If you are really only going for 4 or 5 days you only have time to visit one or maybe two cities anyway. I’d say that Lisbon would be ideal and you’d have time also for a short visit to Porto or the Algarve in the south, or at least the historic small town of Sintra, which is near Lisbon. Lisbon has fantastic weather for Europe and it’s a lovely city with plenty to see and do.
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
You’ve been to Cancun, but have you been to Playa del Carmen? Personally I much prefer it because PdC is a lovely tourist town with hundreds of little hotels and restaurants and bars, unlike Cancun, which is mainly a long string of high-rise beach hotels that are so spread out that you are nearly trapped in your own hotel. It’s about an hour south of Cancun airport by taxi or shuttle. That would be another of your cheaper options, partly because flights into Cancun are pretty cheap. It will be the tail-end of the rainy season in all of these places, but that usually just means a 30-minute rain storm a few afternoons each week.

Hi Roger, I plan on being in boracay on Nov 6th and am just concerened about the weather. Is the start of Nov too close to the end of the monsoon season ? I don’t mind a bit of rain but ideally want to be able to spend a few hours on the beach with sunshine per day. Looking at pics it seems to be mostly clouded over all the time. Do you get sunny clear skies around that time ? I just can’t seem to get a clear answer online. Any advise would be much appreciated

The rainy season in Belize doesn’t really end until early January, which is why it didn’t make the December list. Belize is definitely affordable enough to make this list and it appears for many of the following months. If you are thinking about going to Belize in December I think it’s a good choice. As you probably know, the Tropical rain patterns are such that the showers tend to come and go quickly, and they are often overnight. -Roger
If those flights are too expensive you might think about going somewhere else in Mexico or to Costa Rica. The area around Cancun including Playa del Carmen and Tulum and Cozumel has a LOT going on. And if you’ve been there you could instead go to the Puerto Vallarta area, which is very different and also great. For activities though it’s hard to beat Costa Rica. I think they invented zip-lining and the country is about one-third national parks with all kinds of fun activities. Let me know if you have any other questions. -Roger
The only other suggestion I have, which gets almost no rain in November, is Goa, India. There are about 20 different beach areas in Goa, and some of them (Anjuna and Vagator) are famous as party beaches, while many others are more mellow and family oriented. It’s also very cheap and beach massages and that sort of thing are excellent value. Let me know if you have more questions about that. I hope one of these things works out for you. -Roger
Just came back from Luang Prabang, Laos. Cheap and easy to navigate. If with kids you can do an elephant training camp few days. Airport 15 min from hotels and just 2 minutes to get visa (30USD). Not so much to see, but nice vibe and cheap. If you have to choose between Luang Prabang and Siem Reap, Siem Reap has more to offer, but is much hotter than LP in December.
Far from the crowds and heat of summer, a visitor to Rome in December will find that it’s a lovely time there, with fewer lines at popular tourist spots, more attractive prices, and a chill in the air. With a warm jacket, comfortable shoes, cozy hat and gloves, you’re ready to explore the Eternal City. Stroll through the main streets to enjoy colorful lights, decorated trees, and Nativity scenes. The Piazza Navona hosts a Christmas market, and stores welcome shoppers with longer hours and attractive displays. Rome’s Jewish community celebrates Hanukkah with a large Menorah in Piazza Barberini where candles are lit each evening of the eight-night holiday, this year from December 2–10. The Catholic community celebrates the Immaculate Conception on December 8 when the Pope leads a procession from the Vatican to the Piazza di Spagna. December is the perfect time to visit the Vatican Museum, Sistine Chapel, St. Peter’s Basilica, Colosseum, Trevi Fountain, and museums that are usually filled with tourists during warmer months. Even without crowds, it’s still most convenient to book ahead through a tour company such as City Wonders or Access Italy, for no-wait entry, professional guides, and early admission. Food is always one of the great pleasures of a visit to Italy, and in December, a warming plate of spaghetti carbonara or hot chocolate and seasonal panettone taste especially good. The new Pantheon Iconic Rome Hotel, Autograph Collection is a convenient home base in the center of the action with a beautiful rooftop overlooking the Pantheon. 

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.
The second option you have is food trucks – although you really have to be weary on this one. Don’t be afraid to ask them what the ingredients are, as the food is made fresh and they’re usually proud to tell you what’s in their food. Luckily, we encountered a Paleo food truck while in Portland called Cultured Caveman (pictured below) that served some keto friendly items.
Visitors travel from around the world to experience Nuremberg's iconic Christmas Market. "Christkindlesmarkt," as it's called, is a tradition that dates back to 1628 and features more than 180 stalls. Though you could easily spend several days wandering the market, there are plenty of other things to see in the area, namely museums—Nuremberg is home to 43 of them.
Sri Lanka could also be great, and it’s very different. In fact, you might even consider a trip to India itself, which is obviously similar to Sri Lanka. But Sri Lanka is far easier to do in about 12 days, with most of your time spent in the mountains and a bit along the southern coast. Colombo is mainly just good for flying in and getting your bearings. Sri Lanka is also a bit more expensive than Vietnam, but both are great value. And again, you could instead go to Kerala and Goa in India on a short trip, although those are more about relaxation than culture. Let me know if you have any other questions, and I hope this helps. -Roger

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.
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