I’ve done most of my travel as a solo, and I’m now a couple years older than you, so I know exactly what you are asking about. If you had even 2 full weeks I’d suggest going to southeast Asia, but as you say, the travel time could be a killer for a shorter trip. Still, it’s a unique experience with a lot of positive aspects to it, so you should keep it in mind. If you are still considering it, I’d suggest flying to Bangkok for 4 days or so, and then spend the rest of your time on one of the islands such as Kho Samui or Phuket. If you want more information on that, let me know.
December is a popular month to go cruising around Hawaii and Mexico. It’s an ideal family trip, especially with most kids in the US out of school for the holidays. Experience the Hawaii’s tropical paradise. Pick a popular cruise liner and visit ports of call like Nawiliwili on Kauai, Honolulu on Oahu and Kona on the Big Island. If the Caribbean floats your boat, we recommend taking a cruise to explore Mexico’s Costa Maya, Cozumel, Ensenada, Acapulco, Cabo San Lucas, Puerto Vallarta and more.
November is a pretty slow month all over the Caribbean. I just tried a few random dates in the middle of the month and I’m seeing all-inclusives starting at US$142 for two people including all taxes on Expedia.com. There are many more closer to US$200 per night, including many that get very good guest reviews. I stayed at Bahia Principe Luxury Ambar, which is an adults-only hotel within their huge complex there, and rooms are US$198 per night for two people, fully all-inclusive. So the resorts are showing some very good rates considering the quality you get there.
I’ve yet to do an African safari, although that is probable next year for me, and I know quite a bit about it from reading and publishing articles on them. That certainly would be a Wow thing to do. They tend to last around 5 days, so you could do that in conjunction with a visit to South Africa itself. That is another that I’ve yet to reach, but people rave about Cape Town and many other places in that country.
Yes, I’ve been to all of the Nordic countries, but mostly during the summer months. However, I know that those Northern Lights tours are popular and well established. On one hand, you know you’ll be visiting areas where there is only a bit of sunlight in the middle of each day, so it won’t be great for general sightseeing. But the cold months are also the best Northern Lights months, and if you want to see them then it’s your best bet.

The Maldives is amazing for relaxing beach holidays and it’s within your range. The tricky thing for most people is that it’s quite expensive for a shorter trip. Of course the Maldives is famous for its water villa resorts, and those water villas start at around US$350 per night. Nearly all of those resorts also have island villas and rooms and those can start at as low as US$100 per night, but you also have to pay for a speedboat or sea-plane transfer from Male Airport to your resort. That can be as low as US$100 per adult for the closer speedboat islands, and up to US$600 per adult for the more remote sea-plane islands. On a shorter stay, that obviously adds to the price. Speaking of that, I run another site all about overwater bungalows and I have links from an article on this site about the cheapest overwater villas in the world. Have a look at that list as it will show you the more affordable options in the Maldives, as well as even cheaper options in Malaysia and elsewhere.


