Heat your winter up and pack your backs to explore Australia. Celebrate New Year’s Eve at The Opera Gala in Sydney. Eat your way through the Taste Festival in Tasmania. And if music is your thing, we recommend checking out the Life’s a Beach Music Festival in Rockingham (30 minutes south of Perth) or experience the Woodford Folk Festival in Queensland, one of Australia’s biggest cultural festivals.
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.
If you are looking for first-rate destinations that are among the cheaper European cities, I’ll suggest Prague, Budapest, Krakow, and Berlin. You could visit all four of them by taking trains, or choose any one, two, or three. In December you can get quite a nice room in any of those cities, with Berlin being the most expensive by a bit. Food and attractions are also quite affordable in those cities.

If intermittent fasting is part of your low-carb routine, use it strategically to skip meals and make travel simpler. Perhaps you rush to your early morning flight and wait to eat until lunch. Or, eat a hearty low-carb breakfast before leaving home and don’t eat again until dinner at your destination. One nice thing about fasting is that you can do it anywhere.
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!
In India I’ve always had good luck with the trains by booking at least a couple days in advance, and also being flexible and only going when an AC3 ticket is available. As you know, the actual train stations are nightmares. But every hotel has a person who can fetch a ticket for you by going through the back door and bribing someone at the train office. Like a AC3 ticket might cost US$20, and for an extra US$4, your hotel will go buy it for you and it’ll be waiting at the front desk later that day. It’s a pretty sweet system.

Ferrari World, a huge indoor theme park, houses rides, driving schools, theaters, and car displays. The Formula 1 Etihad Airways Abu Dhabi Grand Prix (Nov. 23-25) will be held on the Yas Island Marina Circuit. The Taste of Abu Dhabi Food Festival (Nov. 8-10) will feature chef demonstrations, samples from the best local restaurants, music, food, and drink. The weather will be warm, so a day at Yas Beach should be on your itinerary for swimming, lounging, and water sports.
Thanks for the kind words and I’m happy to hear that this info helps. The Mount Rinjani ash cloud situation is also a mystery to me at this point. My plan was to fly into Bali more or less for the full month of February, but according to the news it does seem possible that the skies in the area will still be unsafe at that point. I will already be in Asia and if the Bali airport is still closed I’ll just go to the Philippines or Malaysia. But I wouldn’t book a long-haul flight into Bali for the coming months at this point, at least not unless I knew I could change it cheaply if the flights are canceled.
The fastest high-speed trains between those cities only take 2.5 hours, although most departures are closer to 3 hours. Definitely take the train and also buy the ticket as far in advance as possible for the lowest fare. Not only is it FAR quicker than flying (and of course the coach), but it’s far more comfortable and more enjoyable. This is a link to the official Spanish rail site. The scenery isn’t all that special, but it’s still interesting. Have a fantastic trip. -Roger
One reason that Vietnam isn’t as popular as it could be is that travelers often feel a bit hounded when they are there. For some reason, those in the travel business in Vietnam (working at travel agencies where you book tours and such) make tourists feel like they are being hustled. They are rarely 100% honest with what they tell you or about the prices they are charging. Still, it’s an amazing country and it’s also incredibly cheap, even if you end up paying a bit more than you were supposed to. I highly recommend it, and it won’t be a problem if you realize before you get there that you can’t take everything at face value in the way that you usually can in Thailand or Bali. Quality of hotels for the money is also very good.

In Rome, the Coliseum and Ancient Rome are outdoors, but the city also doesn’t get as cold as the others so most likely you’ll be fine if you bundle up a bit. In Venice, they often have those floods during December, but they come and go every 6 hours so even if you get unlucky you’ll still be able to get around half the day, and it’s a small city anyway.


