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.
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For traditional holiday atmosphere, think about Rome or Vienna, with Christmas markets, nativity scenes, and decorated cathedrals. In Edinburgh, they know how to welcome the new year with several days of celebrations culminating in New Year’s Eve. For travelers seeking a wintery destination, Tromso in Norway has skiing, reindeer, and a chance to see the Northern Lights. Bundle up for a dogsled tour or join a whale watching excursion.
Eat Breakfast In – I know this isn’t always possible, and it’s certainly not a deal breaker, but we ate breakfast in most mornings. This started my day off on the right foot, and I could make my eggs exactly how I like them. I didn’t get tired of eating bacon and eggs all week, but if you do there are so many keto breakfast options if you’d prefer a variety of foods. For me, this was budget friendly, and I didn’t have to buy a ton of extra groceries. Also, I have a big family with two of my four kids being 3 and under. It takes us forever to get out, so cooking breakfast is an easier option for us. If you’d rather eat out, I get it! Keep scrolling for other helpful tips.
November can be an ideal month to visit Boracay Island, even though you'll probably see a few quick rainstorms each week. This stunning and laid-back island is in the Tropics, so you can get a quick cloudburst a few times a week this time of year, but they are easy to avoid and the sunsets that form as the clouds are leaving again are often so gorgeous that it's all worth it.
That was very nice of you to take the time to mention this. Interestingly, I’ve been to Bali exactly twice so far (going again in early 2016) and both times have been in December. As you have probably noticed, the rainy season in Bali can be VERY rainy at times, which is why I didn’t put it on the list during the worst months. I still clearly remember standing in almost 2 feet of water trying to push the minibus I was riding in to a dry enough area to start the engine again. That was on the way to Ubud, but most of the time the rain isn’t problematic and I’d go back again again in December if given the chance. Just don’t expect any Christmas decorations or celebrations because they pretty much ignore it there, even in tourist areas. Have a great trip. -Roger
During the holidays in Europe, Christmas pop-up markets open in November, bringing intoxicating tastes and aromas (mmm...gingerbread) that brighten even dreary-weather days. On Viking Cruises, for example, the Danube Waltz itinerary enables passengers to experience a variety of markets, which are great places to shop for affordable holiday gifts. Vienna and Budapest both host multiple markets, and each one is different and features different merchandise. Smaller Passau has a more intimate market, and you get to stroll through a charming town to reach it.
You mention New Zealand and of course it’s summer there then, so it would be a good choice. However, all of these places will be crowded and near peak hotel rates if they are warm. So I’ll be happy to give you advice if you tell me if you’d rather visit one or more European cities in the cold season, or if you are looking for a warm place like New Zealand where it will be fairly crowded. By the way, the southern European cities such as Rome and Barcelona are lively and enjoyable that time of year, as the Christmas season goes on, and there aren’t too many tourists except for a few that travel to see their families around the holidays. So it can be a good time for southern Europe, as long as you don’t mind wearing a jacket or jumper during the day, and maybe a bit more in the evening. Give me a bit more guidance and I’ll be happy to try to help. -Roger
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