Hi Roger, What a great list! Answers to this question may not involve “great” weather. My 40+ yo boyfriend has never been outside the US (!) while I’ve traveled a bit (France, Spain, Italy, Greece, Iceland, Lebanon, E/W Canada, Mexico) and he’d rather go somewhere we both haven’t. We’re in Richmond VA and we’ll be travelling 11/22 – 26 this year. We love being outdoors and solo adventuring, don’t mind putting on rain jackets and lightly hiking/biking around old sites in 50-80 degree F weather; we enjoy delicious cuisine in hole-in-the-wall restaurants and staying in quirky hostels/Airbnb but also spending at least one day being tourons on a big red bus if available. Any ideas in eastern/western Europe? He’s really looking forward to going there. Thanks!
It would be hard to beat Chiang Mai for its combination of great November weather and low prices. Even though it's officially the start of the high season for hotels, the beginning of the month is usually very slow anyway, so bargains are common. Hotels in Chiang Mai are among the best bargains in the entire world, so even if you do have to pay full price for a room it'll be cheaper than a dorm bed in most European cities.

Really my first bit of advice is that the best place to get a really nice hotel that is on a beach or a hill and has the other nearby and also has great weather in December is Phuket, Thailand. You could go almost anywhere in southeast Asia in December and get good weather and low prices. But Phuket has over 1,000 hotels and hundreds of those are wonderful fairly luxurious hotels or villa complexes that could be perfect for a romantic honeymoon stay.
We’re a couple and are planning a 5/6 nights trip [around Christmas] from India to some place that is slightly reasonable and wonderful, of course! What we’ve been considering till now is Maldives or Cambodia or Thailand. Can you suggest anything around these or even completely different from these? The reason why we haven’t been able to finalize till now is that we’re trying to find a destination other than beaches, which isn’t as easy as it appeared!
If your real goal is to sit on a European beach and not freeze or be alone in December, your only real choice is the Canary Islands. Tenerife is the largest of them, and the best one for English speakers. The average high in December there is 22C with 16C as a low, and in December it’s packed with Swedes and Brits and Germans who actually do sit on the beach or around pools, even though it’s a bit cool for most of us. It’s important to note though that the Canary Islands are technically part of Europe because they are a territory of Spain, but only the largest cities on each island are “European” at all. The beach resort areas are quite generic, and not very special aside from the pleasant weather and modest prices.
If you can, try to stay at a hotel or hostel that has a kitchen which guests are allowed to use. You can also elect to find home-share style lodgings, as people often rent out their homes during peak vacation times for tourists to use. Once you have a kitchen, you have control over what you purchase and what you eat. An added benefit of this style of travel, other than the fact that you can stick to your Keto Diet effectively, is that you get to experience the local side of life. Going to grocery stores, choosing from local ingredients, and cooking for yourself will help make you feel like you’re a part of the culture, instead of only a visitor.

Much of Mexico is ideal in December, after the rainy season has ended; if you go early in the month, you’ll avoid the peak holiday-season rates that kick in around December 18. On the Pacific coast, the landscapes are still ultra-tropical green, and the ocean is bathtub-warm (80s), with exceptional clarity for scuba diving and snorkeling. Mexico City is a smart place to spend the holidays, when the locals have headed to the beach and you’ll find much less traffic in this famously congested city. (Do keep in mind, though, that some of the more sought-after restaurants and galleries will be closed.)
Located on the north Pacific coast of Costa Rica, the 15-mile peninsula is home to lush jungles, postcard perfect beaches, and five-star hotels. It is decidedly remote (the nearest “town” is a 45 minute drive away) but sometimes, remoteness is exactly what a winter getaway calls for. Though Papagayo is the kind of place where you might be tempted to never leave the confines of your resort—there’s an Andaz, a Four Seasons, and a community of luxury villas to rent—it also caters to adventure lovers, with activities like ziplining, jetskiing, and four-wheeling through the jungle. Stick with later in the month to avoid any lingering rain (rainy season goes from May to early November.)
There is no better time than December to discover a still (somewhat) under-the-radar part of the Caribbean. This verdant, five square mile island has seen a lot of activity recently, from a new mega yacht club to a Soho House to the Mandarin Oriental's first property in the Caribbean. More is on the horizon for this picturesque piece of paradise, but go before everyone else discovers it.
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.
There are many other Thai islands that could also be ideal and have what you are looking for. Another option is Boracay Island and I mention it because I spent an evening hanging out with some guys visiting from Saudi Arabia and they liked it a lot. The weather won’t be “cool” but it should be nice, and they do have very good nightlife in the Boat Station 1 area.