I’m happy to help. As mentioned above, November is a very tricky time for a sunshine holiday because so many of the better places have their rainiest season then. I agree about the DR. It’s an excellent place for big all-inclusive beach hotels, but outside the hotels there isn’t much of interest unless you are fluent in Spanish and hopefully know a local. One you might consider is San Juan, Puerto Rico combined with some stops elsewhere on the island. November is part of the rainy season there as well, but I don’t think it rains all day very often. And the city of San Juan is excellent for nightlife and things to do, so even if you get a couple rainy days you should be able to find some things to do. By then it’ll be over a year since the hurricane and San Juan has already been close to normal for a while now. There is still some damage, but it would be easy to avoid.
“Winter in Eastern Canada” might sound more like a 19th-century prison sentence than it does a pleasant vacation, but Quebec City does the cold better than anywhere in North America. Blanketed in snow, QC looks like the world’s most elaborately constructed Christmas village. The cobblestone streets in Old Quebec densely packed with storefronts beckoning you to come in for hot food and baked goods, and boisterous bars overflow with a cacophony of Quebecoise. In December the streets are draped with Christmas wreaths and populated with carolers, plus there’s an authentic German Christmas market -- a true novelty in a city so overwhelmingly French.
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. 
Located off the coast of East Africa, the Seychelles—an archipelago consisting of 115 islands—is about as close to paradise as you can get. Crystal clear water, lush jungles, and powder-fine sand make it the ultimate early winter escape, particularly for romantic getaways. Book one of the 30 breathtaking pool villas at Six Senses Zil Pasyon, which is among the region's top luxury resorts. The hotel is situated on a private island that offers prime territory for snorkeling, sailing, kayaking, and hiking—plus, the spa has scenic pavilion-style treatment rooms that are worth the trip alone. Health conscious guests will be particularly impressed by the property's new "Eat with Six Senses" program, which is intended to make travelers leave vacation without the guilt that comes with overindulging. There are four tailor-made treatment plans that focus on sleep, detoxing, fitness, and more, depending on the issues you prefer to address.

As for Costa Rica, I think it would be ideal for what you have in mind. It’s by far the most tourist-friendly (and English speaking friendly) country in that area, so it’s a great starting point. Belize is pretty easy as well, although there is far less nature to enjoy. Panama and Nicaragua are a bit cheaper and have similar things to offer, but Costa Rica has the best infrastructure and nature parks, so it’s less stressful for a first-timer. The snorkeling is better on the Caribbean coast, I believe, but the better tourist beaches are on the Pacific. The country is pretty quick to get across, so you could easily spend a few days on both sides, plus another few exploring the rain forests and volcanoes and such.

In her dynamite cookbook “Martha Stewart’s Vegetables,” the queen of domesticity shows how acorn squash can be a canvas for a variety of flavors. Roasted with sesame seeds and cumin, the squash takes on the warmth of the Mediterranean. Tossed with bacon, maple syrup and a touch of cayenne, it echoes the comfort of the breakfast table. And paired with orange peel, sage leaves and a touch of grated Parmigiano offers the perfect balance to rich gravy and herbed stuffing.