Another option is Chiang Mai, Thailand, which has wonderful weather in December as long as you don’t require constant heat. It is popular with tourists and expats, but it’s not an overly touristy city so it never seems too crowded. Other options in that general area to consider are Luang Prabang, Laos, and Siem Reap, Cambodia. Let me know if any of these sound interesting and I can provide more info if you need it. -Roger
Similar to so many on this list, Cape Town begins its busy season in the second half of December, so November is ideal in that the weather is nearly perfect and you don't have to worry about high-season crowds or prices. This is a city that has things available at almost any price level. Many of the hotels cater to the 4-star resort crowd, but there are also plenty of hostels and cheap hotels so backpacker-types should be able to get by on a low budget.
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.
Dubai has pretty much perfect weather in November, and this is really the first month since April when it's not scorching here. Fortunately, the crowds are also light because most people wait until Christmas to start traveling to warmer places. Dubai can be incredibly expensive if you have a big budget, but it doesn't have to be. You can get good deals on non-chain hotels and even apartment hotels this month, and if you skip the hotel restaurants and the fancier places in malls, you can eat well on a modest budget here.
Hello. I love what I have read and hoping you can solve our family vacation debate. We are from the US (MI) and have two families (4 adults) plus kids aged 20, 17, 16, and 12 (8 total travelers). We are an adventurous bunch and want A TRIP OF A LIFETIME experience THIS Dec. 26th with two weeks ANYWHERE in the world. We all agree WARM, and money in the range of $35,000 total with airfare. How about 2 or 3 suggestions of some amazing, extremely fun vacation destinations with lots of activity 🙂 ???
Few people travel between Thanksgiving and Christmas—specifically, from the Tuesday after Thanksgiving to the Thursday or Friday before the peak Christmas rush—so you can enjoy substantial savings off peak-season rates (four nights for the price of three, seven nights for the price of five) and your chances of an upgrade are good—if you book through a Caribbean specialist with clout.
I’m hearing very mixed things about Cuba visits. The main downside for Americans is that you still have to go as part of a package deal, and those packages are all incredibly expensive for what you get. It sounds like the Cuban government is charging very high taxes and fees on companies selling tours to Americans, so they are really only popular among people who are especially curious about visiting Cuba. In other words, they are poor value unless it’s at the top of your list already. I hope this helps. Let me know if you have any other questions. -Roger
November is a month of transitions: weather is cooling in most places, and as the days move towards Thanksgiving, momentum picks up and we’re rushing headlong into the winter holidays. It could be a good time for a trip, whether you’re looking for warm weather, taking advantage of cheap shoulder season rates, exploring a new exotic destination, or heading to the southern hemisphere to trade autumn for spring. Or you just might want to begin the holiday season early, get a head start on gift shopping, and jump right into winter’s chilly weather. Travel during November has something for everybody.
A few months ago, my girlfriend and I went on a small vacation through Portland and Seattle. I wanted to document all of the food I was eating to share the experience and to provide some tips and tricks with all of the curious folks out there. Being ketogenic while being on vacation is one thing – but eating well while staying keto is another, and I’ll show you how to do it.
I’ve done most of my travel as a solo, and I’m now a couple years older than you, so I know exactly what you are asking about. If you had even 2 full weeks I’d suggest going to southeast Asia, but as you say, the travel time could be a killer for a shorter trip. Still, it’s a unique experience with a lot of positive aspects to it, so you should keep it in mind. If you are still considering it, I’d suggest flying to Bangkok for 4 days or so, and then spend the rest of your time on one of the islands such as Kho Samui or Phuket. If you want more information on that, let me know.
Phuket is incredibly popular among Europeans in December, especially the final week, of course, so it's critical to book early to get a good price at a beachfront hotel if that's your mission. It's also important to mention that Phuket is an island with more than a dozen different beach towns, each with its own personality and price range. Some are raucous and down-market while others are quiet and very expensive.
The rainy season is over so it's an ideal time to base yourself in Chiang Mai for some outdoor activities in the area. There are temples like crazy in the city center between the old walls, but even more interesting ones in the area just around Chiang Mai. There's also great trekking and such, available quite affordably from any travel agency in the city.
I’ll be happy to try. First off, if you are doing the actual Inca Trail hike, you’ll need 4 days for that plus another couple of days in Cusco to get acclimated. So really that whole part of your trip would be a week. Also, to get to Cusco you pretty much have to go through Lima, and it’s also an interesting city so I’d recommend probably 2 nights there. If you don’t do the Inca Trail and take the train instead, you could save 3 days in Cusco.
As with most on this list, hotels get very full and more expensive just before the Christmas holidays, so it's better to come early in the month if possible. That way you'll have your pick of places at some surprisingly good room rates, even at some high-end places on the famous beaches. If you are coming during Christmas then book a hotel NOW because they'll be full and will keep getting more expensive the longer you wait.

If you are interested in a place that isn’t focused on beaches in that area then I’ll point you to some recent answers just above where I mention the charms of Chiang Mai in northern Thailand, or Luang Prabang in Laos, and/or Siem Reap in Cambodia. All of those are wonderful places with temples and other sights, and they are quite affordable once you are there as well.
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.

All of my best suggestions are in the article above, but I’ll try to expand a bit more. The tricky thing, as you probably know, is that November is part of the heavy rain season in most of Thailand and the other popular southeast Asian countries. There are wet months in summer with just short rain storms, but in November it can often be rainy all day.
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.
Pay homage to the Native American heritage of the U S of A by taking in the sights and sounds of Arizona’s capital city for pure rest and relaxation before the holiday season. Phoenix anchors a sprawling, multicity metropolitan area known as the Valley of the Sun, which is highly regarded for its luxury resorts, vibrant nightclubs, designer golf courses, and long lasting sunshine and warmth—even through the winter months. Attractions include the Heard Museum and the Pueblo Grande Museum & Archaeological Park. Be sure to check them out!
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