For anyone considering a multi-destination South American trip in November, Santiago should definitely be looked at. The daytime temperatures should be pleasant and warm, and it's bone-dry all summer, so it's a great combination. Hotels in Santiago don't have their peak price season until New Year's, so in November you'll easily be able to find a very good rate at one of the nicer places.
By early December the rainy season is pretty much over in Cartagena, and it cools down just a bit more as well, so the weather really doesn't get any better than this. As with most others on this list, right around Christmas you'll find that hotels get more expensive and are more crowded, so if you can go earlier in the month you'll be paying less and dealing with fewer crowds.
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.
The fastest high-speed trains between those cities only take 2.5 hours, although most departures are closer to 3 hours. Definitely take the train and also buy the ticket as far in advance as possible for the lowest fare. Not only is it FAR quicker than flying (and of course the coach), but it’s far more comfortable and more enjoyable. This is a link to the official Spanish rail site. The scenery isn’t all that special, but it’s still interesting. Have a fantastic trip. -Roger
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.
My boyfriend and I are trying to plan a somewhat last minute trip for the second two weeks in December. We would love somewhere that is a little more laid back, but interesting enough that we wouldn’t get bored. We also would prefer a one-stop destination that doesn’t require a lot of additional travel outside the initial flight. If it was a beach that was good for surfing that would be a huge bonus, but we also like snorkeling or hiking. We aren’t really fans of all-inclusives, mostly just because we’re not heavy drinkers and don’t like buffets so it seems like a bad fit. Any ideas off the top of your head for a budget friendly place that would fit all that? I greatly appreciate your time and think it’s really awesome you’ve been replying to all the comments!
As a male who usually travels solo, I’m not sure I’m the best source of advice for solo female tips. There are hundreds of travel blogs run by solo female travelers, and if you Google some specific topics that you are curious about, I’m sure you’ll find some great information. Generally speaking, the females tend to say that traveling solo is far easier and less threatening than they had feared.
Aside from Indonesia you might also consider Thailand, which has great infrastructure so it’s much easier to travel with young children. Phuket has by far the most options, and its rainy season usually ends in early November. For families I recommend Kata Beach and Karon Beach, which are both just south of the main shopping and nightlife town of Patong Beach.

As for flight connections, Barcelona and Madrid should have decent connections to Toronto and Delhi, while Casablanca (Morocco’s largest airport) probably does not. So Spain is the better choice by that standard. On the other hand, you can get to Morocco by ferry from Spain in a short time, so you could go to Spain and also visit Morocco for a day or two.
Cartagena is a lovely place as well, but another reader just pointed out that the US government has a new travel warning to all of Colombia as of June, 2017. The US has travel warnings to many countries that people still safely travel to every day, but it is something to consider. Many years ago Colombia had quite a few problems, and yet Cartagena was always okay because it is this little cruise port and tourist city far away from the major urban centers. Seeing this, I would think twice myself, although I wouldn’t rule it out, but I also wouldn’t go anywhere except Cartagena at the moment.
Increasingly popular, Lisbon is quite warm in summer, but November’s cooler temperatures and fewer crowds make it a pleasant time to visit. A city of hills and spectacular views, many terraces (miradouros) offer vistas for those who climb (or take a taxi) to the top. Alfama is the city’s historic district, defined by hilly, narrow cobblestone streets. The Fado Museum, in Alfama, honors Portugal’s soulful folk music and provides some background on the sounds heard nightly in the city’s fado houses and bars. Seafood is plentiful in Lisbon, and the traditional Portuguese dried salted cod (bacalhau) is on most menus along with octopus, shrimp, sardines, clams, and tuna.
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.
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.
December might be the only month of the year in the Canary Islands where very few people would consider sunbathing. Still, compared to everywhere else in Europe, Tenerife is balmy. The largest and most English-speaking of the Canary Islands, Tenerife is no mystery to the hundreds of thousands of northern Europeans who spend a month or more here every year.
On my own trip I spent 3 nights on the North Island after leaving Auckland, and then 4 nights on the South Island. The South Island is more scenic and interesting, and much less crowded, so I would have liked to have stayed another 2 or 3 nights if I had the time. So I’d recommend 3 or 4 nights on the North Island and 5 to 7 nights on the South Island. With smaller towns and smaller crowds on the South Island, that is the better place for star gazing, though most of the North Island is fairly empty as well. It’s an amazing place and I’m sure you’ll love it. Have a great trip. -Roger
Thank you for the kind words. If you’ve got 30 days in Thailand I would recommend spending more time in Bangkok and probably in Chiang Mai as well. Bangkok is huge and in December the weather is actually quite nice, so two days seems way too rushed. As for which islands to consider it sort of depends on why you don’t want to go to Phuket. Phuket is the largest and busiest island and it’s got just about everything that the rest of the islands has. I can understand not wanting to spend time in Patong Beach, which is the shopping and nightlife capital, but there are many other wonderful beaches and towns on Phuket that are quite different from that.