Those who find a healthy dose of decadence aids the de-stressing process should make a beeline for UAE capital Abu Dhabi, where infinity pool-rimmed spa hotels offer a taste of the world of the rich and famous amid guaranteed November sun. In Madrid, it’s the laid-back lifestyle of the madrileños that draws travellers, who can browse works by Picasso in the Reina Sofia, quaff Tempranillo in grand plazas and tuck into warming cocido madrileño (traditional chickpea stew), without the stifling crowds of summer.
Visit the Bahia Palace and gardens with its intricate artisan details. An overnight train ride north would bring you to the Moroccan seaport city of Tangier, once the playground for the rich and famous, celebrities, and artists. Admire the unique architectural and culinary influences from Spain, Portugal, France and Northern Africa as well as panoramic views of the city and bay from the hilltop Kasbah. The Musée la Kasbah is fascinating, and Café Hafa is a wonderful stop to quench your thirst and rest your feet. Visitors should visit Cape Spartel and the Caves of Hercules for its incredible history and captivating scenery. Perhaps a camel ride on a sandy beach or through the desert is your thing? Your Moroccan excursion is guaranteed to cover all bases from exotic to adventurous to mystical.

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
Without knowing more about your interests, my top suggestion would be to focus on Sydney and Melbourne and the areas around both. The Blue Mountains near Sydney are also nice for a couple days or so. The main challenge you’d have in seeing a lot of Australia is that it’s all so spread out. You can hire a car for Melbourne and Sydney and that whole area, but it’s better to fly to get to Uluru (near Alice Springs) or Brisbane or Cairns/Great Barrier Reef or Perth. You’d be driving for days in between those places if you started from the southeast area where most people live.
Either way, my favorite warm-weather destinations near North America are San Juan, Puerto Rico, Playa del Carmen, Mexico, and Puerto Vallarta, Mexico. All 3 of them have very interesting towns that are also on lovely beaches so you have nightlife and culture mixed with beaches and water sports and whatnot. You might get low 30s for daytime highs in October, but it cools off in the evenings and it’s pretty nice. Let me know how that sounds and if you have other ideas I can add more information if you like. -Roger
As for flight connections, Barcelona and Madrid should have decent connections to Toronto and Delhi, while Casablanca (Morocco’s largest airport) probably does not. So Spain is the better choice by that standard. On the other hand, you can get to Morocco by ferry from Spain in a short time, so you could go to Spain and also visit Morocco for a day or two.
My family and I are planning our first trip to Europe for the last week of December (2018) and the first week of January (2019), I know this is a long way off but I am a planner and to me that is half the fun! I know to most people that time of year in Europe is not ideal, but we LOVE cold weather, snow, rain, etc. and I am drawn to the lower prices and smaller crowds. So far I am considering Rome for 6 nights, Venice for 2 and Munich for 6 nights. I want to take day trips from Rome to see Pompeii & the Amalfi Coast and from Munich to see Rothenburg and Nuremburg. Does this seem like a good itinerary? Since I love the cold weather are there any other itineraries you think would be ideal for that time of year? Any advice you have would be very much appreciated.
Fortunately, Bangkok remains very cheap by almost anyone's standards. If you want to splash down for a nice 3-star room then it'll be half the price of a similar room in Europe or the US, and if you are fine with something more basic then you can find a room for next to nothing, even in the fun Khaosan Road backpacker district. Street meals for around a dollar are always there too, so you'll be able to afford a bit more for a room anyway.
There were fresh croissants, cereal, doughnuts, crackers, sandwiches, nutella, jams, fruit juices and the hot option was Spanish rice. I hadn’t eaten anything yet and was starting to feel a bit hungry. I had planned to bring bacon with me (emergency purse bacon) just in case but I didn’t want to have to cook and clean up after I had already showered. I took a couple of the cheese sandwiches and took the cheese off the bread and ate that. I also had a couple of cups of coffee which filled me a bit.
We are looking to explore warm Central American destinations safe for kids and affordable in price. We love beaches. Not in the typical sun-bathing type of way, but rather appreciating the raw beauty of the nature. We also like to eat out and having activities for the kids and as a family would be excellent. Could you suggest a destination that fits the bill? Central America appeals to me but open to other suggestions you may find worth mentioning. 

