Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.


If I had more information about destinations in East Africa that would qualify I would love to include them. But unfortunately, it’s one of the few regions I haven’t been to myself, and according to every source I hear, very few foreigners are visiting as well. I know many (especially wealthy) people do the safaris in that region, or they walk up Kilimanjaro, but outside that it still sounds like there is almost no tourist infrastructure or even a backpacker scene. If you know things to be different, please let me know because I’m very open to it. -Roger


Eat Breakfast In – I know this isn’t always possible, and it’s certainly not a deal breaker, but we ate breakfast in most mornings. This started my day off on the right foot, and I could make my eggs exactly how I like them. I didn’t get tired of eating bacon and eggs all week, but if you do there are so many keto breakfast options if you’d prefer a variety of foods. For me, this was budget friendly, and I didn’t have to buy a ton of extra groceries. Also, I have a big family with two of my four kids being 3 and under. It takes us forever to get out, so cooking breakfast is an easier option for us. If you’d rather eat out, I get it! Keep scrolling for other helpful tips.

Vacationing to Sicily during Italy’s traditional “off-season” has been trending in recent years, according to American Express Travel. What gives? Well, for starters there's Sicily's fabulous Mediterranean setting, as well as its rich baroque aesthetic and festive Catholic traditions. Plus, the crowds are more manageable than they are in the summer, which makes travel for families and large groups a breeze.


In Rome, the Coliseum and Ancient Rome are outdoors, but the city also doesn’t get as cold as the others so most likely you’ll be fine if you bundle up a bit. In Venice, they often have those floods during December, but they come and go every 6 hours so even if you get unlucky you’ll still be able to get around half the day, and it’s a small city anyway.
I’ve done most of my travel as a solo, and I’m now a couple years older than you, so I know exactly what you are asking about. If you had even 2 full weeks I’d suggest going to southeast Asia, but as you say, the travel time could be a killer for a shorter trip. Still, it’s a unique experience with a lot of positive aspects to it, so you should keep it in mind. If you are still considering it, I’d suggest flying to Bangkok for 4 days or so, and then spend the rest of your time on one of the islands such as Kho Samui or Phuket. If you want more information on that, let me know.
Thank you very much Roger. I truly value your insight and am taking into consideration everything you’ve noted above. I’m going to check out the link you posted as well. That just reassured me that Bali would be great during that period. I’m thinking principally of staying in Ubud, Sanur or Seminyak for the type of trip I have in mind which is equal parts warm weather, walking/discovering, culture and some beach life. I’d love to visit Thailand but it’s just not the right time. At this point, I’m more intrigued by all of the many, still remote islands of Philippines than the chaotic lifestyle in Thailand. Perhaps, that’s just me still reeling from my trip to India a few months ago.
Similar to so many on this list, Cape Town begins its busy season in the second half of December, so November is ideal in that the weather is nearly perfect and you don't have to worry about high-season crowds or prices. This is a city that has things available at almost any price level. Many of the hotels cater to the 4-star resort crowd, but there are also plenty of hostels and cheap hotels so backpacker-types should be able to get by on a low budget.
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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
Traveling around India is a shock to the system, but it’s not as bad as it looks. If you pay a bit more for the AC3 class on trains (air-conditioned, 3 bunks per side of the compartment), or AC2, it’s pretty comfortable and civilized. Mumbai is worth a couple days before you’ll be desperate to get out, but many parts of Rajasthan are much nicer and fascinating.
Anyone in the western half of the US or Canada will probably get a shorter and cheaper flight to Puerto Vallarta than to any of the Caribbean destinations above. The November weather in Puerto Vallarta is pretty much perfect and usually dry, and yet crowds are smaller and hotel prices are lower until Christmas itself. Mexico is, of course, one of the hot countries in November, in more ways than one.
Sunny SoCal may be beautiful all year-round, but the more-than-mild temperatures of November make it an even more stellar choice for those hoping for not-too-harsh sun, sand, and sea to chase away any impending winter blues. Head on over to the world-famous Santa Monica Pier or shop till you drop at Third Street Promenade. Of course, there’s also the good old beach itself, where you’ll find surfers, beach babes, locals, and tourists alike mingling festively together at Pacific Park amusement park, the outdoor gym at Muscle Beach, or on the historic Looff Hippodrome Carousel-- there’s also Bergamot Station in the heart of the city, which houses several art galleries to check out.
Lovers of historic architecture should consider tiny Malta in November, which still basks in glorious warm weather as much of Europe starts to shiver. The baroque palaces, churches and fortifications of its harbour-hugging capital Valletta look much the same as they did 400 years ago, and are extra lovely when observed from a traditional dghajsa (open boat) water taxi. If a life on the high seas has always appealed, then charter a course for the Cayman Islands come November, when the serene Caribbean isle hosts Pirate Week, a fun-filled festival that includes costume contests, street dancing and a horde of swashbucklers ‘invading’ the island and capturing the governor.

On the hunt for a non-traditional ski vacation? Look no further than the Japanese Alps. According to American Express Travel, the region has seen an increase in bookings during the holidays in recent years. And while December has historically been less popular than Japan’s peak season—April-November—adventurous travelers are now intrigued by the wilderness of Japan in the winter. The Hida, Kiso, and Akaishi alps are home to indigenous snow monkeys, volcanoes, and lava plateaus, plus, visitors are drawn to the area for its pristine ski offerings, natural hot springs, and rural hiking.

