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
Early in your message you say the last week of November, and then later you mention “late December,” so I’m not sure which it is. But if it’s late November, I think Italy could be a great option, as the weather there is still quite nice, at least in the south. You could go to Venice for a day or two and then Florence and Rome, and then maybe spend 5 or so days in Sorrento. I spent 5 days in Sorrento in mid November two years ago and the weather was very nice, even if it wasn’t warm enough to sit on the beach.

I’ll be happy to give you some suggestions, but it would really help to know your starting point and approximate budget. At this moment I am writing this reply from Cancun, which could be perfect if you are in or near the US, but if you are in another part of the world there will likely be better choices. Although thinking about it, even if you are in Europe, a place like Cancun might still be best. Let me know and I’ll give you my best answer and an alternative or two. -Roger


There are always those travelers who celebrate the end of summer and the opportunity to don a sweater and take out the wool scarves and quilted jackets. For them, Iceland would be a perfect destination, with a chance to see the Northern Lights and adorable sled dogs. Montreal is another place with a winter chill, and at the end of the month, you might even find an early Christmas market. San Antonio gets into the holiday spirit at the end of November as well. Sedona offers chilly nights and gorgeous scenery, while Hilton Head Island still enjoys autumn weather and activities.
For our early dinner (Meal 4) we found a burger joint, where I had a bacon and cheese (shredded, not the gross, carb-laden “cheese” sauce) hot dog. I grabbed some green beans with salt and pepper as my side, and sidled up to their topping bar where I smothered my dog with mayo, mustard, onions, and pickles. Dinner was great, and I wasn’t hungry again until much later in the evening (around 9 pm) when the kids and hubby stopped for ice cream. I walked down two shops to the coffee joint and got a plain iced coffee blended with ice, heavy cream, and some sugar free caramel flavor. I accompanied this treat with one packet of my almond butter and was good to go. I sat with my family while they were enjoying their sweet treat and didn’t feel deprived in the least.

Picking a good time to visit Morocco that suits its two climate zones, the Sahara Desert, the Atlas Mountains, and the coastlines of the Atlantic Ocean is never an easy task. The weather varies wildly according to the season and where you’re planning to explore, but for a great experience at most tourist destinations, the cooler months from October through to April are popular amongst most visitors.
This diverse and rapidly growing capital city of Texas is known for its live music scene, world class museums, beautiful outdoor spaces, pleasant weather, fine dining, and nightlife. A little bit city, a little bit country, Austin has no shortage of December activities for all. The Zach Theatre presents a rocking adaptation of the Dickens classic "A Christmas Carol" from Nov. 21 through Dec. 30, guaranteed to have you dancing in your seat. In its 56th year, Ballet Austin’s annual production of "The Nutcracker" returns to the Long Center Dec. 7-23. Holiday shoppers gather at the Blue Genie Art Bazaar to purchase unique handmade gifts including paintings, photography, jewelry, clothing, and more. Zilker Park transforms into a glittery wonderland with more than 2 million lights, 40 displays, interactive experiences, food trucks, and live music on two stages. The Armadillo Christmas Bazaar, an art and music festival, runs from mid-December through Christmas Eve with live music, two full bars, and local food specialties. Over 175 national and local artists display paintings, sculptures, woodworks, and an assortment of handmade gifts. Winter Wonderland at the Circuit is great family fun with holiday lights, a skating rink, Santa’s Village, petting zoo, carnival rides, and of course, live music. In the heart of downtown, the historic Driskill Hotel celebrates with an enormous Christmas tree and seasonal music. On Sunday, Dec. 16, Austin’s best bakers will share their holiday cookie collection, with the event’s proceeds supporting the Driskill’s traditional charity, “Cookies for Caring,” benefitting the community.
Santa Barbara has earned its nickname, “The American Riviera,” with its stunning coastline, lush landscapes, cafes, restaurants, and year-round Mediterranean-like weather. Sandy beaches invite sunbathers, and for those interested in more activity, there’s biking, paddle boarding, surfing, and kayaking. In the heart of Santa Barbara County wine country, the city presents more than two dozen downtown tasting rooms on its “Urban Wine Trail.” The artsy “Funk Zone,” with a variety of cleverly designed eateries and shops, is just blocks from the beach. The community is recovering from devastating fires and mudslides, and its resilience is apparent with new hotels, restaurants, and attractions. The Montecito neighborhood, particularly hard hit by the tragic events, is home to the recently renovated Montecito Inn and its new dining venues, Phillip Frankland Lee's The Monarch, and the suave Chaplin’s Martini Bar, commemorating Charlie Chaplin, one of the hotel’s original owners when it was built in 1928. The elegant oceanfront Four Seasons Resort The Biltmore Santa Barbara offers a luxurious spa and views of Butterfly Beach. Less than two hours north of Los Angeles, Santa Barbara celebrates the holiday season with colorful lights, a Holiday Parade (Dec. 7), Harbor Boat Parade with fireworks (Dec. 16), European-style Christmas market, and the traditional "Nutcracker Suite" at the Granada Theater.
If you’re a fan of cheese, this place is really fun. It’s a quaint little shop that’s right across the street from Pike’s Place Market. With hundreds of competitive awards under their belt over the last decade, you know their cheese is going to be good – and they do too. They let you sample different varieties of cheese before you buy it, so you know exactly what you’re getting into.
In Laos, Luang Prabang is a really lovely city, and Vang Vieng is nice, but Vientiane is kind of plain and probably not worth a stop. I don’t think I’d recommend Laos for a multi-generational trip, unless you just want to fly into and out of Luang Prabang. Laos is really interesting for backpackers and adventure travelers, but it’s behind the times for family travel.

