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.
If it’s not on there already, a visit to Iceland should be added to your bucket list. November will be chilly, but you’ll miss the high season crowds and arrive during peak viewing season for the Northern Lights (November through March) when the nights are longest. The infusion of colors, mostly bright green and at times a mix of purple, pink and red, is a breathtaking sight. November is prime time to visit the gorgeous ice caves, crystal and sparkling in stunning shades of blue with cave tour options that include hiking or snowmobiling.

If you’re dreaming of a white Christmas, head to Tallinn to see the medieval city decked out in a blanket of snow, complete with flickering candles lining the streets and markets flogging quintessential Christmas curiosities and festive treats. And if that’s not enough seasonal charm for you, make for Rovaniemi in Finnish Lapland, the ‘official home’ of Santa Claus. Once you’ve dropped your gift list off with the big man himself, treat yourself to a husky sledding excursion or reindeer safari to explore the region in full effect.

My best recommendation would be somewhere in the islands of Thailand. December has very pleasant weather with warm days and nights that can be a bit chilly (for some people). Best of all, it’s a very beautiful place and the tourist infrastructure makes it easy to get around speaking English and with very few headaches. The largest island is Phuket and it has famous nightlife in the Patong Beach area. In fact, the nightlife is so notorious that many people think it’s too much so they avoid the place. There are many other beach areas that are quiet and still close enough to go into Patong once in a while.
Assuming you might be in the US or Canada, my first hunch is Costa Rica, or Panama, which is a bit cheaper though not as well organized. Costa Rica has good surfing on its Pacific beaches, and there are very few all-inclusive resorts, which means that the restaurant scenes in resort areas are vibrant and interesting. Costa Rica also has limitless adventure opportunities, like zip-line tours and such, although they aren’t exactly cheap. Going inland you’ve got loads of national parks, as well as the famous volcano and its little spa town.
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Hello Roger, we thats me, my wife, our 2 year old daughter and parents inlaw are planing our december vacation. Our starting point is philippines. We have been to thailand last year and are looking at vietnam , cambodia or laos for this year. We are not much for beaches and party but we like culture, history and beautyfull landscapes and warm weather and good food. We are greatfull for ideas and tips that point us in the right direction. Thx a million.
Spend the past two days discussing your ideas. Group thoughts; Is that adventurous and cultural enough? We want a “wow” factor. We have vacationed in Cayman Islands about a dozen weeks since the kids were little (been there done that.). We have ruled out Asia only because don’t see a huge Wow factor for the amount of travel. What about African Safari? Still not ruling out your ideas, just want to know what is Wow about Puerto Rico? Costa Rica?
Heat your winter up and pack your backs to explore Australia. Celebrate New Year’s Eve at The Opera Gala in Sydney. Eat your way through the Taste Festival in Tasmania. And if music is your thing, we recommend checking out the Life’s a Beach Music Festival in Rockingham (30 minutes south of Perth) or experience the Woodford Folk Festival in Queensland, one of Australia’s biggest cultural festivals.

In Central America you could consider Belize. It’s small, but it’s got islands and beaches (not everywhere though) and forests and other cultural sights, and English is more or less the official language. It’s not as well organized as Costa Rica, but it’s not bad and it feels safe. The other to consider there is Panama, which obviously has a lot in common with Costa Rica. It has far fewer adventure activities and the good beaches are spaced out a bit, but still it’s a relatively rich country with tens of thousands of Americans and Canadians living there as well as visiting, so they have a good tourist infrastructure and it’s safe.

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.
The last suggestion would be to start in Bangkok, which is an amazing city even if you avoid the Khosan Road party area, and then head south along the coast and into Malaysia and finally Singapore if you feel like it. There are many nice beaches and islands in Thailand that aren’t filled with party folks, and some really interesting places in Malaysia as well. George Town on Penang is really nice with excellent food, and Kuala Lumpur is my favorite city in Asia for few reasons. The town of Malacca is really nice, and Singapore is amazing, if a bit expensive.
Costa Rica, as you probably know, is all about nature and adventure sports, along with some decent beaches. It would be perfect if you are up for that sort of thing. If not, Santiago and Valparaiso (nearby cities in Chile) could be good for more of an urban adventure. Or Buenos Aires is even nicer and more interesting (and probably cheaper if you bring cash) if you can get a deal on a flight there.

The only places I’ve visited in Brazil at this point are Rio de Janeiro and the Iguazu Falls area. Both of those areas are very nice and justifiably popular. Aside from those, I hear a lot of mixed things about Brazil. I’m sure I’ll explore more of the country at some point, though I’m in no rush. Among other things, English isn’t widely spoken in Brazil (and in Latin America in general). You might know as much about the country as I do, aside from those places I’ve visited.
I think the best place for what you want is Thailand. You can choose from Phuket or Ko Samui or one of many other islands, and they all have nice beaches and good nightlife at a very reasonable price. There are other places in Asia that have warm December weather, but Thailand’s tourist infrastructure is better than the others so it’s just much easier to get around and do what you want. Let me know if you have any other questions. -Roger
Oh, did you want a sunny tropical vacation that doesn’t require a passport? Done. Hurricane season is over, flights are cheap, and the water is still warm enough for swimming (and scuba diving). Almost all the tourists come here via cruise ship, which means you’re mostly not competing with them for hotel rooms -- Windward Passage, Emerald Beach, and the Bolongo are all open for business after Hurricanes Irma and Maria last year. On December 16 you can catch Jazz By The Sea down at Coral World Ocean Park, and on December 21 watch the St. Thomas Lighted Boat Parade, where contestants (boats) are judged on lights, originality, and holiday cheer.
By the time November rolls around, Cancun has pretty much perfect weather for anyone. The heat of summer and early autumn has turned into a tropical warmth that is usually accompanied by pleasant breezes so it's lovely all day and all evening. The peak season doesn't start until late December so this is the perfect time to visit when rates are still nearly at their summer lows.
If you are looking for first-rate destinations that are among the cheaper European cities, I’ll suggest Prague, Budapest, Krakow, and Berlin. You could visit all four of them by taking trains, or choose any one, two, or three. In December you can get quite a nice room in any of those cities, with Berlin being the most expensive by a bit. Food and attractions are also quite affordable in those cities.

