Yes, it's high season and rates edge up, but that's only because everyone wants to make the scene and flee cooler climes. Whether you prefer a hotel right on the beach, one in the midst of Miami's trendy Art Deco or Wynwood art district, or a tower with horizon views and vast swimming pool, there's a place for you. And each December, Art Basel in Miami Beach brings together artists with knowledgeable collectors and gallerists.
Thank you for the kind words. Interestingly, had you not included that you’ve been to Costa Rica, I’d say that was the obvious suggestion because they really do that sort of thing well and it’s at least a bit better organized than its neighbors. And if you were less concerned over travel time, I’d have some interesting suggestions for you in Asia. However, as you know, it takes nearly a full day just to get to Asia from the US or Canada, and then a few days to adjust, so you might be best off saving that for later.
Traveling in December means you either fully lean into the holiday season, or else escape it entirely and flee to somewhere warm. Personally, I try to appreciate the cold weather while we have it and max out on warm seasonal beverages, colorful lights, soft snow, and good company. True, some places are overwhelmed by the capitalist engine that powers Christmas, but you can still get a non-denominational-winter-wonderland fix, if you know where to look. No matter your travel preference, there’s a perfect place in this world for you to bask in those final sunsets of 2018.
That was very nice of you to take the time to mention this. Interestingly, I’ve been to Bali exactly twice so far (going again in early 2016) and both times have been in December. As you have probably noticed, the rainy season in Bali can be VERY rainy at times, which is why I didn’t put it on the list during the worst months. I still clearly remember standing in almost 2 feet of water trying to push the minibus I was riding in to a dry enough area to start the engine again. That was on the way to Ubud, but most of the time the rain isn’t problematic and I’d go back again again in December if given the chance. Just don’t expect any Christmas decorations or celebrations because they pretty much ignore it there, even in tourist areas. Have a great trip. -Roger

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 Europe, it’s the low season there at the end of the year and you might be able to find a reasonable flight. Have a look at my list of best Europe destinations in December for weather and comments about each of the better places. If money is tight then Europe can be challenging because getting from place to place can add quite a bit to the daily total. I think two weeks in Spain and Portugal could be very nice, with reasonable weather and relatively low prices. Let me know what you think and I can try to help you more. -Roger

Unsurprisingly, the end of December is the beginning of the peak season for resort prices, so those who are able to come earlier in the month will be getting better deals. Still, the all-inclusive resorts are locked in heavy competition all year so this area can be a great deal compared to the alternatives, even in high season. If you are looking for where to go in December for an all-inclusive beach holiday, this is your best option for most people.
A trip to glittering New York City during the holiday season is exciting, and it’s the perfect place to finish gift shopping while enjoying the festive atmosphere. Ice skating under Rockefeller Center’s fabulous Christmas tree and watching the high-kicking Rockettes are holiday traditions for New Yorkers and visitors alike. Or come at the end of the month for an unforgettable New Year’s Eve watching the ball drop among the crowd in Times Square. If a little bit of country is more your style, you’ll love Austin in December. Whether you travel far or stay close to home, a December trip can be the perfect gift to yourself.

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.

Trekking in Nepal during peak season might not sound like the most sensible choice for penny-pinching backpackers. But you can still enjoy the ideal weather without spending a fortune on in-demand hotels and expensive permits if you're happy to swap big-name trails, like Everest Base Camp and the Annapurna Circuit, for quieter treks to Kanchenjunga Base Camp and around the Langtang Valley. Idyllic conditions (dry but not witheringly hot) are also on offer in Rajasthan, one of India’s most vibrant and varied states. Chug between notable, attraction-rich cities like Jaipur, Jodhpur and Udaipur on an atmospheric and wallet-friendly Indian train, snacking on spicy pakoras and sipping sugary chai en route.
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