Let’s get started. For the November trip you are going to have a lot of competition for those flights and hotels because those are prime Thanksgiving flight dates. I would normally recommend Puerto Rico, but they won’t be ready for visitors until next year from what I hear. Just a few days ago I published a new article on which Caribbean destinations have no hurricane damage. There are a lot of great choices, including all of the busiest ones, that were untouched by the storms. You might also consider Cartagena, which is probably the cheapest option once you get there. It’s got a wonderful walled historic town area, and it’s a short bus or taxi ride to the modern area with beach hotels and such. The sand there isn’t great, but the value is very good. I wouldn’t go outside of Cartagena at the moment.

Me and a buddy is traveling late december, till mid january (about 2 weeks). We’re relatively young and would appreciate a combination of some partying, some beach, and offcourse some cultural input. We were in Bali and Lombok this summer and really enjoyed it. Its great to being able to travel around a little, so that would be a plus for sure:) Right now we’re looking at Vietnam, Goa, and some of the Thai islands. I know the two latter can be quite lively, but how about Vietnam? We’re from Norway, so we need it to be as warm as possible.
It is this quintessential destination-- nestled conveniently between Boston and Cape Cod-- that’s known as “America’s Hometown,” offering not just a glimpse into our national history, but an array of enjoyable activities from water sports to golfing to whale watching to ghost tours. During the fall you can even take trolley or culinary tours, or witness live cranberry and pumpkin harvests. It’s a November getaway to remember for sure.
My boyfriend and I are trying to plan a somewhat last minute trip for the second two weeks in December. We would love somewhere that is a little more laid back, but interesting enough that we wouldn’t get bored. We also would prefer a one-stop destination that doesn’t require a lot of additional travel outside the initial flight. If it was a beach that was good for surfing that would be a huge bonus, but we also like snorkeling or hiking. We aren’t really fans of all-inclusives, mostly just because we’re not heavy drinkers and don’t like buffets so it seems like a bad fit. Any ideas off the top of your head for a budget friendly place that would fit all that? I greatly appreciate your time and think it’s really awesome you’ve been replying to all the comments!
My favorite part of Bali is now the area around Lovina along the north coast, which is still very mellow and mostly open spaces with light development. It’s really beautiful and there is plenty to do. You can get similar experiences by visiting the nearby Gili islands, which also feel like Bali used to be 20 years ago when it was much nicer. They are all really beautiful and relaxing islands with great scenery and very friendly people. You just need to steer clear of the places that are the most crowded.
My best recommendation would be somewhere in the islands of Thailand. December has very pleasant weather with warm days and nights that can be a bit chilly (for some people). Best of all, it’s a very beautiful place and the tourist infrastructure makes it easy to get around speaking English and with very few headaches. The largest island is Phuket and it has famous nightlife in the Patong Beach area. In fact, the nightlife is so notorious that many people think it’s too much so they avoid the place. There are many other beach areas that are quiet and still close enough to go into Patong once in a while.
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
For anyone considering a multi-destination South American trip in November, Santiago should definitely be looked at. The daytime temperatures should be pleasant and warm, and it's bone-dry all summer, so it's a great combination. Hotels in Santiago don't have their peak price season until New Year's, so in November you'll easily be able to find a very good rate at one of the nicer places.
My recommendations depend on your starting location so for now I’ll just assume you are starting somewhere in the USA. If you are looking for a really nice beach AND really good night life your best choices are the Cancun area, Puerto Vallarta, and San Juan, Puerto Rico. If you are in the eastern US or Canada it’s probably faster and cheaper to go to Cancun and if you are in the west Puerto Vallarta is better. San Juan will be more expensive because there just aren’t many cheap hotels in the good parts of the city. For the Cancun area I would recommend Playa del Carmen (about an hour south of Cancun Airport) because there are fairly cheap hotels near the town center, which is packed with bars and restaurants. In Cancun itself the best nightlife is in the heart of the hotel zone, and all of the hotels there are pretty expensive. Let me know if you have any other questions. -Roger
It can still be rainy in Belize in November, so it’s not an ideal time to visit. I quite like Belize and there is a lot to do there, including of course the second largest coral reef in the world. You can also head over the Guatemala border to visit Tikal and even down to Antigua for something different. You don’t get many great beaches there, but aside from that it is great.
