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.
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Montego Bay is home to one of the Caribbean's busiest airports in addition to a few hundred hotels and resorts, so it's an ideal destination for even a shorter getaway in November. The rainy season is over but the busy holiday peak season doesn't begin until just before Christmas, so the weather is perfect and hotel prices are still very low. Flights should be cheap from most hub cities as well, so even a long weekend is within reach for budget travelers this month.
Every year it goes the same way. My mom calls me up a few weeks before Thanksgiving and asks me, “You are bringing green bean Casserole this year, right?” before she launches into a chorus of “You have to! No one else makes it just like you do!” Green beans have become “my thing” around the Thanksgiving holiday, and it’s the dish that I am expected to bring to dinner each year.
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.

The truth is, Rio de Janeiro will make this list for at least 8 months of the year, as the weather is always pretty good and the prices are still reasonable compared to Europe and North America. November is still well into the sweet spot, as the high season for hotels doesn't begin until December. This means bargains are often available at some of the luxury places along the beach, which won't be true again until April.
Ah, November. The end of the year is nearing, and most of us haven't traveled nearly as much as we planned upon. Thankfully, the second to last month of the year boasts not one, but two, holiday weekends for you to cash in on some of those vacation days and take a little sojourn to somewhere special—with family, with friends, or maybe even your significant other. But where should you go? There are a ton of places where the weather is still warm in November. But if you are looking to cash in on the seasonal appeal, there are also scores of exotic locales which count November as the peak time to travel there (
You’ve been to Cancun, but have you been to Playa del Carmen? Personally I much prefer it because PdC is a lovely tourist town with hundreds of little hotels and restaurants and bars, unlike Cancun, which is mainly a long string of high-rise beach hotels that are so spread out that you are nearly trapped in your own hotel. It’s about an hour south of Cancun airport by taxi or shuttle. That would be another of your cheaper options, partly because flights into Cancun are pretty cheap. It will be the tail-end of the rainy season in all of these places, but that usually just means a 30-minute rain storm a few afternoons each week.
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.
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.
If you’re a bit more on the timid side, you can always use Yelp and TripAdvisor to get good insights on places people have visited. As a disclaimer, some of the ratings may not be accurate on these sites, so make sure you go through and read some of the more recent reviews that people have written. We did this for a few of the places we visited and had no issues.
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