Cancun is at the north end of the Riviera Maya, which also includes the island of Cozumel, so this is a huge area with over a thousand hotels to choose from. All that competition keeps prices down until the high season begins, so November is still a buyer's market. There are even ruins nearby and other cultural opportunities, so it's not all about sitting on the beach here. If you prefer a high-rise hotel overlooking a beach then stay in Cancun itself, but if you prefer to stay in a friendly town with many restaurant and shopping choices then head to Playa del Carmen, just a bit to the south, instead.

Actually, most of the popular European cities have fairly mild winters, in that they don’t spend much time below freezing and snowstorms are rare as well. It’s hard to make suggestions without knowing about your tastes, but I will tell you that the most popular European cities are London, Paris, and Rome, and none of them get snowed in often. If you are going to Italy, you should also go to Florence and maybe Venice as well.


From England I would say your cheapest and best late December destination with warm weather and reasonable prices is going to be Phuket. There are some other Thai islands that might be a bit cheaper, but they would be more complicated to reach, and they’d have fewer activities for the boys. Here are some Phuket resorts good for families. You can see that the price range is wide from cheapest to most expensive. In late December it’s peak season so you’ll pay at or near the top of those ranges.

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.
Costa Rica is kind of the Thailand of Latin America in that they have great tourist infrastructure and it’s the easiest place to get around. They also have a lot to offer with the beaches on both coasts and many natural sights and activities, plus of course the Arenal volcano, which is a really nice area. San Jose is best as a place to just pass through on your way somewhere else.
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.
When it comes to flights over the Christmas holidays, you should book as early as possible. The airlines know they can fill every seat at a high price so they don’t have an incentive to lower fares like they do for flights in January or February. Air Asia now flies from the US to Asia and at good fares. Aside from them it’s just the major airlines as well as some Chinese airlines that do those routes.
Walking along the city's tree-lined streets, you'll notice that Spring is in full bloom come November, with vibrant jacarandá flowers dripping down over building facades. The weather is balmy and hotel rates are slightly lower for "shoulder season," which makes it the perfect time of year to plan a visit. Buy tickets to a soccer match, check out one of the world's most beautiful bookstores (El Ateneo Grand Splendid), and catch a tango show at a local theater. Looking for more inspiration? Check out our "10 Things to Do in Buenos Aires" guide.
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.
Located just 90 minutes from New York City, the quaint Caribbean island is home to fantastic beaches—like the famed Horseshoe Bay and Elbow Beach—plus a unique style all its own. A balanced mix of charming British heritage and laid-back tropical vibes, Bermuda has, in recent years, become a hotspot over the holidays. The weather is typically temperate (expect temperatures in the 70s) which makes it a perfect destination for golf-lovers, families, and anyone looking for a quick weekend escape.
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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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