You still get warm ocean breezes and 70-degree temperatures, plus the Hawaiian islands go all out for the holidays. Locals host potlatch-style parties where the Christmas goose is replaced by a luau pig, and the resorts deck themselves out like tropical North Poles, including a massive tree-lighting ceremony at the Outrigger on Oahu and tree-decorating contests at Mauna Kea on the Big Island. Residents there climb to the top of the 13,000-foot-tall volcano, shovel snow into their trucks and speed back down to build snowmen in their yards before it melts.
Unfortunately I’ve only been to Cartagena in Colombia, although I know of some travel bloggers who live in Medellin and love it there. The mild weather year round is one reason people love it. I don’t speak much Spanish, which is a problem in much of Latin America, but evidently there is a pretty big scene of various expats and English speakers, so Spanish isn’t so critical. In other words, I like the sound of your idea and I imagine it’ll be great, but I haven’t been there yet so I am really not qualified to give real advice. Best of luck with whatever you choose. -Roger
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.
Writer, photographer, potato aficionado. In 2015 I sold all my belongings, ignored mum’s advice, and left to travel through 28 countries in one year. Lessons learnt: beer is tasty, Nepal is life, and I regret nothing. The word ‘adventure’ is great, whistlers are not, and once I took a 44-hour bus ride from Malawi to Johannesburg which has led me to make better life decisions ever since. I’m also one half of The Common Wanderer blog, follow along at @thecommonwanderer

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.


Malaysia is a favorite of mine, although it’s not really known for beaches. Again, it really depends on what you are looking for. Kuala Lumpur is my favorite city in Asia because it’s got such a great mix of things and it’s also pretty affordable, but not everyone is looking for a big modern city. I’m happy to help with more recommendations if you let me know more about your goals. -Roger

A visit to Vienna in December might be a holiday experience of a lifetime. From the festively adorned palaces, magical Christmas markets, classical concerts, and choirs to the cozy cafes and restaurants, the surreal atmosphere seems like a Hollywood movie. With nearly a dozen Christmas markets to choose from, the one in front of City Hall is notable for its giant tree, ice skating rink, carousel, and reindeer train. At another in Freyung Square, you’ll find delicious mulled wine, gingerbread, roasted chestnuts, and a variety of regional snacks in addition to jewelry, handmade toys, candles, and more. The market at Spittelberg, set amidst lovely townhouses and narrow streets filled with bars, restaurants, and galleries, is a wonderful place to sip champagne and browse the many shops. Set in front of the world famous baroque residence, the Christmas Village at Belvedere Palace should not be missed. Book a Christmas concert at the renowned Kursalon where Johann Strauss was the concertmaster or enjoy a recital at one of the many distinguished churches through Vienna. You can even take a walk or a “hop on, hop off” bus to enjoy the Christmas displays. No winter night is complete without a stop at a sausage stand for a succulent bratwurst served with mustard, horseradish, and a classic bun. In the heart of the city, the magnificent Hotel Grand Ferdinand would be the perfect home base for exploring Vienna.


Most of the destinations below are in Latin America and Southeast Asia, so depending on where you are starting from it might be a rather long flight to get there. Many of us can take two weeks or even more around this time of year, but that fact means that all of these places do get crowded and raise hotel prices for the weeks around Christmas and New Year's. Speaking of that, we have a separate list of cheap and warm places to go over Christmas and New Year's, only listing beach areas around the world with affordable hotels during that period.
The final month of the year marks the time when people in northern climates start looking around for an escape to the sun. Fortunately, there are big parts of the world that have their best weather of the year at this time, and are very cheap as well, once you get there. The best places to visit in December are of course close to the equator or even below it.
You mention New Zealand and of course it’s summer there then, so it would be a good choice. However, all of these places will be crowded and near peak hotel rates if they are warm. So I’ll be happy to give you advice if you tell me if you’d rather visit one or more European cities in the cold season, or if you are looking for a warm place like New Zealand where it will be fairly crowded. By the way, the southern European cities such as Rome and Barcelona are lively and enjoyable that time of year, as the Christmas season goes on, and there aren’t too many tourists except for a few that travel to see their families around the holidays. So it can be a good time for southern Europe, as long as you don’t mind wearing a jacket or jumper during the day, and maybe a bit more in the evening. Give me a bit more guidance and I’ll be happy to try to help. -Roger
Impressive year-round, November in Sedona is a feast for the senses, offering perfect temperatures and colorful fall foliage along with its majestic red rocks. Sedona is rich in wellness activities, spa treatments, art galleries, and locally-made arts and crafts. Along the Verde Valley near Sedona, quaint wineries with passionate winemakers offer personal tours and tastings. Red Rock State Park, a nature preserve with stunning scenery, native vegetation, wildlife, and a wide variety of birds, is popular with hikers. Visitors can also tour by jeep, horseback, hot air balloon, or helicopter. Many travelers hike among the red rocks seeking the much discussed vortexes—places of energy that are said to come directly from the core of the earth. Whether they are truly healing areas is not clear, but there are believers who experience spiritual effects and others who simply enjoy the breathtaking views. L’Auberge de Sedona Resort, centrally located in Sedona’s Red Rock Country, provides access to these activities in addition to both fine and casual dining featuring seasonal menus and locally sourced foods. Accommodations are available in the main lodge or in secluded cottages with panoramic views and exquisite rustic indulgence.

