Since flights to Mexico City from the US and Canada are usually quite cheap this time of year as well, this could be a perfect short cultural holiday. This city has great shopping, dining, and nightlife, and the central historic and tourist districts are far safer than most people would expect. There are ruins just out of town as well, so a bit of everything is available.
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.
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.
The reason for the recommendation is that Bali is not only a yoga and “spiritual” hot spot, but it’s also the most popular island for solo women travelers in the region. The book and movie “Eat, Pray, Love” was inspired by this trend, and they have in turn inspired thousands of solo female visitors to go there and stay for long periods, particularly in and around the Ubud area. It’s gorgeous and quite cheap once you get there, and the locals are generally gentle and kind to all. Most other tropical hot spots in Asia have far more solo male visitors than solo females. Just avoid lingering in the Kuta Beach area, because it’s packed with bars and loud backpacker party people. Most of the rest of the island is quite mellow.
Oh, did you want a sunny tropical vacation that doesn’t require a passport? Done. Hurricane season is over, flights are cheap, and the water is still warm enough for swimming (and scuba diving). Almost all the tourists come here via cruise ship, which means you’re mostly not competing with them for hotel rooms -- Windward Passage, Emerald Beach, and the Bolongo are all open for business after Hurricanes Irma and Maria last year. On December 16 you can catch Jazz By The Sea down at Coral World Ocean Park, and on December 21 watch the St. Thomas Lighted Boat Parade, where contestants (boats) are judged on lights, originality, and holiday cheer.
On the morning of our last day we hit the hotel cantina again for another round of breakfast bowls and bacon (Meal 5), which I had with fatty coffee. Afterwards we headed out for our final day. After riding a few things and checking out some of the tours, we found a place for a late lunch/early dinner at around 4 pm. This was the only sit-down, table service place we patronized on the entire trip and it was worth it. The menu didn’t seem to have a lot to offer the carb-conscious, but after explaining briefly to my server that I avoid carbs and sugar, I settled on the Kobe beef burger, bunless, and the server offered to replace the side of fries or rice with a bowl of stir fried veggies. My plate arrived (Meal 6) and looked gorgeous! The veggie bowl consisted of onions, peppers, mushrooms, snow peas, baby bok choy, and some carrot sticks which I mostly ate around. After stirring in a smidgen of the offered soy sauce and Sriracha, I must say I was greatly pleased with this side. The chef also garnished my plate with a small sample of cucumber salad, which was delicious. The burger was as thick and round as a steak and was probably the best restaurant bunless burger I’ve ever had. It was served with a sesame-soy sauce mayonnaise as a condiment which really complimented the burger well. This was probably my favorite meal of the trip and it was well worth the price and effort of sorting through the menu.
If you are looking for a place to go abroad for a few months starting in early December, you are right on the money with Thailand as the best starting location. The weather is really nice that time of year, and it’s quite easy to keep things extremely cheap if you need to. Many of us in the travel writing community have spent months or years traveling around southeast Asia, and I’ve probably spent close to two years there myself. Bangkok is the obvious place to start and it’s an amazing city. After that you can either go north to Chiang Mai and Chiang Rai and then over to Laos, or you can head south to one or more of the islands. Cambodia has a lot to offer, and especially in Siem Reap, and Vietnam can be entertaining for all three months of your first visa there.
Orlando’s theme parks are a major draw for families (and big kids, too!), but this iconic experience doesn’t necessarily come cheap. During the pre-Christmas November lull, however, hotels often offer attractive discounted rates, meaning potential savings and – more importantly for the kids – less time spent standing in line. Those looking for a more alternative American adventure should consider the island of Puerto Rico in November. While there’s a chance of rain (but a greater chance of balmy beach-lounging days), the out-of-season discounts are as appetising as the island’s take on Thanksgiving dinner: turkey stuffed with mashed plantain.

Another consideration is that Thailand is generally easier to get to with far more flights that are often cheaper, and Thailand also has FAR more beach options because of its long southern coastline and especially the islands. The posh beach areas on Phuket are typically the most expensive beach hotels in Thailand, but there are other more remote beaches in Phuket with lower prices so it’s worth a look. Aside from Phuket you should also look at Ko Samui, Ko Pha Ngan, and Ko Phi Phi. You might also look at the town of Pattaya, which is the closest beach resort to the Bangkok Airport. Parts of town have a lot of single foreign men in certain bars at night, but most of the town is actually quite family friendly and very good value. Let me know if you have other questions. -Roger


If you are going to that region I suggest you visit a site called travelfish.org, which is by far the best website on SE Asia and it’s run by a friend of mine who lives in Bali. They have busy forums where you can ask questions and quickly get them answered by experts on every imaginable topic there. I’m happy to help more as you are planning, so let me know if you have any other questions. -Roger
Those who adore the holidays and don’t mind the cold (the average high is around 48 degrees) might consider an end-of-year trip across the pond. Arguably Europe’s most festive destination, December in London promises charming Christmas markets, show-stopping Christmas trees, and streets covered in twinkling lights. A number of posh hotels, like 45 Park Lane and The Dorchester even have Christmas-centric packages available to get you into the holiday spirit.

