The three places that jump out to me are the Playa del Carmen area just south of Cancun in Mexico, the island of Puerto Rico, or Costa Rica. All of those have endless beach activities and sights and great food and everything else, and they are all well within your budget. Puerto Rico would be easiest, and probably my first choice. Costa Rica is better known for adventure activities that might suit the younger ones. There are several good resort areas along the Pacific coast that would work.
Even if you can't sunbathe, the weather is still reliably pleasant all the time, with almost no rain. Weekly and monthly apartment rentals here are very popular, but there are plenty of hotels and hundreds of restaurants for those coming for shorter periods. If you want to be with the most English speakers you'll want to focus on the southwest area of the island around Los Cristianos and Playa de la America.

If an apartment isn’t your thing, or you have to book a hotel for your business trip, then there is one upside: the food. Typically hotels will include some sort of breakfast, and occasionally some sort of dinner plan. In Portland, we stayed at a great hotel that included both. Breakfast usually consists of pastries, waffles and oatmeal – but they almost always have eggs, bacon, and sausage ready to go on your plate.


I haven’t heard much about Zika in quite some time, but I just checked the current CDC map and evidently it’s still out there. I also remember hearing that it’s really only pregnant or potentially pregnant women that are at much risk, so perhaps that is what you are implying with the kids in their 30s. I’m no expert on Zika and I’ve visited many places on the map in recent years without much worry.

Don’t be too shy to ask the wait staff how the food is prepared. If you suspect something might be breaded ask. Ask if any of the dressings have sugar in them. In Italy it’s not common at all for savoury food to contain any sugar, even the sauces. Most are based on olive oil or cream. If you order a steak without any sauce don’t be afraid to ask for olive oil to use on it. You might get some strange looks if you ask for butter and they might not have any available. Try to go for roasted or grilled food rather than fried as even in Italy, the spiritual home of olive oil, the food is usually fried in vegetable oils. Also don’t be afraid to ask for substitutions. I don’t like bell peppers and they always come as part of grilled vegetable sides. I simply ask them to leave them out and I’ll get more of another type of vegetable instead.


Cancun is at the north end of the Riviera Maya, which also includes the island of Cozumel, so this is a huge area with over a thousand hotels to choose from. All that competition keeps prices down until the high season begins, so November is still a buyer's market. There are even ruins nearby and other cultural opportunities, so it's not all about sitting on the beach here. If you prefer a high-rise hotel overlooking a beach then stay in Cancun itself, but if you prefer to stay in a friendly town with many restaurant and shopping choices then head to Playa del Carmen, just a bit to the south, instead.
Amazing post! I am taking vacation the last two weeks of November. I am planning to visit Germany for the first week. I also want to soak in some sun and enjoy the beach life during the second week of my vacation . Initially I wanted to go to Spain, but after reading your post I’m a bit discouraged because is not going to be warm enough . I love to sunbathe and outdoors activities . Just as running, hiking, tennis etc . Also I love to learn new cultures and fit in with the locals. Keep it economical .I been to must of the Caribbean and wouldn’t mind revisiting . But open to new warm destinations that would make sense. I would love to hear some of your suggestions .Thank you in Advance and safe travels..
As with most on this list, hotels get very full and more expensive just before the Christmas holidays, so it's better to come early in the month if possible. That way you'll have your pick of places at some surprisingly good room rates, even at some high-end places on the famous beaches. If you are coming during Christmas then book a hotel NOW because they'll be full and will keep getting more expensive the longer you wait.
I think Sri Lanka would be wonderful for 2 weeks in December. The rainy season typically ends early in December, but even when it’s still going it tends to be quick downpours, as you are no doubt familiar with if you’ve been all over southeast Asia. Still at this point there are very few hostels with dorm beds and not even many cheap budget hotels, but at the age of 30 you are probably happier with normal hotels anyway. Value is quite good in Sri Lanka as long as you can spend at least US$30 or so per night, and hopefully a bit more. Food is also quite cheap in general, although there are still surprisingly few tourist-oriented restaurants in many towns so it feels a bit undiscovered. Just don’t spend much time in Colombo and preferably focus on the mountain areas, and I think you’ll love it.
The mountains of Canada include the gentle slopes of Mont Tremblant in the east to the towering ones of Whistler in the west. Note that Canadians celebrate their Thanksgiving before the United States does, which makes our neighbor to the north a particularly good place for couples who won't be visiting family during that U.S. holiday—especially if you're willing to forgo turkey and stuffing for crepes and poutine.
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. 
Me and a buddy is traveling late december, till mid january (about 2 weeks). We’re relatively young and would appreciate a combination of some partying, some beach, and offcourse some cultural input. We were in Bali and Lombok this summer and really enjoyed it. Its great to being able to travel around a little, so that would be a plus for sure:) Right now we’re looking at Vietnam, Goa, and some of the Thai islands. I know the two latter can be quite lively, but how about Vietnam? We’re from Norway, so we need it to be as warm as possible.
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.
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.
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