Fortunately, it rarely rains at all in Cairo, so even though December is one of the wetter months, that means nothing and you are unlikely to see even a drop of rain. Hotel prices do reach their peak in Cairo starting late in December, so it's best to go early in the month if possible. Egypt is definitely one of the cheapest places to travel in December, and the weather is surprisingly nice as well.
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
As Christmas approaches the city will fill up much more, so if you can go early in the month you'll be much better off. But even if you can't go before the last week of the month you'll still find Mexico City to be a tremendous bargain compared to pretty much anywhere else in North America. It's a great shopping destination, and not just for goofy souvenirs, so that's something to think about as well.
Cambodia could work because Siem Reap is inland and the amazing Angkor Wat temples are worth a full day or two, and the town of Siem Reap itself is quite nice. You could actually combine a couple days in Siem Reap with a few days in Bangkok, and take a (cheap) luxury bus between the two. Bangkok is a really fascinating city with a lot to see, plus it’s a great transport hub. The other main non-beach option in Thailand is the city of Chiang Mai, which is wonderfully inexpensive with quite a bit to see. It’s even a bit cool during December, so that might be a nice change of pace from India. Many people are also going to Myanmar these days, although I haven’t been yet so it’s hard for me to recommend it. I’d say if you combined 2 or even 3 of these places you could have a very interesting holiday.
One of the simplest ways to add squash to the Thanksgiving menu is with a classic Baked Acorn Squash, dressed up with maple syrup, balsamic vinegar and freshly grated nutmeg. The dish, which we first shared with readers in 2008, has the ideal balance of sweetness and tang, and the addition of a touch of butter right before serving gives it a boost of richness.
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.
This year I’ve based myself in Miami, USA, primarily so I can visit many places in the Caribbean that I hadn’t been to before. I just got back from a week in Jamaica and soon I’m going to Puerto Rico, Dominican Republic, Panama, and Colombia, as mentioned. But in December I’m hitting the road again and I’ll be in Asia for the winter and probably in London for much of 2016. Sorry I don’t have more specific information to help you plan your trip, but it sounds like you’ve got some really good choices already under consideration. And I’m sure you’ll have a great time. -Roger
Visit the Bahia Palace and gardens with its intricate artisan details. An overnight train ride north would bring you to the Moroccan seaport city of Tangier, once the playground for the rich and famous, celebrities, and artists. Admire the unique architectural and culinary influences from Spain, Portugal, France and Northern Africa as well as panoramic views of the city and bay from the hilltop Kasbah. The Musée la Kasbah is fascinating, and Café Hafa is a wonderful stop to quench your thirst and rest your feet. Visitors should visit Cape Spartel and the Caves of Hercules for its incredible history and captivating scenery. Perhaps a camel ride on a sandy beach or through the desert is your thing? Your Moroccan excursion is guaranteed to cover all bases from exotic to adventurous to mystical.

Australia’s capital has been voted the world’s most livable city—for the seven years in a row. If that isn’t reason enough to go, what is? Here's another: the artsy cosmopolitan city promises pleasant temperatures in the high 60s throughout November. Book a room at one of the area's buzziest spots, QT Melbourne, a design-centric boutique in the city’s fashion district.
This is a difficult question to answer without quite a bit more information. First off, it’s obviously going to be pretty cold in most of Europe that time of year, although most of the major cities aren’t known for accumulations of snow. As long as you are okay with cold weather then it’s mostly down to budget and your main interests. I’m guessing that you haven’t been to Europe yet since you didn’t mention any places that you’d prefer to skip this time.
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.
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.

Australia’s capital has been voted the world’s most livable city—for the seven years in a row. If that isn’t reason enough to go, what is? Here's another: the artsy cosmopolitan city promises pleasant temperatures in the high 60s throughout November. Book a room at one of the area's buzziest spots, QT Melbourne, a design-centric boutique in the city’s fashion district.
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.
In India I’ve always had good luck with the trains by booking at least a couple days in advance, and also being flexible and only going when an AC3 ticket is available. As you know, the actual train stations are nightmares. But every hotel has a person who can fetch a ticket for you by going through the back door and bribing someone at the train office. Like a AC3 ticket might cost US$20, and for an extra US$4, your hotel will go buy it for you and it’ll be waiting at the front desk later that day. It’s a pretty sweet system.