The subtropical climate of Hong Kong means that summers are particularly hot and wet, and spring is warm and humid. November is the sweet spot, with clear, sunny days and mild temperatures. During your trip, you'll want to take a traditional junk boat ride on the harbour (seen here) and check out the sweeping city views from Victoria Peak, which you can reach by tram. Another can't miss? Stockton, a hidden speakeasy-style whiskey bar in Central.
In spite of its image of being blazing hot all the time, December in Cairo can actually be on the cool side, at least in the evenings. This is great though because almost all the important sights are outdoors and requite a lot of walking between them. For 9 months of the year it can get very hot doing that, so these few cooler months are ideal for visiting the famous sights.

While the most recent hurricane has hit some areas of Florida pretty hard, most people know that come wintertime, the further down south or towards the desert you go, the warmer the weather will be. This tried and true fact makes November one of the best times to visit Florida, especially for travelers wanting to engage in lots of opportunities for nature-viewing. You won’t need binoculars in the Sunshine State to spot the sight of wintering birds at Florida’s Merritt Island National Wildlife Refuge -- they make an annual pit stop along the major migration corridor located near Cape Canaveral. You and the entire fam can also stare at a colorful gathering of pink roseate spoonbills that hide out in various estuaries around the area come November.
It is this quintessential destination-- nestled conveniently between Boston and Cape Cod-- that’s known as “America’s Hometown,” offering not just a glimpse into our national history, but an array of enjoyable activities from water sports to golfing to whale watching to ghost tours. During the fall you can even take trolley or culinary tours, or witness live cranberry and pumpkin harvests. It’s a November getaway to remember for sure.
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.
As for Malaysia, I love it there too, but it has very few nice beaches in the main part of the country (not including Borneo). But now that you mention it, they do have some nice beaches in Penang, which is the best tourist area anyway. If you search for hotels in Penang, make sure that they are on or very near a nice beach. Most of the island does not have sandy beaches, but some parts do.
Needless to say, Australia is a huge country so you could spend 6 months there and not get bored, or you could spend one week there and barely see any of it. The obvious destinations are Sydney and Melbourne, both with plenty to do for non-beach people. Melbourne is known a bit more for culture and food, while Sydney is more pleasant and still very interesting. There is also the Great Ocean Road, which is a very scenic drive just a bit south of Melbourne.
If you are looking for an all-inclusive resort with reasonable airfares from Chicagoland, your best bets will be in Punta Cana, Dominican Republic, or the Cancun/Playa del Carmen area. Both have everything on your list, except perhaps wild life, depending on how you define that. You can get cheaper flights into Cancun, and there is a wide variety of offerings once you are there. If you don’t think you want to leave the hotel much, then stay in the Cancun hotel district or along the Maya Riviera nearby. But if you want to interact with a real and lovely town, then stay in Playa del Carmen or over on Cozumel. There are many nearby activities and some very interesting ruins.

There are snack stands everywhere at the theme park, and I can tell you from the experience of at least yearly visits that most choices at the stands are decidedly NOT keto-friendly. In recent years they’ve added what I’m sure they consider “healthy” choices, but most of those consist of yogurt and fruit with dip. You may, upon occasion, come across some carrots and celery with dip, but it’s very hard to find.