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
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.
You could go somewhere that’s cute in December, or you could go somewhere that’s iconic. If you choose the latter, here’s absolutely everything you need to know about traveling to Yellowstone. In brief: There are tons of winter activities (snowmobiling, skiing, etc.), and even though most of the roads will be closed, there’s oversnow transport to get you around the park. Look for wolves at dawn and dusk, watch frost-covered bison plowing through the deep snow, and see the steam rise off Mammoth Hot Springs. If you’re a backcountry camper who knows what they’re doing, permits in wintertime are free.
Italy should be at least a bit warmer than England this time of year, but not by all that much in a typical year. Also, if you only have about 9 days I think I’d try for no more than 3 or perhaps 4 total cities (Venice can be appreciated in about 24 hours if you are in a hurry). And of course, Paris and Amsterdam will both be quite chilly, so I think I’d save those for another trip. My recommendation would be to spend the whole trip in Italy so you aren’t so rushed. Do Rome for at least 3 nights and Florence for 2 or 3 nights, and then Venice for 1 or 2 nights. You could still have time to pop down to Sorrento for a couple nights to see Naples and Pompeii and whatnot.
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.
In Cambodia the best place by far is the Angkor Wat temples just outside of Siem Reap. Siem Reap itself is a nice town with plenty to see and do, but 3 or maybe 4 days should be enough. Otherwise you have Phnom Penh, which isn’t too special, or Sihanoukville, which is a pleasant beach town that doesn’t really match up to most of what you are used to in the Philippines.
We spent a month in Costa Rica last year and although we thoroughly enjoyed the trip, we don’t tend to be “repeat customers”, so we’d like to venture somewhere new (we saw that you had mentioned this as kid-friendly a few times, so just wanted to let you know that we’ve already been there). Some available attractions and activities would be ideal, but, we’d also quite enjoy the beach towns of some sort. We love hostel type of accommodations, aren’t overly-indulgent and can get by on a fairly modest budget. We are of the mind-set that spending more time, is more valuable than spending more money.
If you really want to see the city up close, visit in November or December, when the crowds have dispersed. Hotel prices are comparatively low, and gondoliers are more appreciative of customers. And once you have your fill of religious art, head for the Peggy Guggenheim museum, which displays 20th-century American and European art in a home and garden setting. Note: October through January is the time of acqua alta, when Venice may flood. Usually it's not severe, and the city puts up wooden walkways for visitors and residents to traverse the water.
For the record, the official Hurricane Season runs from June 1 to November 30, but hurricanes in November are extremely rare, so we have likely seen the last of them for this season. The devastated islands will need help rebuilding, and the remaining islands are hoping that visitors know they need the business as well, and that there is no risk of big storms starting in December and usually earlier. -Roger
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
If you book a resort hotel from home you'll probably think Goa hotel prices are much higher than you were expecting, but if you book a family-run place once you arrive you'll still find fantastic bargains. It's probably wise to book a few nights online before you get to India, because it can be incredibly confusing at first. After that you might be able to find a similar place for half the price by just checking around the same area.
Pretty much everywhere is going to be at or near capacity for those dates because half the world is on Christmas break. Between Australia and New Zealand, I think New Zealand would be far more interesting for 10 to 14 days. In Australia you pretty much have to spend a few days in Sydney, a few days in Melbourne, and a few days at the Great Barrier Reef, all of which require flights and will be very crowded over those weeks.
November brings the annual Vodafone Mexefest Music Festival (Nov. 24-25), a gathering of popular artists in venues throughout Lisbon. The Lisbon & Sintra Film Festival, in its 12th year, is a celebration of cinema with directors, actors, artists, musicians, and writers in town for the event (Nov. 16-25). Billed as the “largest technology conference in the world,” Web Summit began in 2010 as a way to connect industry and the technology community (Nov. 5-8). The year’s new wine and the ripening of chestnuts are celebrated with the Magusto, on Nov. 11, St. Martin’s Day. The holiday spirit becomes apparent at the end of the month, with colorful lights and roasted chestnut vendors along the streets.
×