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.

Flights, on the other hand, can be pricey if you buy too early. My recommendation would be to book a resort soon and then put a fare-alert on the flights so you’ll get an email when the fare drops. For the Caribbean the cheapest fares are usually only 2 or 3 weeks out, and since that is a slow period you really shouldn’t have any problem (unless you are trying to go on popular Thanksgiving dates). Most likely the resort prices won’t change much as November approaches, so you could probably wait on that as well. There will definitely be empty rooms when you get there, so the resorts usually don’t start pushing up rates when they will be partly empty. Best of luck on this. -Roger
Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.
For those looking for an even calmer slice of paradise without all the holiday festivities, try Waimei on Kauai’s southwestern shore, which offers calm waters and sandy beaches that are especially attractive in the early winter months. Get away from all the gloomy weather of the East Coast by trying out a Waimea vacation rental—it’ll definitely make for makes the perfect base to explore all Kauai has to offer.
Sri Lanka doesn’t really have a good infrastructure for budget travelers at this point. There are loads of nice hotels if you are willing to pay US$40 or more per night, but almost nothing below that except for a few hostels. I haven’t been to Palawan but I have been to Boracay and Palawan can’t be too much cheaper. Boracay doesn’t have many budget options either, so my guess is that Thailand or Cambodia is your best bet.
My top recommendation would be San Juan, Puerto Rico. It offers a wonderful mix of history and culture and nightlife and great food, alongside excellent beaches and abundant activities. Hotels and rental apartments are mostly in the mid-range for the Caribbean, but food and drinks and most other things are great value. You could get a place in the Condado area, which is close to the lovely Old San Juan neighborhood and plenty of nightlife all around. And then perhaps you could rent a car and stay for a few days at one of the smaller beach towns elsewhere on the island. You wouldn’t even need a passport, although it does feel fairly exotic while you are there. But because it’s part of the US, it’s also well organized and safe. Most people you’ll meet will speak at least some English, and many are fluent, so it’s easy even if you don’t speak Spanish.
The Bali thing is also kind of a mess for those on low budgets. Kuta is a headache, and pretty much the opposite of what is so beautiful about the rest of the island, but it’s also where nearly all the really cheap beds are located. If you go a bit north in that same area into Legian and Seminyak, it’s nicer, but prices also go up. And Ubud is nice, but also more expensive for hotels and such. I’ll probably rent a place in Seminyak for a few weeks, which won’t be cheap.
Actually, most of the popular European cities have fairly mild winters, in that they don’t spend much time below freezing and snowstorms are rare as well. It’s hard to make suggestions without knowing about your tastes, but I will tell you that the most popular European cities are London, Paris, and Rome, and none of them get snowed in often. If you are going to Italy, you should also go to Florence and maybe Venice as well.
If this were last year I might have also suggested San Juan, Puerto Rico or Cartagena, but both of those have issues at the moment. If for some reason you don’t like what you see in Costa Rica, there are also some really nice resorts in Panama, especially in the San Blas Islands area. Aside from those you’d probably have to fly longer than you prefer. I hope this helps. -Roger
Vietnam and Sri Lanka could both be excellent choices for what you have in mind. Both are best for people who already have experience in these sorts of places, which you do. Twelve days could be a perfect length of time for a classic tour of Vietnam, flying into Hanoi and spending a few days there and in Halong Bay (with a possible side trip up to Sapa), and then taking the train down to Denang for a quick transfer to Hoi An. Hoi An is really a wonderful place and 3 or 4 days there would be great. There are good beaches nearby as well. Then take the train down to Ho Chi Minh City for a few more days before flying home from there. You could also do a side trip to Nha Trang (wonderful beaches) or Dalat up in the mountains. Vietnam really is gorgeous and the food is wonderful (French influences remain) but it can be a bit complicated for new travelers because you’ll find that many people you meet are trying to hustle you a bit, particularly travel agents booking trips and tours. The hotels are generally honest and great value, and so are the restaurants. You’ll learn to ignore the annoying people quickly.

I haven’t followed the Zika list, but I do understand the concern. Since you aren’t big beach people, you might just bring jackets and go to a more romantic city like Paris, and then maybe down to Nice for part of the trip and something a bit different. I’m not sure if this is helping, but if you have any questions about any of this I’m happy to keep trying. -Roger
As for alternatives, you might have a look at my recent article with my recommendations for the best places to go in Asia in December. It’s got many more choices than the article above, with weather information for all of them. Closer to India, I think Sri Lanka is very nice in December, although it’s somewhat similar to India in many ways and you may want something more exotic. In that case I think Thailand and Malaysia are the best choices for family holidays.
