This is a tricky one. Pretty much every destination in the Tropics has its peak rates of the year during the weeks you have in mind. That said, there are still some fairly cheap destinations in the Caribbean, even at peak rates. However, since you live in South Florida and understandably don’t want to go someplace even hotter during the only semi cool time of the year, it sounds like you are ruling out most of the Tropics.

From December through February there are literally no European cities that could qualify as having “great weather,” except for the Canary Islands, which is listed below. So during the winter Europe is all about cultural tourism, and lower hotel prices make it especially appealing for those who like to stretch their travel budgets and avoid crowds at the same time.


If you are looking for a cheap, beautiful, and relaxing beach destination during December then Goa is ideal. This has become hugely popular with package tourists from Europe and Israel (and more recently Russia), and the facts that pretty much everyone speaks English and there aren't many cultural opportunities means that it's a perfect place to just vegetate in a beach chair for a week or two.
Thanks. I’ve been to other places in Egypt, but have yet to make it to Sharm el-Shiek. It’s hard to find places that are that inexpensive these days. Most of my best suggestions are in the article above. If your main priorities are beaches, sunshine, and nightlife, my favorites are Goa, India; Boracay Island, Philippines; and almost any of the Thai islands. Goa has many family-oriented beach towns, although some others are not so family oriented so you have to choose carefully there.
Southeast Asia is easier to deal with, and there are cheap flights connecting in the Middle East and landing in Bangkok, Kuala Lumpur, and Singapore. Each of those is a very interesting city, and there are many smaller places to go in the same region. In Malaysia there is Penang and Melaka. In Thailand there is Chiang Mai and quite a few others in that area. In Laos you can visit Luang Prabang, which sounds like it could be a winner for you. And there is also Siem Reap, which is home to the amazing Angkor Wat temple complex.
For those from the Northern hemisphere in need of decent a blast of winter sun, the picturesque coastal town of Essaouira is the perfect place to put your feet up and relax. Fresh-caught fish sizzles on beachside grills, whitewashed houses with blue shutters lend a Mediterranean vibe, and you can lose hours wandering through the dozens of art galleries and workshops.
Two other suggestions would be India or Sri Lanka. Except for a few beaches in Goa, neither of those attract the party crowd, and both are excellent for scenery and culture. India is cheaper as long as you minimize time in Mumbai and other big cities, but that is good advice for many reasons. Sri Lanka is a bit better organized, and on your budget it is good value and easily affordable. There are good beaches along the south coast of Sri Lanka, but India is probably better for beaches.
This creamy-yet-virtuous gratin of greens from Ivy Manning is crowned with crunchy homemade bread crumbs tossed with nutty-tasting brown butter. Make ahead: The gratin can be assembled up to one day in advance. Allow the gratin to cool completely before covering it with plastic and storing it in the refrigerator. Add 10 additional minutes to the baking time.

As far as finding work on the road, the only decent-paying job that is fairly easy to get that I’m aware of is teaching English, but I think those gigs tend to last at least a few months. Right now Thailand is trying to get rid of any foreigners who are working in hotels and bars without permits, so Cambodia might be better at the moment. I’m one of the thousands of people who work online while traveling, and it seems much easier to make a decent living that way compared to working in hostels and such. Good luck with whatever you decide, and maybe I’ll see you on the road at some point. -Roger
At the Kimpton Rowan Hotel, admire the appealing outdoor art while you have a quick bite at Juniper Table or head to the roof for dinner at the 4 Saints with its menu of seasonal Mediterranean-style dishes. From the restaurant and rooftop High Bar, you’ll feel as if you can reach out and touch the San Jacinto Mountains. The Palm Springs Art Museum, Indian Canyons, golf, casinos, luxurious spas, and the Palm Springs Aerial Tramway to the mountain top are just a few of the many things to do. Visitors can fly into Palm Springs International Airport or drive about three hours from Los Angeles.

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.
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!
Like so many others on this list, Goa is completely done with its harsh rainy season by the time November begins, yet crowds don't really start showing up in earnest until mid December. If you have the time off then you'd be very happy just finding a cheap hotel in one of Goa's beach towns and just chilling the whole month in great weather and with minimal crowds.
If you’re a bit more on the timid side, you can always use Yelp and TripAdvisor to get good insights on places people have visited. As a disclaimer, some of the ratings may not be accurate on these sites, so make sure you go through and read some of the more recent reviews that people have written. We did this for a few of the places we visited and had no issues.
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