New Zealand wines are world famous, and wine tours are popular with visitors. Auckland, New Zealand’s largest city, is set on the waterfront, with beaches, parks, and cruises to the nearby islands. The capital city of Wellington on the southern tip of North Island is home to New Zealand’s national museum, a great place to learn about the country’s cultural history. Christchurch and Queenstown are located on the South Island. There's so much to do in New Zealand — and it's convenient to reach on Air New Zealand’s nonstop flights from Los Angeles, San Francisco, Houston, and Honolulu, with a nonstop from Chicago to Auckland beginning Nov. 30.
The 2nd option is a bit early in the year. The Greek Islands are cold and mostly deserted until mid April or so, and the good weather really starts in May or June. This is true in Mallorca as well. The Canary Islands are much farther south so they have acceptable beach weather almost all year, although you might get some cooler days in March as well. Even still I wouldn’t really recommend them for a younger person. In my opinion, the Canary Islands are pretty boring because the majority of visitors that time of year will be retired people from northern Europe who just want to sit in the sun. The nightlife tends to be cheesy and/or weak if you can find it at all. Let me know if you have any other questions. -Roger
From England I would say your cheapest and best late December destination with warm weather and reasonable prices is going to be Phuket. There are some other Thai islands that might be a bit cheaper, but they would be more complicated to reach, and they’d have fewer activities for the boys. Here are some Phuket resorts good for families. You can see that the price range is wide from cheapest to most expensive. In late December it’s peak season so you’ll pay at or near the top of those ranges.
Mother Nature is the gift that keeps on giving this December. In the snowy Swedish village of Jukkasjärvi day-long darkness provides the backdrop for the most magical light show on earth, the swirling aurora borealis, while opportunities to hang out with Rudolf and co. or try husky sledding, snowmobiling and cross-country skiing abound. Swap the blanket of white for a kaleidoscope of colour in the Amazon rainforest. Now is the ideal time to spot dazzling birdlife, especially the rainbow-feathered macaws that come to munch on the mineral-rich clay in Peru’s Tambopata National Reserve.
Yes, it's high season and rates edge up, but that's only because everyone wants to make the scene and flee cooler climes. Whether you prefer a hotel right on the beach, one in the midst of Miami's trendy Art Deco or Wynwood art district, or a tower with horizon views and vast swimming pool, there's a place for you. And each December, Art Basel in Miami Beach brings together artists with knowledgeable collectors and gallerists.
If you crave warmth but think the beach bores you, head to the Southwestern United States. New Age meets Old West in Santa Fe, Phoenix is still toasty and its cultural season is in full swing, and Denver makes for a great trip. And if you've never seen the Grand Canyon, winter is a good time to visit since the crowds have thinned out (but do dress warmly).

I would like to ask for your advise for a travel in the month of December for about 4-6 days max. I am from Delhi and my husband and me plan to travel somewhere near but a not so expensive destination. I read Thailand to be a good option in the comments above but we went to Seychelles and Goa in the past few months so I am looking for a fun place to go but looking for if there is any place that is different from the mentioned or any other place that you would suggest. Thanks in advance!

If I had more information about destinations in East Africa that would qualify I would love to include them. But unfortunately, it’s one of the few regions I haven’t been to myself, and according to every source I hear, very few foreigners are visiting as well. I know many (especially wealthy) people do the safaris in that region, or they walk up Kilimanjaro, but outside that it still sounds like there is almost no tourist infrastructure or even a backpacker scene. If you know things to be different, please let me know because I’m very open to it. -Roger
Being from Mumbai you can be forgiven for not realizing how unappealing beach areas are when the air temperatures are only a bit above freezing. Seriously, even beach on the European mainland is totally deserted by November 1, and many of the local hotels and restaurants are closed by then until April or so. Now, if you are mainly after the novelty of being on a beach in the European winter, you can certainly go and still find open hotels and restaurants. If I had to recommend one place to consider it would be Spain’s Costa del Sol, which is the resort area around Malaga. The average high in December in Malaga is 17, and the average low is 8. You’d be the only one on the beach, which might be kind of nice. It’ll also probably be windy. If you were going to do that I’d recommend staying in Malaga itself, which does have a nice beach area in the city, and since it’s a city the hotels and restaurants will all be going.
Costa Rica is kind of the Thailand of Latin America in that they have great tourist infrastructure and it’s the easiest place to get around. They also have a lot to offer with the beaches on both coasts and many natural sights and activities, plus of course the Arenal volcano, which is a really nice area. San Jose is best as a place to just pass through on your way somewhere else.
Oh, did you want a sunny tropical vacation that doesn’t require a passport? Done. Hurricane season is over, flights are cheap, and the water is still warm enough for swimming (and scuba diving). Almost all the tourists come here via cruise ship, which means you’re mostly not competing with them for hotel rooms -- Windward Passage, Emerald Beach, and the Bolongo are all open for business after Hurricanes Irma and Maria last year. On December 16 you can catch Jazz By The Sea down at Coral World Ocean Park, and on December 21 watch the St. Thomas Lighted Boat Parade, where contestants (boats) are judged on lights, originality, and holiday cheer.

