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.
If you are looking for an all-inclusive resort with reasonable airfares from Chicagoland, your best bets will be in Punta Cana, Dominican Republic, or the Cancun/Playa del Carmen area. Both have everything on your list, except perhaps wild life, depending on how you define that. You can get cheaper flights into Cancun, and there is a wide variety of offerings once you are there. If you don’t think you want to leave the hotel much, then stay in the Cancun hotel district or along the Maya Riviera nearby. But if you want to interact with a real and lovely town, then stay in Playa del Carmen or over on Cozumel. There are many nearby activities and some very interesting ruins.
Let’s get started. For the November trip you are going to have a lot of competition for those flights and hotels because those are prime Thanksgiving flight dates. I would normally recommend Puerto Rico, but they won’t be ready for visitors until next year from what I hear. Just a few days ago I published a new article on which Caribbean destinations have no hurricane damage. There are a lot of great choices, including all of the busiest ones, that were untouched by the storms. You might also consider Cartagena, which is probably the cheapest option once you get there. It’s got a wonderful walled historic town area, and it’s a short bus or taxi ride to the modern area with beach hotels and such. The sand there isn’t great, but the value is very good. I wouldn’t go outside of Cartagena at the moment.
It would be hard to beat Chiang Mai for its combination of great November weather and low prices. Even though it's officially the start of the high season for hotels, the beginning of the month is usually very slow anyway, so bargains are common. Hotels in Chiang Mai are among the best bargains in the entire world, so even if you do have to pay full price for a room it'll be cheaper than a dorm bed in most European cities.
Thank you, and I’m always happy to hear that people find this useful. Buenos Aires is a wonderful city and it feels very modern and very European, at least compared with most of the rest of South America. I would think that bringing a baby there would be similar to bringing one to, say, London or Paris. Rio de Janeiro is perhaps the most beautiful city location on earth, and it’s got some very rich areas (mostly along the beaches) and many dodgy areas. They also seem to struggle more with infrastructure there so bus service isn’t very modern and that sort of thing. That said, I haven’t been since they hosted the World Cup and Olympics and I’ve read that much of the situation has improved. Long story short, I think you might just have to be a bit more careful in Rio when choosing a hotel and neighborhood and that sort of thing, but generally I think you’d be good.
Those countries are all very safe, and especially that time of year, you’ll be surrounded by dozens of other backpackers everywhere you go, including many solo ladies or girls in pairs. There is very little petty crime there, although it’s always wise to keep track of your belongings. It’ll be easy once you get there, and Bangkok is the perfect place to start. You can book a place near the famous “backpacker ghetto” of Khao San Road, which is quite affordable and really fun, as well as close to the top sights.
Heat your winter up and pack your backs to explore Australia. Celebrate New Year’s Eve at The Opera Gala in Sydney. Eat your way through the Taste Festival in Tasmania. And if music is your thing, we recommend checking out the Life’s a Beach Music Festival in Rockingham (30 minutes south of Perth) or experience the Woodford Folk Festival in Queensland, one of Australia’s biggest cultural festivals.
“November in the desert evokes similar feelings in our hearts as springtime does for most of the world,” says Palm Springs-based Chef Michael Beckman, whose restaurants Workshop and Truss & Twine are among some of the city’s most popular hotspots. “We can set back out hiking, cycling, dining al fresco—all the things that make this place iconic—while the rest of the country is steeped in winter storms.” The Parker, The Colony Palms, and L’Horizon are generally considered the area’s top hotels, but design enthusiasts will relish the chance to stay in one of the area's signature Mid-Century Modern homes (AirBnB has hundreds available.) One thing not to miss: dinner and dancing at Melvyn’s, the beloved Old Hollywood haunt that counts Frank Sinatra, Elvis, and Marilyn Monroe as some of its famous regulars.
We’re a couple and are planning a 5/6 nights trip [around Christmas] from India to some place that is slightly reasonable and wonderful, of course! What we’ve been considering till now is Maldives or Cambodia or Thailand. Can you suggest anything around these or even completely different from these? The reason why we haven’t been able to finalize till now is that we’re trying to find a destination other than beaches, which isn’t as easy as it appeared!
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.
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.

November can be an ideal month to visit Boracay Island, even though you'll probably see a few quick rainstorms each week. This stunning and laid-back island is in the Tropics, so you can get a quick cloudburst a few times a week this time of year, but they are easy to avoid and the sunsets that form as the clouds are leaving again are often so gorgeous that it's all worth it.


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.
Much of Mexico is ideal in December, after the rainy season has ended; if you go early in the month, you’ll avoid the peak holiday-season rates that kick in around December 18. On the Pacific coast, the landscapes are still ultra-tropical green, and the ocean is bathtub-warm (80s), with exceptional clarity for scuba diving and snorkeling. Mexico City is a smart place to spend the holidays, when the locals have headed to the beach and you’ll find much less traffic in this famously congested city. (Do keep in mind, though, that some of the more sought-after restaurants and galleries will be closed.)

