In addition to the obvious perks of pleasant weather and fewer tourists, off-season rates at accommodations are abundant. Voted No. 1 continental U.S. island by Travel + Leisure readers for the third time in 2018, Hilton Head has much to offer visitors. One of the most popular activities, perfect with autumn temperatures, is biking on the more than 60 miles of pathways covering the island, including along 12 miles of beaches. Bird watchers will keep busy spotting egrets, sandpipers, wood storks, sea gulls, pelicans, and ospreys. Well known as a golfer’s paradise, the Hilton Head Island area boasts more than 33 courses.
With a vibrant downtown, great restaurants, culture, and a recent multi-million renovation to the Ritz Carlton, Naples, one of the areas most luxurious hotels, December is when the town really starts to get into gear. You can spend your time on the miles of gorgeous Gulf Coast white sand beaches, take an Everglades Safari, or head to the Artis-Naples which hosts world class dance, theatre, music, and comedy. And that is to say nothing of the five-star shopping.
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.
Lace up your boots for an end-of-year adventure at the wild ends of the Earth. December is the ideal time to explore Patagonia’s mind-blowingly beautiful Torres del Paine National Park. Embark on an epic trek along the eight-day circuit, or take the four-day ‘W’ trek for Instagram-worthy views of Los Cuernos (the ‘horns’), the region’s iconic jagged granite peaks. Similarly breathtaking experiences can be had diving the coral reefs around Thailand’s Similan Islands. Beneath the sparkling surface of the ocean you’ll find sharks, barracuda, rays and green and hawksbill turtles – it’s Finding Nemo brought to life.
Say Hydrated – This is a no-brainer and one of the most significant challenges for me. I never drink enough water, but it was hot this week in Florida when we were at Disney, and I could tell such a difference in how I felt when I was hydrated. I felt like it made it easier to stay strong and stick to eating low carb/keto as it helps to quench false hunger.

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.


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.
Most hotels these days include at least a small refrigerator, and some even include a full kitchen and stove. This is great because it allows you to shop locally for some fresh food options. Search online for nearby farmer’s markets or grocery stores and see if you can pick up some local meats or fresh veggies to have in your room. This is more likely to be an option in the warmer months.
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.
Another reason to consider Dubai is that the busy airport has cheap non-stop flights coming in from almost every major airport in Europe and Asia. As a result it's popular to book long weekend trips of 3 or 4 days to Dubai, where you can enjoy some sunshine and shopping before flying back home where it gets colder by the day. You might also consider stopping for a few days in Dubai and then moving onto somewhere else with cheap direct flights such as the Maldives.
Of the others, I’d say that Thailand would probably be your better choice. Goa is obviously famous for its beach parties, and drugs are easily available there just in case that is important, but there really isn’t much else to see or do there. Goa is a collection of beach towns, some of which are filled with raucous Westerners all winter. But once you go inland, it’s kind of falling apart, and it’s not even very “Indian” because it was run by the Portuguese until about 60 years ago.
Let’s just say that November in Colorado is a truly exciting time of year. The city of Denver hosts several hot annual events, including Mile High Holidays, The Starz Film Festival, and the International Wine Festival. There’s also Denver Arts Week, which is a week-long celebration of the visual and performing arts held during the same month. What’s more is that snow aficionados looking to get an early start on winter sport fun should make resort reservations come November. The earlier you claim those spots, the cheaper the prices tend to be.
On the hunt for a non-traditional ski vacation? Look no further than the Japanese Alps. According to American Express Travel, the region has seen an increase in bookings during the holidays in recent years. And while December has historically been less popular than Japan’s peak season—April-November—adventurous travelers are now intrigued by the wilderness of Japan in the winter. The Hida, Kiso, and Akaishi alps are home to indigenous snow monkeys, volcanoes, and lava plateaus, plus, visitors are drawn to the area for its pristine ski offerings, natural hot springs, and rural hiking.
Even though November is one of the busy months in Pokhara, they've built so many new hotels in the past few years that finding a room – even at a decent price – should always be possible. The high-season rates are still very cheap by almost anyone else's standards, and food and drinks are always very affordable, but if you look around a bit you'll be able to do even better.

One of the best things about Puerto Vallarta is that, unlike most of the Caribbean destinations, this is a real historic town rather than a purpose-built resort community. That means that there are small and authentic (and cheap) restaurants catering primarily to locals, so you get a much more authentic experience if you prefer one. The hotel zone close to the airport is modern and posh, but you are a short taxi ride away from the lovely center of town.

