilly (for some people). Best of all, it’s a very beautiful place and the tourist infrastructure makes it easy to get around speaking English and with very few headaches. The largest island is Phuket and it has famous nightlife in the Patong Beach area. In fact, the nightlife is so notorious that many people think it’s too much so they avoid the place. There are many other beach areas that are quiet and still close enough to go into Patong once in a while.
I’ve yet to do an African safari, although that is probable next year for me, and I know quite a bit about it from reading and publishing articles on them. That certainly would be a Wow thing to do. They tend to last around 5 days, so you could do that in conjunction with a visit to South Africa itself. That is another that I’ve yet to reach, but people rave about Cape Town and many other places in that country.
Oh, and I just noticed you asked about general safety as well. Buenos Aires is fine as long as you don’t wander into the bad neighborhoods after dark, which is pretty much true almost anywhere you go, including Europe. But Rio is sadly famous for petty crime and it’s a real issue. As long as you know what NOT to do it’s quite safe, so I’ll still recommend it as long as you read up a bit on the topic. The most common problem is when people walk down to the water on the beach after dark. As long as you know NOT to do that you should be fine, but if you did go for an evening walk near the water and out of sight of the well-lit sidewalks, the chances of getting mugged are extremely high. Again, it’s worth learning about it and it’s easy to stay safe if you do. Let me know if you have any other questions. -Roger
November is typically the end of the wet season in Sri Lanka, and of course it’s hot every day of the year. I think you’ll be okay. In those areas there are often a month or two where it rains a LOT, and November is not one of those months in Sri Lanka. You might get a few storms per week, but they should be the kind that start at 3pm and finish 20 minutes later. They are easy to shelter from because you see them forming. You can get storms like that almost any time of year in the Tropics. Have a great trip. -Roger
Once the scorching temperatures and monsoon rains of summer have subsided, November is the perfect time for exploring this kaleidoscope of colour and culture. Due to India’s size and terrain, you can still expect some variation across the country, but travels through Rajasthan and the Golden Triangle will be mostly dry, clear and balmy with a maximum of 30c (86F). Perfect for tiger-spotting in Ranthambhore, camel rides in Pushkar, and admiring the shimmering Taj Mahal!

The period between November and April is the Philippines’ “dry season,” which is generally considered the best time of year to visit. And while February and March can be unbearably hot, in December, you’ll find pleasant temperatures and sunny days. Start your trip in Manila (check out the funky Henry Hotel in Pasay City), then retreat to one of the country’s picturesque private islands. Our recommendation? Amanpulo on Pamalican Island, where there’s something for everyone: scuba diving, moonlit boat rides, tennis, yoga, and five-star service.
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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