Another option is Chiang Mai, Thailand, which has wonderful weather in December as long as you don’t require constant heat. It is popular with tourists and expats, but it’s not an overly touristy city so it never seems too crowded. Other options in that general area to consider are Luang Prabang, Laos, and Siem Reap, Cambodia. Let me know if any of these sound interesting and I can provide more info if you need it. -Roger
Another option is Chiang Mai, Thailand, which has wonderful weather in December as long as you don’t require constant heat. It is popular with tourists and expats, but it’s not an overly touristy city so it never seems too crowded. Other options in that general area to consider are Luang Prabang, Laos, and Siem Reap, Cambodia. Let me know if any of these sound interesting and I can provide more info if you need it. -Roger
Yes, these lists are reviewed and updated at least once a year. I’ve been adding new cities each year and even removing a few that have become too expensive to be on a “cheap” list. Personally, I’m an obsessive travel planner (which is why I do this for a living) and I like planning at least a few months in advance. You usually get the cheapest flights around 3 months out, although it can range from 2 to 5 months for longer flights. In other words, now is a great time to plan a November trip.
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.
It's been said Jackson Hole is where Aspen meets Palm Springs. Ski season, however, really starts in mid-December. There's world-class—not to mention some of the most vertiginous—skiing in the continental U.S. Plus, miles and miles of trails and nature to enjoy less vertically trekking through Grand Teton National Park and Yellowstone National Park. To put much of this at your fingertips, the Four Seasons Jackson Hole has a ski concierge and is a ski-in/ski-out property.
My partner and I (in our 20s) are thinking about where to travel next December. We are from Australia, and since our last 2 trips have been to cold places (US and Japan) we are looking for a warm place to head to next. We aren’t into partying and I would love somewhere with nice beaches, wildlife and rainforests, but my partner can get easily bored so we need some activities and civilisation too. Probably looking at around 2-4 weeks depending on how much there is to see and do and would like to spend $100-200 AUD per night accommodation. Also, would like to feel safe wherever we end up.
Dubai has pretty much perfect weather in November, and this is really the first month since April when it's not scorching here. Fortunately, the crowds are also light because most people wait until Christmas to start traveling to warmer places. Dubai can be incredibly expensive if you have a big budget, but it doesn't have to be. You can get good deals on non-chain hotels and even apartment hotels this month, and if you skip the hotel restaurants and the fancier places in malls, you can eat well on a modest budget here.

If an apartment isn’t your thing, or you have to book a hotel for your business trip, then there is one upside: the food. Typically hotels will include some sort of breakfast, and occasionally some sort of dinner plan. In Portland, we stayed at a great hotel that included both. Breakfast usually consists of pastries, waffles and oatmeal – but they almost always have eggs, bacon, and sausage ready to go on your plate.
Few people travel between Thanksgiving and Christmas—specifically, from the Tuesday after Thanksgiving to the Thursday or Friday before the peak Christmas rush—so you can enjoy substantial savings off peak-season rates (four nights for the price of three, seven nights for the price of five) and your chances of an upgrade are good—if you book through a Caribbean specialist with clout.
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.
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.

Pretty much everywhere is going to be at or near capacity for those dates because half the world is on Christmas break. Between Australia and New Zealand, I think New Zealand would be far more interesting for 10 to 14 days. In Australia you pretty much have to spend a few days in Sydney, a few days in Melbourne, and a few days at the Great Barrier Reef, all of which require flights and will be very crowded over those weeks.


Southeast Asia is easier to deal with, and there are cheap flights connecting in the Middle East and landing in Bangkok, Kuala Lumpur, and Singapore. Each of those is a very interesting city, and there are many smaller places to go in the same region. In Malaysia there is Penang and Melaka. In Thailand there is Chiang Mai and quite a few others in that area. In Laos you can visit Luang Prabang, which sounds like it could be a winner for you. And there is also Siem Reap, which is home to the amazing Angkor Wat temple complex.
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