Blisteringly hot in summer, Tokyo is a breeze in the cooler months. Fight the dizzying jet lag and head out for the world's best sushi or ramen, shop in the city's amazing department stores, and visit the parks surrounding the Imperial Palace in the center of the city. Escape the crowds somewhat by heading to Yanaka Ginza, which retains a bit of old Tokyo and has plenty of places to eat and shop. Do make time for a side trip to Hakone, where you can visit a Shinto shrine and see magnificent Mount Fuji on a clear day.
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In addition to the obvious perks of pleasant weather and fewer tourists, off-season rates at accommodations are abundant. Voted No. 1 continental U.S. island by Travel + Leisure readers for the third time in 2018, Hilton Head has much to offer visitors. One of the most popular activities, perfect with autumn temperatures, is biking on the more than 60 miles of pathways covering the island, including along 12 miles of beaches. Bird watchers will keep busy spotting egrets, sandpipers, wood storks, sea gulls, pelicans, and ospreys. Well known as a golfer’s paradise, the Hilton Head Island area boasts more than 33 courses.
Thank you for the kind words. I know what you mean about the image of Thailand and Bali, particularly among Australians. On one hand you could go to either of those places and easily avoid the most notorious party neighborhoods, but it’s probably easier to head somewhere else since both of those places are so crowded that time of year anyway. I do have a few suggestions, which I’ll describe briefly and then if you want more details about any that appeal to you I can do that in a follow up comment.

Most of the destinations below are in Latin America and Southeast Asia, so depending on where you are starting from it might be a rather long flight to get there. Many of us can take two weeks or even more around this time of year, but that fact means that all of these places do get crowded and raise hotel prices for the weeks around Christmas and New Year's. Speaking of that, we have a separate list of cheap and warm places to go over Christmas and New Year's, only listing beach areas around the world with affordable hotels during that period.

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.


The rainy season in Cartagena winds down by early November, so this is an ideal time to come, especially toward the end of the month if you can get cheap airfare before and/or after Thanksgiving. The temperatures are pretty much the same here every day of the year, so the key is to work around the autumn rainy season to when it's dry but before hotels fill up.
This year I’ve based myself in Miami, USA, primarily so I can visit many places in the Caribbean that I hadn’t been to before. I just got back from a week in Jamaica and soon I’m going to Puerto Rico, Dominican Republic, Panama, and Colombia, as mentioned. But in December I’m hitting the road again and I’ll be in Asia for the winter and probably in London for much of 2016. Sorry I don’t have more specific information to help you plan your trip, but it sounds like you’ve got some really good choices already under consideration. And I’m sure you’ll have a great time. -Roger
If you are going to that region I suggest you visit a site called travelfish.org, which is by far the best website on SE Asia and it’s run by a friend of mine who lives in Bali. They have busy forums where you can ask questions and quickly get them answered by experts on every imaginable topic there. I’m happy to help more as you are planning, so let me know if you have any other questions. -Roger
Brazil, on the other hand, has a famous problem with petty crime in tourist areas so I wouldn’t recommend it for a woman and young child. Another to consider is Puerto Rico, which has a lot to offer including great weather, and it’s also more or less part of the US, so it’s fairly safe and well organized. Hotels in Puerto Rico are a bit expensive, but you should be able to get an apartment rental in the San Juan area (gorgeous, by the way) for a modest price if you are staying for more than a few days. Let me know if you have any other questions. -Roger
I too am a planner, which is how I got involved in this, and so I totally understand your motivation. I think your plan sounds quite good. The weather in the places you are planning is actually fairly mild, and none of them are too far north. For some of us it’s easy to forget how far north parts of Europe are, and in those areas it’s not so much the cold but the fact that the sun rises at 10am and sets at 3pm that time of the year.
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
November is a tricky month in tropical Asia, as you’ve discovered. In Thailand, Cambodia, and Vietnam, it can be rainy, and that includes some days where it rains the whole day rather than the quick cloudbursts you get in June and July. The best tourist beach in Vietnam is in a town called Nha Trang in the south, and there is Da Nang near Hoi An in the center of the country, but you’ll get November rains in both of them.
If the Caribbean sounds better, I’ll recommend Puerto Rico. The area around San Juan is fairly crowded, although not nearly as crowded as a typical resort area that is loaded with hotels. And there are many smaller resort towns on other parts of the island where people usually rent a condo for a week or two. In a town like Rincon you won’t get crowds, and you will get great beaches.
As for key events in December, I typically avoid those sorts of things myself, so I’m not a good source on that. I actually visited Rio de Janeiro during Carnival, by accident, and it drives hotel prices so high and also crowds that it’s probably the worst time to visit unless you specifically want to spend all night watching the parades. And Oktoberfest, as another example, literally triples the prices of hotel rooms in Munich, so it’s only worth it if you REALLY want to get involved in the Oktoberfest thing yourself. But plenty of other travelers love to go witness the biggest events, and I assume they love it, so there is no right or wrong.
December is the end of the rainy season in Boracay, but by the middle of December you would probably only get a few quick tropical showers a week. Room rates are a bit lower at that time as well, so it can be a great time to visit. If you were looking for a place to go for 2 or 3 days, I wouldn’t recommend it because it does take some time to get there and you could be a bit unlucky with the rain. But if you are going for longer than that I’d highly recommend it. It’s a wonderful little island that feels like you’ve gone back in time to before mass-market tourism in places like Phuket.
Eat Breakfast In – I know this isn’t always possible, and it’s certainly not a deal breaker, but we ate breakfast in most mornings. This started my day off on the right foot, and I could make my eggs exactly how I like them. I didn’t get tired of eating bacon and eggs all week, but if you do there are so many keto breakfast options if you’d prefer a variety of foods. For me, this was budget friendly, and I didn’t have to buy a ton of extra groceries. Also, I have a big family with two of my four kids being 3 and under. It takes us forever to get out, so cooking breakfast is an easier option for us. If you’d rather eat out, I get it! Keep scrolling for other helpful tips.
You mention New Zealand and of course it’s summer there then, so it would be a good choice. However, all of these places will be crowded and near peak hotel rates if they are warm. So I’ll be happy to give you advice if you tell me if you’d rather visit one or more European cities in the cold season, or if you are looking for a warm place like New Zealand where it will be fairly crowded. By the way, the southern European cities such as Rome and Barcelona are lively and enjoyable that time of year, as the Christmas season goes on, and there aren’t too many tourists except for a few that travel to see their families around the holidays. So it can be a good time for southern Europe, as long as you don’t mind wearing a jacket or jumper during the day, and maybe a bit more in the evening. Give me a bit more guidance and I’ll be happy to try to help. -Roger
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