Jamaica Montego Bay, Negril, Ocho Rios Martinique Martinique Netherlands Antilles Bonaire, Curaçao, St. Martin/Sint Maarten Puerto Rico Rincón, San Juan Saint Kitts and Nevis St Kitts Saint Lucia St. Lucia Trinidad and Tobago Trinidad and Tabago Turks and Caicos Islands Turks and Caicos Virgin Islands, British Tortola Virgin Islands, U.s. St. Croix, St. Thomas
As for Indonesia vs. Philippines, I’ve been to Bali quite a few times but I haven’t been to Bandung. And for the Philippines I’ve spent time in Manila and in Tagaytay just to its south, and I don’t think I’d recommend those for a longer trip. And I also spent two weeks on Boracay Island, which is quite nice, but it’s small and also a place I wouldn’t recommend for a longer trip like yours. For information on Indonesia you might go to my friend’s site – travelfish.org – which is an excellent resource. Unfortunately, they don’t cover the Philippines yet. Best of luck with what you end up doing. -Roger

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.
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.
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.
The idea of holidaying in a country where the depths of winter are approaching may seem a little counter intuitive but stick with us. The aurora borealis, or Northern Lights, is the best light show on Earth, and a trip to Iceland in November is the perfect ticket to see them. Explore thermal geysers, stunning waterfalls, and epic glaciers by day then stay up late and watch the skies dance with green light by night. Just make sure you pack your thermals though – the average day time temperature only reaches highs of 4c (40F)!

Jamaica Montego Bay, Negril, Ocho Rios Martinique Martinique Netherlands Antilles Bonaire, Curaçao, St. Martin/Sint Maarten Puerto Rico Rincón, San Juan Saint Kitts and Nevis St Kitts Saint Lucia St. Lucia Trinidad and Tobago Trinidad and Tabago Turks and Caicos Islands Turks and Caicos Virgin Islands, British Tortola Virgin Islands, U.s. St. Croix, St. Thomas

As for Malaysia, I’m a big fan, and with your friend there it should be easy. Interestingly, I was just in China myself recently and a few days ago I published a long article on my advice for whether to go yourself to China or go on a group tour. I also discuss the most popular and best places to visit when you are there in the bottom part of the article. One tricky thing for many of us is that you have to get a China travel visa and some of us can only get that visa issued in our home country, at least according to their rules. I literally spent years traveling around Asia but I was never able to visit China because they required that I get a visa issued in the US and I had to show my flights booked from the US to China and then from China back to the US. If I could have gotten a visa issued at a Chinese embassy in Bangkok or Singapore, I would have done it years ago.
Say Hydrated – This is a no-brainer and one of the most significant challenges for me. I never drink enough water, but it was hot this week in Florida when we were at Disney, and I could tell such a difference in how I felt when I was hydrated. I felt like it made it easier to stay strong and stick to eating low carb/keto as it helps to quench false hunger.
If you’re highly susceptible to the Christmas spirit and haven’t already committed the entire holiday season to wrapping presents with Aunt Linda, consider Cologne. The city has a whopping seven main Christmas markets -- definitely don’t miss the Cathedral Market, which has the largest Christmas tree in the Rhineland, or Angel’s Market, where you can sip eggnog punch and weave around people actually dressed as angels; Santa comes through once a week as well… on horseback. All that’s left for you to do is listen to the festive music and browse the stalls for an apology gift to send to Aunt Linda.
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.
It would probably be a bit more expensive, but another idea that could be great would be to fly to San Juan, Puerto Rico, and rent an apartment for two weeks. It’s a wonderful place that is family friendly, and rental apartments can be good deals. It’s obviously peak season there as well so nothing will be cheap. But the weather will be fantastic and the beaches are great, even in and near the city. I hope this helps. Let me know if you have any other questions.
Rio is probably the most beautiful city in the world as far as the setting is concerned, but it’s also famous for petty crime. As you mentioned, I think it’s quite easy to stay safe as long as you are aware of the situation. The biggest problem by far is tourists getting robbed by someone holding a knife or sometimes a gun, and they are often in groups. However, this almost always happens to people who are walking close to the water on the beaches after the crowds have gone for the day. The sidewalks along Copacabana and Ipanema are brightly lit and safe, but there is a mound of sand between the sidewalk and the water, so if you go to the water you can’t be seen by the security guards and police on the street. As long as you avoid that, and any other situation where you are alone in a dark place late at night, you’ll be fine.
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
×