Impressive year-round, November in Sedona is a feast for the senses, offering perfect temperatures and colorful fall foliage along with its majestic red rocks. Sedona is rich in wellness activities, spa treatments, art galleries, and locally-made arts and crafts. Along the Verde Valley near Sedona, quaint wineries with passionate winemakers offer personal tours and tastings. Red Rock State Park, a nature preserve with stunning scenery, native vegetation, wildlife, and a wide variety of birds, is popular with hikers. Visitors can also tour by jeep, horseback, hot air balloon, or helicopter. Many travelers hike among the red rocks seeking the much discussed vortexes—places of energy that are said to come directly from the core of the earth. Whether they are truly healing areas is not clear, but there are believers who experience spiritual effects and others who simply enjoy the breathtaking views. L’Auberge de Sedona Resort, centrally located in Sedona’s Red Rock Country, provides access to these activities in addition to both fine and casual dining featuring seasonal menus and locally sourced foods. Accommodations are available in the main lodge or in secluded cottages with panoramic views and exquisite rustic indulgence.
If the thought of another year crawling to a close has left you feeling a little low, November is the perfect time to give yourself a travel-fuelled lift, with an array of destinations primed for exploration during the penultimate month of the year. Trek in perfect conditions in Ethiopia and Nepal, visit Orlando’s theme parks at discount rates, sample an unusual Thanksgiving dinner in Puerto Rico or don your skeleton outfit for Día de Muertos in Mexico – trust us, the year is far from over!
Thank you very much Roger. I truly value your insight and am taking into consideration everything you’ve noted above. I’m going to check out the link you posted as well. That just reassured me that Bali would be great during that period. I’m thinking principally of staying in Ubud, Sanur or Seminyak for the type of trip I have in mind which is equal parts warm weather, walking/discovering, culture and some beach life. I’d love to visit Thailand but it’s just not the right time. At this point, I’m more intrigued by all of the many, still remote islands of Philippines than the chaotic lifestyle in Thailand. Perhaps, that’s just me still reeling from my trip to India a few months ago.
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.
Islands full of olive groves, sparkling Adriatic beaches, and romantic medieval cities begging to be explored; Croatia is an idyllic European escape. If you’ve dreamed of wandering the walls of the ‘Pearl of the Adriatic’, Dubrovnik, without all the tourists and hordes of Game of Thrones fans, November is your month. The weather is still warm, the water bath-like, and the families and backpackers have dispersed – which means you can beach in peace. Or why not try one of our sailing adventures, and island-hop your way around the stunning coastlines on your own private yacht?
This French-speaking Canadian city has a definite European vibe, from its cobblestone streets to its quaint boutiques and cafes. The city has a wide array of museums covering interests from nature to stargazing, art, and history. The Montreal Museum of Fine Arts features temporary exhibitions that combine various artistic disciplines — fine arts, music, film, fashion, and design — that are popular around the world. Multi-day museum passes are available.
Vietnam might fit the bill for what you are looking for. The most popular itineraries are to start in Hanoi and end up in Ho Chi Minh City, or the other way around. There is a nice train connecting them that is scenic in many places, and the best must-stop place in between them is Hoi An. You also don’t want to miss Halong Bay, which is just outside Hanoi. Vietnam mostly attracts cultural travelers rather than party people. The food is excellent (France used to run the place) and there is plenty of culture all around, in addition to some nice beaches in Nha Trang and Da Nang (next to Hoi An).
The rainy season usually ends early in November in Siem Reap, and the tail end of it is rarely fierce, so this is an ideal month to hang out in town and spend multiple days at Angkor Wat. November is actually the coolest month of the year, by just a bit, at least during the days, so most people will appreciate more moderate temperatures when climbing up and over all the temples.

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.

My favorite part of Bali is now the area around Lovina along the north coast, which is still very mellow and mostly open spaces with light development. It’s really beautiful and there is plenty to do. You can get similar experiences by visiting the nearby Gili islands, which also feel like Bali used to be 20 years ago when it was much nicer. They are all really beautiful and relaxing islands with great scenery and very friendly people. You just need to steer clear of the places that are the most crowded.
If you're determined to travel during the holiday periods, though, book your vacation flights, hotels, and cruise far in advance. If it works with your schedule, fly on Thanksgiving Day or Christmas day; those are the least crowded days of the holiday season. And if at all possible, avoid traveling during weekends, on the days right before or after the holiday, and late in the day. It's not only crowded at airports but also northern storms can wreak havoc and create weather delays that cascade across the system.