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
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
And as you mention, Bali could actually work for you. I’ve spent two Decembers in Bali, and December is quite a bit rainier on average. Still I had a great time and it was sunny most of the days. The rain in the tropics (and Bali is almost ON the equator) tends to come down in 30-minute bursts rather than drizzling all day, so it’s usually pretty easy to avoid. The best part of Bali is there are loads of things to see and do, and the nightlife is excellent. The Kuta Beach area is fun for at least a few days, but I wouldn’t spend too much time there. You should also spend a few days in Ubud, which is very touristy but also interesting. And you could spend some time in Lovina, which is along the northern coast and it has all of the charm of Bali from 20 years ago before most of it got overbuilt. With all the temples and other local attractions, there is always something interesting to do, which is not true of many other places with great beaches and nightlife. Let me know if you have any other questions. -Roger
Even if you can't sunbathe, the weather is still reliably pleasant all the time, with almost no rain. Weekly and monthly apartment rentals here are very popular, but there are plenty of hotels and hundreds of restaurants for those coming for shorter periods. If you want to be with the most English speakers you'll want to focus on the southwest area of the island around Los Cristianos and Playa de la America.
You might also consider Malaysia and perhaps a stop in Singapore. Malaysia is actually more modern than Thailand so everything is easy and reliable. They have cheap VIP buses that are very comfortable. Penang in the north is really nice and also interesting. Kuala Lumpur is a modern and pleasant big city. A bit south of that is the colonial town of Malacca, which is also very nice and worth a look. Going south from there you can reach Singapore in a few hours, and that is an amazing city, although accommodation there is expensive.
While Cancun has become the king of the Mexican beach resort towns in the few decades since it was formed, it's only one of many, and all of them on both coasts have very nice weather in December. In fact, Cancun is probably the most expensive of them, so especially if you are coming from the west coast you are better off in Puerto Vallarta, Acapulco, or Los Cabos instead.
That really depends on your starting point. Most of the cheapest places are in Asia, but the flight would be quite expensive if you are in North America or Europe. If you are in the US, your best bets for cheap places with good weather that time of year will be the non-resort towns of Mexico, or even the resort towns if your budget is a bit higher. Let me know your starting point and more about what you are looking for and I can give you a more complete answer. -Roger
If you are more interested in nature and adventure than culture, then the top choice would be Costa Rica. The country has many beautiful national parks and it’s filled with things like zip-lining and canopy tours, just to name a few things. There are also volcanoes and surfing beaches and much more, plus a very good backpacker infrastructure of cheaper hotels and hostels.
Cancun is at the north end of the Riviera Maya, which also includes the island of Cozumel, so this is a huge area with over a thousand hotels to choose from. All that competition keeps prices down until the high season begins, so November is still a buyer's market. There are even ruins nearby and other cultural opportunities, so it's not all about sitting on the beach here. If you prefer a high-rise hotel overlooking a beach then stay in Cancun itself, but if you prefer to stay in a friendly town with many restaurant and shopping choices then head to Playa del Carmen, just a bit to the south, instead.
My first thought was Goa, which you say you’ve been to before, but maybe you don’t realize that there are about 20 different beach areas that are different from one another in terms of vibe and types of visitors? Personally, I found that Anjuna and Vagator were both kind of mellow but also busy enough and easy to meet other people. But if you don’t like those, there are many different beaches in the south, which I’ve heard are also great and draw different groups. It’s something to think about because it doesn’t get much cheaper than Goa for beaches anywhere in the world. -Roger
The Norwegian coastal city of Tromso, located more than 200 miles north of the Arctic Circle, is an enchanting winter wonderland in December. During the Polar Nights — when there is no sun at all — the opportunity to witness the Northern Lights is greatly increased. For another awesome view, take a cable car or an adventurous hike up to Floya, overlooking the city of Tromso and the surrounding mountains and fjords. The Polaria Arctic Experience Center and Aquarium is a family-friendly destination, both educational and fun. The 360-degree Planetarium at the Science Center in Tromso is another family option with breathtaking photos and a lifelike video of the Northern Lights. Stroll along Storage Street to be amazed at the number of cafes, restaurants, pubs, and shops featuring artwork, clothing, and crafts by local artisans. Mack’s famous Olhallen beer hall, established in 1928, is Tromso’s oldest pub, boasting Europe’s longest tap beer tower and a micro brewery. Their acclaimed Christmas Beer is released every December. Experience the Tromso wilderness on a dog sled or chase the glowing night sky on a reindeer sled with a native Sami guide. Tours range from four hours to five days. Whale watching is also ideal in December when humpbacks, killer whales, and several other species thrive on the plentiful herring fish in the fjords. Downhill and cross-country skiing opportunities abound for all skill levels.
New Zealand is an excellent option in December, as it’s before the Christmas crowds and just before the summer holidays there. The best and most popular way to explore New Zealand is to rent a camper van or a car and drive from one “holiday park” to another. Auckland is a pretty generic city so it’s not worth spending more than 1 or maybe 2 days there. Just fly in, and rent a vehicle to leave the next morning, and drive south. The North Island has a lot to see, but the South Island is even more scenic and pleasant. You can take a ferry between the two with your vehicle.