I know what you mean about how easy everything is in Thailand, with a 7-Eleven on every corner. But I don’t know the current visa situation because it’s changed recently and might change again. Still, I think they are mainly trying to cut off the people who try to stay forever on consecutive Tourist Visas, and they are still welcoming of the 60-day visits. I hope so anyway because I might be heading there this winter myself.

The most important holiday in Japan is oshogatsu (New Year), and the month leading up to it is packed with fun festivals and markets. Standouts are Shimai Kobo (December 21) and Shimai Tenjin (December 25) both of which offer great ceramics and handicraft shopping, in addition to lots of good things to eat and drink. From December 8 through the 17th, thousands of lanterns will be placed around Arashiyama, including in the enchanting bamboo forest. If you’re there on New Year’s, you’ll catch the famous the bell-ringing ceremonies -- get up real early and see the monks at Kyoto’s largest temple, Chion-in, or drop by a small-scale local shrine instead.
Thanks for all of this Roger! It looks like in the comments you mention Portugal a couple times and I wanted your opinion – we’re looking at the first two weeks and probably focusing on Lisbon to Porto (since we know it will be too cold to do the beaches in the south). While Portugal seems to be highly recommended, I keep seeing conflicting information about November being rainy – we definitely don’t want to spend 2 weeks in the rain but in your experience what are the chances of that? Thank you!!
The mountains of Canada include the gentle slopes of Mont Tremblant in the east to the towering ones of Whistler in the west. Note that Canadians celebrate their Thanksgiving before the United States does, which makes our neighbor to the north a particularly good place for couples who won't be visiting family during that U.S. holiday—especially if you're willing to forgo turkey and stuffing for crepes and poutine.
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Two other suggestions would be India or Sri Lanka. Except for a few beaches in Goa, neither of those attract the party crowd, and both are excellent for scenery and culture. India is cheaper as long as you minimize time in Mumbai and other big cities, but that is good advice for many reasons. Sri Lanka is a bit better organized, and on your budget it is good value and easily affordable. There are good beaches along the south coast of Sri Lanka, but India is probably better for beaches.
I’m happy to hear that this information is helpful. My first thought is to wonder if you’ve been to Goa yet? I’ve spent 4 total months in India to about 15 different places, and I know all about the insane crowds and whatnot that you would prefer to avoid. In my experience, Goa is totally different, and that’s where I’ve spent by far the most time. I remember spending time on Calungute Beach and I was surrounded by mostly domestic Indian visitors including many families. There are other beach towns and areas that are even more mellow in the south. The beaches there are quite nice as well, which is something I didn’t find as much of in Kerala, Putacherry, or even Puri. At least it would be the fastest and most affordable destination, and it should be very nice in December.
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.
As for the Northern Lights, Iceland is one to consider, and its Aurora Tourism sector is pretty famous. You can get a cheap flight to Iceland from London or most other large cities in Europe, and it’ll cost about the same as a flight to Stockholm or Oslo. If you want to stay on the continent, I’d think about Sweden, even though Norway has more northern area. Both are very expensive, but Sweden is a bit cheaper and easier to get around in.
On Monday morning we arrived at our hotel, dropped our stuff in the room, and headed out to our first stop. We had a light breakfast at home, and mine consisted of a fatty coffee and 2 pieces of bacon. So we were all pretty hungry by around 1 pm. We headed to one of the food joints nearby, and I found a southwest grilled chicken salad (Meal 1) on their menu. After asking them to hold the black bean relish and sugary dressing, I ended up with a decent sized bowl of salad mix topped with half a grilled chicken breast and a good-sized scoop of chopped avocado. I topped it off with salt, pepper, and a packet of blue cheese dressing.
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.
Flights, on the other hand, can be pricey if you buy too early. My recommendation would be to book a resort soon and then put a fare-alert on the flights so you’ll get an email when the fare drops. For the Caribbean the cheapest fares are usually only 2 or 3 weeks out, and since that is a slow period you really shouldn’t have any problem (unless you are trying to go on popular Thanksgiving dates). Most likely the resort prices won’t change much as November approaches, so you could probably wait on that as well. There will definitely be empty rooms when you get there, so the resorts usually don’t start pushing up rates when they will be partly empty. Best of luck on this. -Roger
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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