However, I also happen to be an athlete and about a month ago I reached the point where I had almost no power, no energy, constant hunger (and “hanger”) and cravings for practically anything bad like alcohol, sweets, carbs, artificial sweeteners or energy drinks. I tried to fight it. I started over multiple times. At one point I just couldn’t stick to any sensible dietary routine for longer than a day or two. Intermittent fasting, OMAD (one meal a day), TMAD (two meals a day) and keto all seemed to stop working.
Thank you for the kind words. If you’ve got 30 days in Thailand I would recommend spending more time in Bangkok and probably in Chiang Mai as well. Bangkok is huge and in December the weather is actually quite nice, so two days seems way too rushed. As for which islands to consider it sort of depends on why you don’t want to go to Phuket. Phuket is the largest and busiest island and it’s got just about everything that the rest of the islands has. I can understand not wanting to spend time in Patong Beach, which is the shopping and nightlife capital, but there are many other wonderful beaches and towns on Phuket that are quite different from that.
Walking along the city's tree-lined streets, you'll notice that Spring is in full bloom come November, with vibrant jacarandá flowers dripping down over building facades. The weather is balmy and hotel rates are slightly lower for "shoulder season," which makes it the perfect time of year to plan a visit. Buy tickets to a soccer match, check out one of the world's most beautiful bookstores (El Ateneo Grand Splendid), and catch a tango show at a local theater. Looking for more inspiration? Check out our "10 Things to Do in Buenos Aires" guide.
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.

The hotel rates all over Goa are highest in December and January, but in Anjuna or Vagator they still start at around £10 per night for a private room with ensuite. The cheap places are quite shabby, so it might be worth spending more. Vagator has an amazing beach, but it’s often filled with Russians these days. Anjuna is famous for its beach raves and music scene, but I’ve honestly heard nice things about many other beach areas in Goa.
There are a lot of possible places that might work for you, so it’s hard to narrow my suggestions down without knowing where you are starting from and how far you are willing to travel from there. But two things that come to mind are Bali, Indonesia, and the Cancun area of Mexico. If you are in the US or Canada then it will obviously be a long flight to Bali, but things are quite cheap once you get there so it’s really worthwhile. The island has beaches and water sports, but also really interesting culture, not to mention loads of shopping and beach resorts. Its main problem these days is vehicle traffic, so getting around the island is slower than it used to be.
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.
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!

Once the scorching temperatures and monsoon rains of summer have subsided, November is the perfect time for exploring this kaleidoscope of colour and culture. Due to India’s size and terrain, you can still expect some variation across the country, but travels through Rajasthan and the Golden Triangle will be mostly dry, clear and balmy with a maximum of 30c (86F). Perfect for tiger-spotting in Ranthambhore, camel rides in Pushkar, and admiring the shimmering Taj Mahal!
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.
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.
Traveling in December means you either fully lean into the holiday season, or else escape it entirely and flee to somewhere warm. Personally, I try to appreciate the cold weather while we have it and max out on warm seasonal beverages, colorful lights, soft snow, and good company. True, some places are overwhelmed by the capitalist engine that powers Christmas, but you can still get a non-denominational-winter-wonderland fix, if you know where to look. No matter your travel preference, there’s a perfect place in this world for you to bask in those final sunsets of 2018.
