The sizzling summer days are in the past, and it’s time to enjoy your favorite outdoor activities whether they’re hiking, window shopping, al fresco dining, relaxing poolside, or strolling through Palm Springs — an adventure in itself. The Uptown Design District boasts home décor stores, boutiques, retro and resale shops, some specializing in the mid-century modern style that Palm Springs is known for. Further downtown, restaurants, small shops, and designer boutiques invite diners and shoppers. 

With a vibrant downtown, great restaurants, culture, and a recent multi-million renovation to the Ritz Carlton, Naples, one of the areas most luxurious hotels, December is when the town really starts to get into gear. You can spend your time on the miles of gorgeous Gulf Coast white sand beaches, take an Everglades Safari, or head to the Artis-Naples which hosts world class dance, theatre, music, and comedy. And that is to say nothing of the five-star shopping.
It looks like you’ve been to most of the more popular options for winter holidays already, and since you listed them I assume you want to go somewhere new. The one that is missing, which I think could be perfect for you, is the Guanacaste area in northern Costa Rica. The weather will be perfect and you should be able to get a reasonably priced flight into nearby Liberia Airport. There are a variety of smaller towns along those beaches, and Tamarindo might be the most famous. They offer a mix of traditional hotels and resorts in smaller towns along with newer 4-star and 5-star hotels on large properties that tend to be away from the towns. The weather will obviously be similar to Panama, as long as you were on the west coast. Costa Rica is the adventure capital of Latin America and one-third of the country is national parks, so there is plenty to see and do. There isn’t much history there, but you can’t have everything.

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November is a month of transitions: weather is cooling in most places, and as the days move towards Thanksgiving, momentum picks up and we’re rushing headlong into the winter holidays. It could be a good time for a trip, whether you’re looking for warm weather, taking advantage of cheap shoulder season rates, exploring a new exotic destination, or heading to the southern hemisphere to trade autumn for spring. Or you just might want to begin the holiday season early, get a head start on gift shopping, and jump right into winter’s chilly weather. Travel during November has something for everybody.
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.
Portugal does have one of Europe’s best autumn climates, but as you’ve noticed November can be a bit rainy. That said, in my experience it rarely rains for long periods in that part of Europe so I think it’s very unlikely that a big part of your trip would be “rained out.” Also those cities have lots of great indoor attractions so if you see that it’s supposed to be clear in the morning and drizzly in the afternoon, you can plan to explore neighborhoods in the morning and plan to visit a museum or castle in the afternoon. It’s a bit of a crap-shoot and generally Portugal has nicer weather than most of the rest of Europe at any given time. I hope this helps. -Roger
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.
As with other Caribbean resort destinations, the weather in Montego Bay is perfect in December, and the first half of the month is still cheap for flights and resort prices. The weekend before Christmas is when peak season here starts, and if you book early enough you can still get a good deal then, but don't expect many last-minute bargains during that period.
You might also consider Malaysia and perhaps a stop in Singapore. Malaysia is actually more modern than Thailand so everything is easy and reliable. They have cheap VIP buses that are very comfortable. Penang in the north is really nice and also interesting. Kuala Lumpur is a modern and pleasant big city. A bit south of that is the colonial town of Malacca, which is also very nice and worth a look. Going south from there you can reach Singapore in a few hours, and that is an amazing city, although accommodation there is expensive.
My two years in southeast Asia was over a few trips, although I did have my own apartment in Bangkok for 3 months and in Chiang Mai for another 3 months. As an American I didn’t have a national health restriction and I didn’t even have travel insurance. I don’t recommend it for everybody, but healthcare in those areas is extremely cheap and of pretty good quality. I went to a hospital once in Chiang Mai and I saw an English-speaking doctor for about US$7, and spent another US$25 or so on a prescription. My longest total trip was 3 years and 7 months (only a few years ago), and I went in and out of Southeast Asia a few times in that period.
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. 

Ah, November. The end of the year is nearing, and most of us haven't traveled nearly as much as we planned upon. Thankfully, the second to last month of the year boasts not one, but two, holiday weekends for you to cash in on some of those vacation days and take a little sojourn to somewhere special—with family, with friends, or maybe even your significant other. But where should you go? There are a ton of places where the weather is still warm in November. But if you are looking to cash in on the seasonal appeal, there are also scores of exotic locales which count November as the peak time to travel there (
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