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.
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.

Resolve – My number one asset to staying on track was my resolve. I made my mind up before we left that I would not give in when tempted and that I would be entirely aloof for donuts, desserts, fries, and other favorite treats. I just kept reminding myself that I could enjoy those foods again perhaps on our next weekend getaway or at the end of our vacation if I chose to have a cheat day. Otherwise, they would be dead to me because I didn’t want my kids feeling guilty eating treats in front of me. I don’t want them ever to relate being good or bad based on what they ate so again; I had to have the mindset that it wasn’t a big deal.
Oh no. I don’t mind rain but that would be a little disheartening. I come from a tropical place and it wasn’t until I moved to Canada that I realized that “rainy seasons” don’t really mean much. More so, I went to Punta Cana last October during the cold period and it was gorgeous every day, and what little rain fell was usually overnight or little drops that you could stay on the beach unbothered.
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Ethiopia is known as the Roof of Africa, and dry November, with the countryside still verdant from the recent rains, is the perfect time to plan a trek in the Simien Mountains, a dramatic plateau that’s home to endemic wildlife – from walia ibex to gelada monkeys. Equally mesmerising landscapes are on offer in Northern Thailand, where hiking trails that thread through waterlogged rice paddies to waterfalls and hilltop stilt villages are even more special without the selfie-snapping summer crowds.

Orlando’s theme parks are a major draw for families (and big kids, too!), but this iconic experience doesn’t necessarily come cheap. During the pre-Christmas November lull, however, hotels often offer attractive discounted rates, meaning potential savings and – more importantly for the kids – less time spent standing in line. Those looking for a more alternative American adventure should consider the island of Puerto Rico in November. While there’s a chance of rain (but a greater chance of balmy beach-lounging days), the out-of-season discounts are as appetising as the island’s take on Thanksgiving dinner: turkey stuffed with mashed plantain.

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.
It’s no wonder this charming southern city has become an increasingly popular destination over the past few years among domestic and international travelers alike. You’ll find rich history, delicious food, swoon-worthy architecture, and of course—perhaps most importantly—unparalleled southern hospitality. Mild temperatures (think high 60s and low 70s) during the month of November make it an ideal time to visit. While you’re in town, be sure to check out the new South Carolina Historical Society Museum, which opens in September. The building is a National Historic Landmark, and promises to be a major draw for history buffs. There are plenty of great boutique hotels to choose from, but our favorites include 86 Cannon, Zero George, and The Dewberry.

Located just 90 minutes from New York City, the quaint Caribbean island is home to fantastic beaches—like the famed Horseshoe Bay and Elbow Beach—plus a unique style all its own. A balanced mix of charming British heritage and laid-back tropical vibes, Bermuda has, in recent years, become a hotspot over the holidays. The weather is typically temperate (expect temperatures in the 70s) which makes it a perfect destination for golf-lovers, families, and anyone looking for a quick weekend escape.
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.
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.

My other two suggestions are San Juan, Puerto Rico and Cartagena, Colombia. Both cities have really wonderful colonial districts and modern resort districts nearby. San Juan is more expensive, but still reasonable, and it has far better beaches. Both have a bit of rain in November, but it tends to come and go quickly. You’ll get similar rainstorms in most of the Caribbean in November, so it’s a bit tricky. I hope this helps. If you had something else in mind let me know and I’ll try again. -Roger

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