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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.

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.


Far from the crowds and heat of summer, a visitor to Rome in December will find that it’s a lovely time there, with fewer lines at popular tourist spots, more attractive prices, and a chill in the air. With a warm jacket, comfortable shoes, cozy hat and gloves, you’re ready to explore the Eternal City. Stroll through the main streets to enjoy colorful lights, decorated trees, and Nativity scenes. The Piazza Navona hosts a Christmas market, and stores welcome shoppers with longer hours and attractive displays. Rome’s Jewish community celebrates Hanukkah with a large Menorah in Piazza Barberini where candles are lit each evening of the eight-night holiday, this year from December 2–10. The Catholic community celebrates the Immaculate Conception on December 8 when the Pope leads a procession from the Vatican to the Piazza di Spagna. December is the perfect time to visit the Vatican Museum, Sistine Chapel, St. Peter’s Basilica, Colosseum, Trevi Fountain, and museums that are usually filled with tourists during warmer months. Even without crowds, it’s still most convenient to book ahead through a tour company such as City Wonders or Access Italy, for no-wait entry, professional guides, and early admission. Food is always one of the great pleasures of a visit to Italy, and in December, a warming plate of spaghetti carbonara or hot chocolate and seasonal panettone taste especially good. The new Pantheon Iconic Rome Hotel, Autograph Collection is a convenient home base in the center of the action with a beautiful rooftop overlooking the Pantheon. 
It would probably be a bit more expensive, but another idea that could be great would be to fly to San Juan, Puerto Rico, and rent an apartment for two weeks. It’s a wonderful place that is family friendly, and rental apartments can be good deals. It’s obviously peak season there as well so nothing will be cheap. But the weather will be fantastic and the beaches are great, even in and near the city. I hope this helps. Let me know if you have any other questions.

Another consideration is that Thailand is generally easier to get to with far more flights that are often cheaper, and Thailand also has FAR more beach options because of its long southern coastline and especially the islands. The posh beach areas on Phuket are typically the most expensive beach hotels in Thailand, but there are other more remote beaches in Phuket with lower prices so it’s worth a look. Aside from Phuket you should also look at Ko Samui, Ko Pha Ngan, and Ko Phi Phi. You might also look at the town of Pattaya, which is the closest beach resort to the Bangkok Airport. Parts of town have a lot of single foreign men in certain bars at night, but most of the town is actually quite family friendly and very good value. Let me know if you have other questions. -Roger


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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