Anyone in the western half of the US or Canada will probably get a shorter and cheaper flight to Puerto Vallarta than to any of the Caribbean destinations above. The November weather in Puerto Vallarta is pretty much perfect and usually dry, and yet crowds are smaller and hotel prices are lower until Christmas itself. Mexico is, of course, one of the hot countries in November, in more ways than one.
The reason for the recommendation is that Bali is not only a yoga and “spiritual” hot spot, but it’s also the most popular island for solo women travelers in the region. The book and movie “Eat, Pray, Love” was inspired by this trend, and they have in turn inspired thousands of solo female visitors to go there and stay for long periods, particularly in and around the Ubud area. It’s gorgeous and quite cheap once you get there, and the locals are generally gentle and kind to all. Most other tropical hot spots in Asia have far more solo male visitors than solo females. Just avoid lingering in the Kuta Beach area, because it’s packed with bars and loud backpacker party people. Most of the rest of the island is quite mellow.
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?
Make like a Viking and soak those sore muscles in one of the many outdoor heated pools, some hidden away and others modern day gathering spots. The famed Blue Lagoon is Iceland’s best-known geothermal spa with temperatures of 98-104 degrees Fahrenheit. The lagoon’s waters are rich in minerals like silica and sulfur and are reputed to have healing powers for skin problems. There are saunas, lockers, showers, and towels available for a reasonable fee as well as restaurants and a lagoon side bar. Whale watching, though not prime season, is always an option in Iceland, as is dog sledding — on snow if available or dry land if not. Either way it is an amazing experience, and the meet and greet part allows you get up close to these beautiful dogs.  The younger crowd might enjoy the Iceland Airwaves Music Festival to be held in Reykjavik this Nov. 7-10 showcasing hundreds of acts, both famous and newcomers. Venues include bars, bookshops, theaters and concert halls.

If you know where you’re going far enough in advance, you can contact your resort or vacation destination and explain your dietary needs with an employee. The vast majority of destinations, including ours, are opening up their menus to try and make them more friendly to those with food allergies and special dietary needs. While keto/low carb aren’t always on those special menus, the fact that they have special menus at all shows that vacation spots recognize that there are a lot of different dietary needs and are willing to help people who can’t or won’t eat the standard fare.
Lovers of historic architecture should consider tiny Malta in November, which still basks in glorious warm weather as much of Europe starts to shiver. The baroque palaces, churches and fortifications of its harbour-hugging capital Valletta look much the same as they did 400 years ago, and are extra lovely when observed from a traditional dghajsa (open boat) water taxi. If a life on the high seas has always appealed, then charter a course for the Cayman Islands come November, when the serene Caribbean isle hosts Pirate Week, a fun-filled festival that includes costume contests, street dancing and a horde of swashbucklers ‘invading’ the island and capturing the governor.
If I were you I’d fly to Bangkok and stay at least 2 or 3 nights in the famous Khosan Road area, which has a bad reputation with some people, but it’s really fun. It’s also cheap, and a short walk from most of the main cultural sights. After that you could fly to Ko Samui or Ko Phagnan or Ko Phi Phi, and easily find the better party spots. You could also go to Phuket, but I prefer the others for younger people. Phuket has loads of nice beaches for families and couples, but the one “party town” (Patong Beach) is a bit over the top, and mostly geared for groups of men who want to go to the “beer bars” and strip clubs and whatnot. The smaller islands will have a more mixed crowd, including many backpacking females. Hopefully this helps. Let me know if you have any other questions. -Roger
Can you give me any suggestions, we would be coming from Milwaukee/Chicago area, looking for a all inclusive safe tropical warm beach trip that’s not too pricey ($2,000/ couple) for 5 days for two people maybe 4 people if another couple comes with us. Looking to travel in October or November this year. We love beautiful scenery, lots of different activities, like tours, wild life, kayaking, parasailing, etc.
We are a couple that are trying to find our honeymoon destination. We start from Italy so south America is kind of out cause the plane tickets are just too much. We love adventures nature, not so much for cities…and we’ve been to thailand sri lanka philippines and my partner now wants something little bit different to see, different scenario 🙂 im in love with Asia 😉
Hurricane season officially ends on November 30, so it's safe to visit the Caribbean. There's good news for skiers, too, since most of the northern hemisphere is heading toward winter as the year comes to a close and mountain regions become dusted with snow. Couples who prefer a warm-weather vacation in November or December will have to travel south to find balmier temperatures — and prices begin their uphill climb toward the high season.
If you’re a bit more on the timid side, you can always use Yelp and TripAdvisor to get good insights on places people have visited. As a disclaimer, some of the ratings may not be accurate on these sites, so make sure you go through and read some of the more recent reviews that people have written. We did this for a few of the places we visited and had no issues.
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