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).
Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.
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
But again, Vietnam can be a bit complicated for first-timers. Specifically, you need to book trains and tours through travel agencies, and Vietnam’s many travel agencies have a worldwide reputation for being hard to trust. They are all great salespeople but the product they deliver isn’t always what you expected. I spent 4 months in Vietnam and loved most of it, though I think it was much easier as a solo traveler who didn’t have a set schedule.
If you didn’t want to go to Asia you could instead consider the ABC islands, which don’t get much rain and haven’t had a major storm in many decades. Aruba, Bonaire, and Curacao are known for good snorkeling as well and you’d get good hotel rates that time of year. Two weeks might be a long time to spend on those islands though, so I would go to Asia if you can. Late November is a perfect time of year for a visit there, and you can even include a few days in Siem Reap to visit Ankor Wat. Let me know if you have any other questions. -Roger
When it comes to flights over the Christmas holidays, you should book as early as possible. The airlines know they can fill every seat at a high price so they don’t have an incentive to lower fares like they do for flights in January or February. Air Asia now flies from the US to Asia and at good fares. Aside from them it’s just the major airlines as well as some Chinese airlines that do those routes.

Hmmm…this is a tricky one. Since you want to get out of SEA, you might have to go a long way to reach someplace that could be considered cheap and also has decent weather in December. Japan and South Korea will be cold, and not really cheap. If you go south you hit Australia, which is very expensive by most SEA standards (although not bad by Singapore standards). Perth is obviously closest and it’s a real city, and of course Sydney and Melbourne will be in early summer in December so those could work if your budget allows. Brisbane and Cairns are both known for outdoor activities, although nightlife might be tough for teenagers and there are no real cultural sights.
If you really want to see the city up close, visit in November or December, when the crowds have dispersed. Hotel prices are comparatively low, and gondoliers are more appreciative of customers. And once you have your fill of religious art, head for the Peggy Guggenheim museum, which displays 20th-century American and European art in a home and garden setting. Note: October through January is the time of acqua alta, when Venice may flood. Usually it's not severe, and the city puts up wooden walkways for visitors and residents to traverse the water.
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
The other place that comes to mind is Croatia, which also has reasonable weather in November. I’d recommend focusing on Split, which has many similarities with the more-famous Dubrovnik, but it’s easier to reach, much cheaper, and more authentic because Dubrovnik has become kind of cheesy as a cruise port. You could even take a bus to Mostar or Sarajevo in Bosnia for a couple days. The coast in that area is beautiful and there won’t be many other tourists that time of year. I hope these ideas help. Let me know if you have any other questions. -Roger
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!
The eleventh month of each year brings nice fall foliage, a nice pre-holiday calm, and tons of things to give thanks for—especially when it comes to traveling. From the Big Apple to the Sunshine State and all the way to the Pacific Coast, it’s easy to rest and relax before the seasonal hoopla by escaping into the grey blue skies and cooler temperatures of late fall by attending a star-studded annual parade, adventuring into the wonderful world of Disney with the kids, or even getting away to a tropical paradise to experience a warmer weather vacation getaway.
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
Over in the Americas, meanwhile, it’s all about downhill thrills. Mt Hood, an 11,250ft (3429m) stratovolcano in Oregon’s Cascade Range, has North America’s longest ski season, with good quality powder dumps arriving in earnest at the beginning of November (before the real ski crowds descend). Runs are split fairly evenly between grades, making it a great spot for skiers of all abilities. Those looking to really ramp up the thrill factor, however, should head south to Nicaragua, where volcano boarding – tobogganing down their slopes – provides a one-of-a-kind adrenaline rush.

I had promised a colourful vacation to my wife in December . I’m from India . I have been to Malaysia , Singapore , Hongkong , China , Dubai & Thailand . My wife isn’t keen to go to Asia . She prefer Europe . Our tentative dates are in such a way that we will celebrate the Christmas at one of the destinations . We have a budget set for 5 nights . Will you be able to guide us the best place to be for Christmas and yes an enjoyable experience . I had options of Malta , Spain ( Prague – Hungary ) . Though I spoke to our tour agent , they recommend the standard tour packages . I love night life and beach . I checked the flights to Costa Rica from India & they are exorbitantly priced .

The December weather is actually warm enough to sit on the beach, but most people who come to Dubai tend to just relax and do a lot of shopping at one of the enormous and modern malls here. The restaurant scene is very interesting as well, and you can eat cheaply if you follow the local workers, or go to one of the hotel restaurants and get world-class cuisine.


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.

I’ve done most of my travel as a solo, and I’m now a couple years older than you, so I know exactly what you are asking about. If you had even 2 full weeks I’d suggest going to southeast Asia, but as you say, the travel time could be a killer for a shorter trip. Still, it’s a unique experience with a lot of positive aspects to it, so you should keep it in mind. If you are still considering it, I’d suggest flying to Bangkok for 4 days or so, and then spend the rest of your time on one of the islands such as Kho Samui or Phuket. If you want more information on that, let me know.

The rainy season in Cartagena winds down by early November, so this is an ideal time to come, especially toward the end of the month if you can get cheap airfare before and/or after Thanksgiving. The temperatures are pretty much the same here every day of the year, so the key is to work around the autumn rainy season to when it's dry but before hotels fill up.
I’m not really an expert on surf destinations and even less so on skate parks, although I am aware of many places that do have good surf beaches. From Ireland I think your two best bets would be either Rincon, Puerto Rico, which has the best surfing in the Caribbean and is good for longer rentals like that. You could get a reasonably priced flight into San Juan, which is also a really nice place with some surfing and great beaches, and then hire a car for the drive to Rincon.
As far as finding work on the road, the only decent-paying job that is fairly easy to get that I’m aware of is teaching English, but I think those gigs tend to last at least a few months. Right now Thailand is trying to get rid of any foreigners who are working in hotels and bars without permits, so Cambodia might be better at the moment. I’m one of the thousands of people who work online while traveling, and it seems much easier to make a decent living that way compared to working in hostels and such. Good luck with whatever you decide, and maybe I’ll see you on the road at some point. -Roger
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.
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