Another option is Thailand, and Phuket has the most family-friendly beach areas. You could get a family hotel room at one of the many beach resorts that has a Kids Club in addition to swimming pools and the beach itself. Those are my top suggestions for a family trip that is also suitable for an anniversary. I hope this helps. Let me know if you have any other questions. -Roger
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
As for alternatives, the most obvious are the various islands of Thailand, with Phuket being the largest. It’s peak season in December in Thailand, but still pretty affordable by most standards. I spent a month in Phuket the following December, interestingly enough, and I prefer Bali even though it’s hotter and more humid. Hopefully this helps and let me know if you have other questions. Helping people figure out where to go is something I really enjoy. -Roger
It is this quintessential destination-- nestled conveniently between Boston and Cape Cod-- that’s known as “America’s Hometown,” offering not just a glimpse into our national history, but an array of enjoyable activities from water sports to golfing to whale watching to ghost tours. During the fall you can even take trolley or culinary tours, or witness live cranberry and pumpkin harvests. It’s a November getaway to remember for sure.
Never thought of Moscow as a Winter destination! It is quite the place to go especially after the world cup hype. I second Rajasthan, India as one of the best places to travel in December. Love this list, Wendy. I have even listed Rajasthan and other offbeat places to travel in December and January over here: https://www.thegonegoat.com/inspiration-and-tips/2018/11/29/the-best-places-to-travel-december-january
As for key events in December, I typically avoid those sorts of things myself, so I’m not a good source on that. I actually visited Rio de Janeiro during Carnival, by accident, and it drives hotel prices so high and also crowds that it’s probably the worst time to visit unless you specifically want to spend all night watching the parades. And Oktoberfest, as another example, literally triples the prices of hotel rooms in Munich, so it’s only worth it if you REALLY want to get involved in the Oktoberfest thing yourself. But plenty of other travelers love to go witness the biggest events, and I assume they love it, so there is no right or wrong.
This is a very good month to visit because the weather continues to be perfect here, while the largest crowds from northern Europe haven't quite started arriving yet. So finding an affordable hotel or apartment rental should be easy, and the restaurants and bars are always reasonably priced. If you want to be among other English speakers you'll want to focus on the southwest area of the island around Los Cristianos and Playa de la America.
The final month of the year marks the time when people in northern climates start looking around for an escape to the sun. Fortunately, there are big parts of the world that have their best weather of the year at this time, and are very cheap as well, once you get there. The best places to visit in December are of course close to the equator or even below it.
If an apartment isn’t your thing, or you have to book a hotel for your business trip, then there is one upside: the food. Typically hotels will include some sort of breakfast, and occasionally some sort of dinner plan. In Portland, we stayed at a great hotel that included both. Breakfast usually consists of pastries, waffles and oatmeal – but they almost always have eggs, bacon, and sausage ready to go on your plate.
If you didn’t want to go to Asia you could instead consider the ABC islands, which don’t get much rain and haven’t had a major storm in many decades. Aruba, Bonaire, and Curacao are known for good snorkeling as well and you’d get good hotel rates that time of year. Two weeks might be a long time to spend on those islands though, so I would go to Asia if you can. Late November is a perfect time of year for a visit there, and you can even include a few days in Siem Reap to visit Ankor Wat. Let me know if you have any other questions. -Roger
Thank you, and I’m always happy to hear that people find this useful. Buenos Aires is a wonderful city and it feels very modern and very European, at least compared with most of the rest of South America. I would think that bringing a baby there would be similar to bringing one to, say, London or Paris. Rio de Janeiro is perhaps the most beautiful city location on earth, and it’s got some very rich areas (mostly along the beaches) and many dodgy areas. They also seem to struggle more with infrastructure there so bus service isn’t very modern and that sort of thing. That said, I haven’t been since they hosted the World Cup and Olympics and I’ve read that much of the situation has improved. Long story short, I think you might just have to be a bit more careful in Rio when choosing a hotel and neighborhood and that sort of thing, but generally I think you’d be good.
Me and a buddy is traveling late december, till mid january (about 2 weeks). We’re relatively young and would appreciate a combination of some partying, some beach, and offcourse some cultural input. We were in Bali and Lombok this summer and really enjoyed it. Its great to being able to travel around a little, so that would be a plus for sure:) Right now we’re looking at Vietnam, Goa, and some of the Thai islands. I know the two latter can be quite lively, but how about Vietnam? We’re from Norway, so we need it to be as warm as possible.
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