Mid- to late-November welcomes warm, dry sunshine with temperatures of about 80 degrees in this subtropical Central American nation located south of Mexico. You’ll slip in before the holiday crowds and enjoy exceptional weather and affordable prices for tours and fine lodging. White sandy beaches, friendly native people, jungle adventures, and tours of ancient Mayan ruins await visitors on this small and easy to navigate paradise. Nov. 19 is Garifuna Settlement Day, a celebration of the Garifuna people, descendants of African slaves and native Carib islanders. All are welcome to participate in dancing, parades and tasting traditional foods.


It's actually a bit chilly in Hanoi in December, but generally very dry and exceedingly pleasant around the clock, so it's a very good time to visit. Nearly everyone who visits Hanoi will be doing it as part of a larger tour of Vietnam or other countries in Southeast Asia, and this is one of the cooler cities this time of year, therefore a nice balance to some of the places that are still quite hot.
I think Spain is probably your best bet, and you can probably get there on a reasonably priced flight with a change in Dubai or Abu Dhabi. The winter weather is decent and the big cities are always packed with locals rather than so many tourists. Barcelona is probably more fun than Madrid, though both are big cities with a lot to see and notoriously good nightlife. If you get a cheap enough flight I don’t think you need to do a package. It’s pretty easy to get around Spain’s big cities just on English, as long as you do a bit of research. In 5 days you could spend 3 days in Barcelona and then 2 days in Madrid, or just 5 days in the Barcelona area. It’s a big city with plenty to see and some good day trips. You could also go to Valencia, which is also really fun and a short train ride away.
Aside from that, this is a bit tricky because you obviously want to avoid longer flights for a short trip and especially with an infant. And some of the closer options are not close to a major airport, so they are still hard to reach in half a day or so. I think if you want to go farther than Goa, it’s probably best to look for other options in Thailand. As you know from previous visits, Thailand really has tourism figured out and it feels safe and well organized there. Cambodia and Vietnam also have beaches, but none that I’d recommend for a short trip. It’s the same with the Philippines, and the flights start getting longer. Phuket is the largest Thai island by far and it’s got over a dozen different beach areas and towns to choose from. Patong Beach is the main beach town and I wouldn’t recommend it for a family, but Kata and Karon beaches are just south of that, and they are nicely family oriented. Phuket also has a large airport, so getting there quickly is pretty easy compared to other beaches and islands in the area. Phuket’s beaches are also very nice. I wish I had more suggestions for you. Let me know if you have any other questions. -Roger
Reading through your wonderful comments- looking for Xmas for 6 people that have travelled extensively. Caribbean now is “out” and still fear zika since my kids are in their 30s- or do you think zika is a scare of the past? Uruguay has been on our radar and so i thought it interesting that you had a recent comment. Galapagos is filled. Maldives? Do you think Cuba is still an option after Irma and with current US relations? Thanks
My fiance and I plan to travel for a month starting Oct. 20. We’re thinking about selecting a region that would allow 4 destinations with great food, outdoor activities (hiking, swimming, horses, yoga, etc), nice accommodations that don’t break the bank, and some sight-seeing. We’re planning to get married on the trip, too. Any suggestions? Super appreciate your insight!
Looking to shake up the traditional holiday season table? We’ve got just the foodie forays for you this festive month. Tuck into a spicy blend of fabulous flavours at Malaysia’s hawker food stalls, where bright bowls of creamy laksa (noodle soup) and deliciously deep-fried lor bak (pork or prawn wrapped in tofu skin, deep fried and served with dips) will soon do away with any cravings for Christmas pudding. With tourist numbers low, now is the ideal time to visit Spain’s Basque Country, seeing out the year with a plate piled high with pintxos (tapas); or check out Cuba’s capital, exploring the crumbling, colonial architecture with a rum-based cocktail in hand.
“Winter in Eastern Canada” might sound more like a 19th-century prison sentence than it does a pleasant vacation, but Quebec City does the cold better than anywhere in North America. Blanketed in snow, QC looks like the world’s most elaborately constructed Christmas village. The cobblestone streets in Old Quebec densely packed with storefronts beckoning you to come in for hot food and baked goods, and boisterous bars overflow with a cacophony of Quebecoise. In December the streets are draped with Christmas wreaths and populated with carolers, plus there’s an authentic German Christmas market -- a true novelty in a city so overwhelmingly French.
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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