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
Thank you so much Roger. This is a huge help. Thailand then….Going forward. Assuming I start in Thailand then to ?? What makes sense? i was thinking Peru then? I checked airfare from Lima to Cape Town…Huge money $1600.00. If you were doing a once in a lifetime trip around the world what would you ‘must see’? As I mentioned I’ve been to India, Egypt and Jerusalem but my friend has not. I’m not adverse to revisiting but there might be more sensible options. I need to consider ‘safer’ countries as well. I’m one of those people that sold my house, quit my job and am going to travel. Mid life crisis. LOL. How do you spend 2 years abroad? Do you need special visas for being out of the country for so long. As a Canadian we are restricted to 6 months to retain our health care. Problem!

Of course, the Caribbean has its own share of problems. As I just mentioned to another reader, my list of Caribbean destinations from cheapest to most expensive has 32 entries and only about 6 of them were damaged by the recent storms. I would probably choose one of those instead. November is still technically the final month of hurricane season, but November storms are extremely rare. And the islands closer to South America haven’t been hit in over 50 years or so, such as Aruba, Bonaire, and Curacao.


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
Hotel prices remain low through all of November for the most part, so you'll have a good shot at deals at 3-star and above beach resorts that are trying to fill rooms during the slow season. Even if you are paying near the high season rates the hotels and everything else are bargains here compared to almost anywhere else. Cartagena is one of the cheapest places to travel in November on a beach, and you'll get less rain as the month goes on.
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.
Keep Snacks Handy When You are Out – This was my snack stash for Disney World. I had Macadamia Nuts, Walnuts, Pecans, and low carb bars. I made sure to chill the water bottles in the freezer beforehand so that as they thawed throughout the day, we had cold water. When hunger hit, instead of falling to temptation, I just grabbed my bag of snacks before I got HANGRY. Doing so made it so much easier to make keto/low carb choices at mealtime. I kept my snacks simple because we already had enough to bring with us (if you have a baby and a toddler you know what I mean). I saw lots of people with small coolers who were snacking on fresh veggies and deli meats, but, again, my goal was easy breezy. You can find a great list of Keto/Low Carb Snack ideas here for inspiration if you prefer a variety.
Unfortunately I’ve only been to Cartagena in Colombia, although I know of some travel bloggers who live in Medellin and love it there. The mild weather year round is one reason people love it. I don’t speak much Spanish, which is a problem in much of Latin America, but evidently there is a pretty big scene of various expats and English speakers, so Spanish isn’t so critical. In other words, I like the sound of your idea and I imagine it’ll be great, but I haven’t been there yet so I am really not qualified to give real advice. Best of luck with whatever you choose. -Roger
I’m sure you’ll have a great time. I don’t have any good suggestions for where to celebrate Christmas, but I’m sure you’ll have no problems finding something by just walking around or checking online. The top draw in Barcelona is the architecture, and especially the 20th Century buildings by Gaudi. I recommend the hop-on, hop-off bus tour because it allows you to see almost all of the famous buildings from the street in just a few hours. Park Guell is worth a visit, but of course the main attraction is the Sagrada Familia cathedral. Check opening times and reserve a ticket in advance if you can.
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.
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.
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.
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.
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