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.
As for alternatives you might consider Argentina, where of course it will be late spring in November. Buenos Aires is a wonderful city and recently they’ve been going through a financial meltdown again so their currency has dropped a lot, making things unusually cheap again. You could spend 3 or 4 days in Buenos Aires and the rest in the Mendoza wine country or Iguazu Falls or Bariloche for some adventure. From everything I have heard it’s all safe and civil there, so it’s just a matter of the local currency going down in value.
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
When you mention, “not too touristy”, the first thing that comes to mind is San Juan, Puerto Rico. I’m not sure if you’ve been there already or not, but one great thing about it is that the “tourist” areas close to Old San Juan are filled more with apartments than with hotels, unlike Cancun, where it’s nothing but hotels and timeshares. I can highly recommend the Condado neighborhood, which does have some large hotels but is mostly apartments for expats and seasonal visitors. There is even a free bus that goes from there to the heart of Old San Juan, which is a gorgeous colonial town filled with great restaurants, bars, and interesting attractions.
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.

One thing about Cancun that is interesting. Cancun itself is essentially a very long beach sticking out into the Caribbean that is lined with high-rise hotels and time-share properties. Except for a busy area at the corner of that peninsula, most of the hotels are spread out quite a bit, so there aren’t many things that most guests can walk to. Many people love it and are happy to basically stay in their own hotel most of the time, and maybe take a taxi down to that busy corner area once in a while. Personally, I’m a much bigger fan of Playa del Carmen, which is a full-on tourist town about 50 miles south of Cancun. It’s got hundreds of small hotels, restaurants, bars, shops, and everything else a visitor wants. The beaches aren’t quite as nice, but I find the town to be very fun and vibrant. Also, up and down the coast from south of Playa del Carmen to north of Cancun there are large resorts that are far from each other and on huge properties. Many of them are all-inclusive, so that is another option.
In South America, and you start getting into some longer flights here, the best and safest places are Argentina, Peru, and Chile. I’m not sure if this helps you much, but at least it should let you know that you were thinking along the right lines already, and there are no obvious places that you’d overlooked. Let me know if you have any other questions. -Roger
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.
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There are always those travelers who celebrate the end of summer and the opportunity to don a sweater and take out the wool scarves and quilted jackets. For them, Iceland would be a perfect destination, with a chance to see the Northern Lights and adorable sled dogs. Montreal is another place with a winter chill, and at the end of the month, you might even find an early Christmas market. San Antonio gets into the holiday spirit at the end of November as well. Sedona offers chilly nights and gorgeous scenery, while Hilton Head Island still enjoys autumn weather and activities.
Hey Roger. My girlfriend and I are planning to go during Christmas for 13 days from San Diego, CA to South America mainly on the west side. We are not up for beaches but rather historical, adventurous, and scenic places. We are keen on Cusco (Peru) (Inca Trail), Quito (Ecuador), Costa Rica (Rain Forest), Bogota (Columbia). Please can you help us with your expert advice on which cities are a must for first timers to South America. We are not picky and simply want to have a fun time. Thank you for your time.

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!


Sri Lanka doesn’t really have a good infrastructure for budget travelers at this point. There are loads of nice hotels if you are willing to pay US$40 or more per night, but almost nothing below that except for a few hostels. I haven’t been to Palawan but I have been to Boracay and Palawan can’t be too much cheaper. Boracay doesn’t have many budget options either, so my guess is that Thailand or Cambodia is your best bet.
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