Take Meal Times in Stride – Although I had intentions of planning keto/low carb meals by researching restaurants beforehand, especially at Disney, that never happened. Did I mention I have four kids? Yea, I don’t have a lot of downtime. Even so, I never had any problem finding foods that I could eat at restaurants. When we were out and about in Orlando, if we were thinking about eating at a restaurant that I hadn’t eaten at before, I looked their menu up online in the car before walking in. As long as they had a keto/low carb option, it was a go. I wasn’t picky. In fact, I ate either a bunless burger or bunless grilled chicken club almost every day at Disney or Universal. When my kids wanted to order pizza one night at our condo, I ate the toppings off with a fork. When they wanted Mexican food, I enjoyed Chicken Fajitas on a bed of lettuce. Whatever my family wanted, I found a way to make it work, and I never felt deprived. We typically ate breakfast at our condo, a late lunch (at Disney or Universal if it was a park day), then a late dinner out. By doing so, we also saved a great deal of money since eating inside the park can be so expensive. Since we stayed off site, the dining plan wasn’t an option.
As for my own Top 10 destinations in general, that’s a tough one for someone like me because I can’t help but factor costs into the equation. For example, I really love Amsterdam and I even lived there for awhile, but it’s also very expensive and maybe not a great choice for everyone. And it’s also hard to avoid cliches for a list like this, because I honestly feel that most of the places on these sorts of lists are great.
Located on the north Pacific coast of Costa Rica, the 15-mile peninsula is home to lush jungles, postcard perfect beaches, and five-star hotels. It is decidedly remote (the nearest “town” is a 45 minute drive away) but sometimes, remoteness is exactly what a winter getaway calls for. Though Papagayo is the kind of place where you might be tempted to never leave the confines of your resort—there’s an Andaz, a Four Seasons, and a community of luxury villas to rent—it also caters to adventure lovers, with activities like ziplining, jetskiing, and four-wheeling through the jungle. Stick with later in the month to avoid any lingering rain (rainy season goes from May to early November.)
Never thought of Moscow as a Winter destination! It is quite the place to go especially after the world cup hype. I second Rajasthan, India as one of the best places to travel in December. Love this list, Wendy. I have even listed Rajasthan and other offbeat places to travel in December and January over here: https://www.thegonegoat.com/inspiration-and-tips/2018/11/29/the-best-places-to-travel-december-january
If you are looking for something far less developed than Phuket or any other Thai island, Boracay might be for you. This gorgeous strip of sand is a bit out of the way, but partly because of that it still feels only partly discovered. You'll spend your days relaxing along White Beach or walking up and down the sandy paths that serve as the only real form of transport for most people. Many visitors come every year, and quite a few of those never seem to leave.
The secret to a pleasurable European vacation in November? Go south. While cities like London, Paris, and Berlin feel the winter chill this time of year, Lisbon has the good fortune of a subtropical Mediterranean climate—which means temperatures are in the mid 60s. Book a room at the landmark Tivoli Lisboa in the center of the city. The luxury property sits on Avenida da Liberdade, a bustling boulevard that’s akin to New York’s Fifth Avenue. Ask the hotel to arrange a “Vintage Lisbon” walking tour and explore the city’s rich art and architecture scene.
Hmmm…there may not be a Wow Factor in Puerto Rico, especially if you are that used to Caymen. I was thinking more about a really nice place that was easy and with great weather. Costa Rica could have the Wow Factor, however. The country is something like one-third national parks and it is packed with great scenery and adventure activities. It is the zip-lining and canopy tours capital of the Americas, so there are many great options along those lines. And there is the volcano and hot springs and really nice beaches. I’m not sure what you’d consider a Wow Factor, but Costa Rica is probably the most Wow destination other than Hawaii.
Vietnam is generally cheaper than Thailand, so if that is your primary factor, Vietnam could be the best choice. The beaches in Nha Trang are quite nice and the town is pretty easy for English-speaking tourists. But the other thing about Vietnam is that visitors have to be much more careful, especially when booking tours and that sort of thing. The travel agencies in Vietnam (even those in hotels, but mostly the independent ones) are famous for over promising and under delivering. That said, it’s a lovely country and you can have a wonderful time there on a modest budget. It’s just that you have to be more careful, compared to Thailand where the travel industry is a bit more honest about what you get and how much you’ll pay.
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.

December is a fun time to be in Rajasthan (though a busy one—this is peak season). The weather is cooler—something to relish, as it means long explorations into the bazaars, wonderful walks around the forts, and a chance to explore the villages on foot without overheating. Evenings are spent wrapped in beautifully decorated Rajasthani shawls and blankets as you dine outside by firelight. The winter light is beautiful, particularly in the villages, making this an ideal time for any travelers with a passion for photography.


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.
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