The high season hotel prices will start in November as well, but crowds are usually thin for most of the month so you should be able to get some nice bargains at some of the nicer places that allow online booking. When they see that they have lots of empty rooms as the month approaches, they'll discount to be on par with some of the 2-star places that aren't nearly as nice.
Mexico’s spectacular Día de Muertos (Day of the Dead), bewitches Mexico City at the start of each November. Donning the skeleton face paint for the mass parades in the main Zócalo square is a must, but take time to step back from the party and seek out more intimate family celebrations where deceased loved ones are honoured with candles, sugar skulls and, of course, tequila. If you’d prefer to relax with a rum, then Barbados in November may be more to your tastes. The sugar-cane liquor is thought to have originated here in the 17th century and continues to be the local tipple of choice. Toasting the sunset from one of the island’s magnificent beaches is a quintessential experience.

My Husband and I plan to holiday in a warm place in December from the 20th away from Namibia where we live. We are not looking at South Africa at all. We would like to see interesting places and cultures. We are not the beach type. We are interested in scenery as well. We visited China last year and it was too cold. We don’t surf and we don’t snorkel. We love people, not too expensive shopping, wildlife and birds.

This is a tricky one. Pretty much every destination in the Tropics has its peak rates of the year during the weeks you have in mind. That said, there are still some fairly cheap destinations in the Caribbean, even at peak rates. However, since you live in South Florida and understandably don’t want to go someplace even hotter during the only semi cool time of the year, it sounds like you are ruling out most of the Tropics.
Thank you so much Roger. This is a huge help. Thailand then….Going forward. Assuming I start in Thailand then to ?? What makes sense? i was thinking Peru then? I checked airfare from Lima to Cape Town…Huge money $1600.00. If you were doing a once in a lifetime trip around the world what would you ‘must see’? As I mentioned I’ve been to India, Egypt and Jerusalem but my friend has not. I’m not adverse to revisiting but there might be more sensible options. I need to consider ‘safer’ countries as well. I’m one of those people that sold my house, quit my job and am going to travel. Mid life crisis. LOL. How do you spend 2 years abroad? Do you need special visas for being out of the country for so long. As a Canadian we are restricted to 6 months to retain our health care. Problem!
My fiance and I plan to travel for a month starting Oct. 20. We’re thinking about selecting a region that would allow 4 destinations with great food, outdoor activities (hiking, swimming, horses, yoga, etc), nice accommodations that don’t break the bank, and some sight-seeing. We’re planning to get married on the trip, too. Any suggestions? Super appreciate your insight!
We are looking to explore warm Central American destinations safe for kids and affordable in price. We love beaches. Not in the typical sun-bathing type of way, but rather appreciating the raw beauty of the nature. We also like to eat out and having activities for the kids and as a family would be excellent. Could you suggest a destination that fits the bill? Central America appeals to me but open to other suggestions you may find worth mentioning.
Also, as far as I hear, the worst that ever happens is they take your stuff. So if you leave your passport and most of your money in your hotel room, and keep your phone or camera hidden most of the time, there isn’t much to lose. I’m making it sound worse than it is really. I wouldn’t hesitate to go to Rio again, but of course I’d be aware of those few situations to avoid.

Sri Lanka doesn’t really have a good infrastructure for budget travelers at this point. There are loads of nice hotels if you are willing to pay US$40 or more per night, but almost nothing below that except for a few hostels. I haven’t been to Palawan but I have been to Boracay and Palawan can’t be too much cheaper. Boracay doesn’t have many budget options either, so my guess is that Thailand or Cambodia is your best bet.

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