I like your comment about how “rainy seasons” are almost always overstated. I totally agree based on my own experiences and research, although there are a few places where they should be taken more seriously than others. On my most recent December trip to Bali (2.5 years ago, I think), I spent 30 days there and the rain only became a problem that one time I mentioned. It was just an insane cloudburst while taking a minibus from Kuta to Ubud, and in the end it’s actually probably my best Bali story. Aside from that, it’s very humid during Bali’s wet season, but even that really didn’t slow me down. The thing is, in Bali you are usually on or near the beach or a hotel pool (feeling the breeze) or in your air-conditioned room. Or you might be touring around to see temples and rice terraces and whatnot, and everything is outdoors and beautiful. When it does rain it’s usually over in 15 minutes, but often the rain comes over night. That kind of humidity can be a killer when visiting a city, but for me it’s a small issue on a tropical island like Bali.
Not surprisingly, the weeks around Christmas and New Years are literally the busiest of the year in Goa, so either book a hotel way in advance or be flexible once you arrive. Some towns, like Calungute, are lined with package hotels that fill up completely, but other towns, like Anjuna and Vagator, are usually booked in person or by email, so you can often find a place just walking around. If you are in the mood to tour around, Mumbai has great weather during December, and Delhi has warm days but cool evenings this time of year. Goa has some of the best beaches in December in all of Asia, so give this one a serious look.
It's been said Jackson Hole is where Aspen meets Palm Springs. Ski season, however, really starts in mid-December. There's world-class—not to mention some of the most vertiginous—skiing in the continental U.S. Plus, miles and miles of trails and nature to enjoy less vertically trekking through Grand Teton National Park and Yellowstone National Park. To put much of this at your fingertips, the Four Seasons Jackson Hole has a ski concierge and is a ski-in/ski-out property.
I am planning a 12 night or close to 2 weeks holiday from London for the last week nov/or first 2 weeks of December to avoid the holiday season. Looking for a sunny holiday so nearest bets are a minimum 7 to 8 hr flight from here. I had few things on my mind mix a wildlife safari and beach holiday in Tanzania (but the safari’s appear v expensive!)or travel to south/central America I haven’t been to any part of south America and was considering costa rican region. Ideally looking for few days on a good beach snorkelling etc and few days exploring the country and nature. Do you think costa rica is a good starting point if it’s the first country I was visiting in south America ?
Bali has nice weather in the first half of November and it’s very family friendly as long as you don’t stay on the nightlife streets of Kuta Beach. That is possibly your best choice. Dubai has great weather in November as well, and it’s very kid-friendly. There are shopping malls there that also have huge and modern play centers that are sort of like amusement parks there. And there are nice beaches as well. It’s unfortunate that the weather close to India limits your choices that time of year, but either of those could be great and they are both fairly affordable with frequent flights. Let me know if you have any other questions. -Roger
Amazing post! I am taking vacation the last two weeks of November. I am planning to visit Germany for the first week. I also want to soak in some sun and enjoy the beach life during the second week of my vacation . Initially I wanted to go to Spain, but after reading your post I’m a bit discouraged because is not going to be warm enough . I love to sunbathe and outdoors activities . Just as running, hiking, tennis etc . Also I love to learn new cultures and fit in with the locals. Keep it economical .I been to must of the Caribbean and wouldn’t mind revisiting . But open to new warm destinations that would make sense. I would love to hear some of your suggestions .Thank you in Advance and safe travels.. 

Your Munich plan sounds good. It can be fun to actually spend a full night in a town like Rothenburg ob der Tauber because it’s filled with day-trippers in the day and you almost have it to yourself at night. But it’s small enough that one night there would be enough. Nuremburg is quite a large city, and you might even stay there a night or two as well. I don’t know if I’ve ever heard of anyone saying they enjoy the cold and the rain, but if you do you’ll love it there. Fortunately, nowhere in the popular parts of Europe do they get extreme winters, and there is a good chance you won’t even see any snow in those cities. Most people are looking for the warmest places, which can be found in Portugal and Spain, but since that isn’t you I think your plan is good. Christmas is a big deal in some European cities such as Rome, but not a huge deal in others. Most businesses will be closed that day in nearly all countries, but of course hotels and many restaurants will be open. I hope this helps. Let me know if you have any other questions. -Roger
A visit to Vienna in December might be a holiday experience of a lifetime. From the festively adorned palaces, magical Christmas markets, classical concerts, and choirs to the cozy cafes and restaurants, the surreal atmosphere seems like a Hollywood movie. With nearly a dozen Christmas markets to choose from, the one in front of City Hall is notable for its giant tree, ice skating rink, carousel, and reindeer train. At another in Freyung Square, you’ll find delicious mulled wine, gingerbread, roasted chestnuts, and a variety of regional snacks in addition to jewelry, handmade toys, candles, and more. The market at Spittelberg, set amidst lovely townhouses and narrow streets filled with bars, restaurants, and galleries, is a wonderful place to sip champagne and browse the many shops. Set in front of the world famous baroque residence, the Christmas Village at Belvedere Palace should not be missed. Book a Christmas concert at the renowned Kursalon where Johann Strauss was the concertmaster or enjoy a recital at one of the many distinguished churches through Vienna. You can even take a walk or a “hop on, hop off” bus to enjoy the Christmas displays. No winter night is complete without a stop at a sausage stand for a succulent bratwurst served with mustard, horseradish, and a classic bun. In the heart of the city, the magnificent Hotel Grand Ferdinand would be the perfect home base for exploring Vienna.
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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