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.
From December through February there are literally no European cities that could qualify as having “great weather,” except for the Canary Islands, which is listed below. So during the winter Europe is all about cultural tourism, and lower hotel prices make it especially appealing for those who like to stretch their travel budgets and avoid crowds at the same time.

This is a really interesting question. If you want to avoid crowds then you have already figured out that it’s best to avoid Honolulu and I would avoid Oahu completely. The Big Island is very interesting because of the volcano and some of the other scenery, but the most beautiful islands are Maui and Kauai. I haven’t made it to Kauai yet, but everyone I know has been there and they swear it’s the most photogenic, which looks right based on the photos I’ve seen. Maui is also really gorgeous and all islands other than Oahu are uncrowded even in high season. I drove all over Maui in a rental car and loved it and I don’t think there is as much to see on Kauai. So either of those will be great choices and the weather should be almost perfect in December with warm (but not scorching) temperatures and almost no rain. Have a great trip and let me know if you have any other questions. -Roger
Thank you for your post. I have my vacation in late November for 2 weeks and I wanted to go to Asia, for example Thailand like Samui or Phuket or Bali Indonesia, but I read that usually it is very rainy and humid during November. I checked Vjetnam, for example Hanoi, but didn’t find any touristic beach nearby. I know it is more dry at Carribean and I was once in Playa del Carmen (near Cancun) in November and it was just perfect, but I wanted to try something new and I like cheap massage . I was also on some Carribean islands and they were very quite, we wanted more party. Don’t know what to do now…
Myself and my girlfriend are looking at travelling to a sunny destination during the first 12 days of December. We like beach and city vacations. Being from South Africa where it is warm in December we would prefer something different to our own culture. We’ve been to Thailand and Malaysia but never India, Sri Lanka or Vietnam. What would you recommend? Thanks Esteen
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Hey Roger. My girlfriend and I are planning to go during Christmas for 13 days from San Diego, CA to South America mainly on the west side. We are not up for beaches but rather historical, adventurous, and scenic places. We are keen on Cusco (Peru) (Inca Trail), Quito (Ecuador), Costa Rica (Rain Forest), Bogota (Columbia). Please can you help us with your expert advice on which cities are a must for first timers to South America. We are not picky and simply want to have a fun time. Thank you for your time.
Once again, it's worth noting that the first half of December will be cheaper and far less crowded than the time around Christmas, so if it's possible you should come early for best value. Still, compared to, say, Miami Beach, Cancun and the other Mexican resort towns are far cheaper and at least as fun as well. By the way, Cancun is mainly just a strip of high-rise hotels along a lovely beach, while Playa del Carmen (about an hour south) is a real tourist-friendly town with smaller hotels as well as hundreds of restaurants and shops to choose from.
Islands full of olive groves, sparkling Adriatic beaches, and romantic medieval cities begging to be explored; Croatia is an idyllic European escape. If you’ve dreamed of wandering the walls of the ‘Pearl of the Adriatic’, Dubrovnik, without all the tourists and hordes of Game of Thrones fans, November is your month. The weather is still warm, the water bath-like, and the families and backpackers have dispersed – which means you can beach in peace. Or why not try one of our sailing adventures, and island-hop your way around the stunning coastlines on your own private yacht?
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
If you're determined to travel during the holiday periods, though, book your vacation flights, hotels, and cruise far in advance. If it works with your schedule, fly on Thanksgiving Day or Christmas day; those are the least crowded days of the holiday season. And if at all possible, avoid traveling during weekends, on the days right before or after the holiday, and late in the day. It's not only crowded at airports but also northern storms can wreak havoc and create weather delays that cascade across the system. 

hi we have 3 boys age, 9, 7 and 5. we want to go on a two week holiday anywhere ( not europe or africa)over december for christmas and new year. we are from england. where is the cheapest to go/ fly to for a beach holiday and some day trips to experience the culture of the country? some tips on where to stay,best towns for families, and is package holidays better than booking everything individually? many thanks

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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