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.
It would be hard to beat Chiang Mai for its combination of great November weather and low prices. Even though it's officially the start of the high season for hotels, the beginning of the month is usually very slow anyway, so bargains are common. Hotels in Chiang Mai are among the best bargains in the entire world, so even if you do have to pay full price for a room it'll be cheaper than a dorm bed in most European cities.
In Cambodia the best place by far is the Angkor Wat temples just outside of Siem Reap. Siem Reap itself is a nice town with plenty to see and do, but 3 or maybe 4 days should be enough. Otherwise you have Phnom Penh, which isn’t too special, or Sihanoukville, which is a pleasant beach town that doesn’t really match up to most of what you are used to in the Philippines.
Vietnam might be your best choice of the three. Most people (if they can) fly into Hanoi and fly out of Ho Chi Minh City (Saigon) or the other way around. Again, you can travel between them by train, although getting tickets can be a bit complicated. Hanoi is really interesting and nice (and super cheap). The best tourist city in Vietnam is Hoi An, which is between the two big cities. There’s a nice beach there and a bit farther away is Denang, which has large resorts along an excellent beach. Nha Trang is another good beach city in Vietnam, but probably not great for families. Ho Chi Minh City is bigger and more crowded than Saigon, but it’s also more modern (and hotter). You could spend two really nice weeks going north to south in Vietnam with a long stop in Hoi An.

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.
The great thing is, many hotels that have rooms with kitchenettes don’t charge more (or it’s minimally extra) than what a normal room would be. Be sure you call in advance to make sure you’re getting a full kitchen. We spent one night at a hotel that claimed they had a kitchenette, but it was really only a dorm room size refrigerator and a microwave.
Thailand is far more different and it’s easier to get around. The tourist areas are quite modern and well organized, and enough people speak English that it’s easy to do whatever you like. Again there you have choices of cooler areas in the north such as Chiang Mai, and of course Bangkok, as well as all of the islands. Let me know if you have any questions. -Roger
It’s no wonder this charming southern city has become an increasingly popular destination over the past few years among domestic and international travelers alike. You’ll find rich history, delicious food, swoon-worthy architecture, and of course—perhaps most importantly—unparalleled southern hospitality. Mild temperatures (think high 60s and low 70s) during the month of November make it an ideal time to visit. While you’re in town, be sure to check out the new South Carolina Historical Society Museum, which opens in September. The building is a National Historic Landmark, and promises to be a major draw for history buffs. There are plenty of great boutique hotels to choose from, but our favorites include 86 Cannon, Zero George, and The Dewberry.
The period between November and April is the Philippines’ “dry season,” which is generally considered the best time of year to visit. And while February and March can be unbearably hot, in December, you’ll find pleasant temperatures and sunny days. Start your trip in Manila (check out the funky Henry Hotel in Pasay City), then retreat to one of the country’s picturesque private islands. Our recommendation? Amanpulo on Pamalican Island, where there’s something for everyone: scuba diving, moonlit boat rides, tennis, yoga, and five-star service.
Make like a Viking and soak those sore muscles in one of the many outdoor heated pools, some hidden away and others modern day gathering spots. The famed Blue Lagoon is Iceland’s best-known geothermal spa with temperatures of 98-104 degrees Fahrenheit. The lagoon’s waters are rich in minerals like silica and sulfur and are reputed to have healing powers for skin problems. There are saunas, lockers, showers, and towels available for a reasonable fee as well as restaurants and a lagoon side bar. Whale watching, though not prime season, is always an option in Iceland, as is dog sledding — on snow if available or dry land if not. Either way it is an amazing experience, and the meet and greet part allows you get up close to these beautiful dogs.  The younger crowd might enjoy the Iceland Airwaves Music Festival to be held in Reykjavik this Nov. 7-10 showcasing hundreds of acts, both famous and newcomers. Venues include bars, bookshops, theaters and concert halls.
Yes I have stayed in Bali for a month too, that place is really special I agree. I haven’t been to any other places that you mentioned above except for Any Dhabi and Dubai but I didn’t really explore or have cash to do anything really there. I have been to Singapore but only on transit. I hope to spend the next year in and around south east Asia teaching English, after April/May onwards. Inshallah!

December is a popular month to go cruising around Hawaii and Mexico. It’s an ideal family trip, especially with most kids in the US out of school for the holidays. Experience the Hawaii’s tropical paradise. Pick a popular cruise liner and visit ports of call like Nawiliwili on Kauai, Honolulu on Oahu and Kona on the Big Island. If the Caribbean floats your boat, we recommend taking a cruise to explore Mexico’s Costa Maya, Cozumel, Ensenada, Acapulco, Cabo San Lucas, Puerto Vallarta and more.
Those who adore the holidays and don’t mind the cold (the average high is around 48 degrees) might consider an end-of-year trip across the pond. Arguably Europe’s most festive destination, December in London promises charming Christmas markets, show-stopping Christmas trees, and streets covered in twinkling lights. A number of posh hotels, like 45 Park Lane and The Dorchester even have Christmas-centric packages available to get you into the holiday spirit.
If this were last year I might have also suggested San Juan, Puerto Rico or Cartagena, but both of those have issues at the moment. If for some reason you don’t like what you see in Costa Rica, there are also some really nice resorts in Panama, especially in the San Blas Islands area. Aside from those you’d probably have to fly longer than you prefer. I hope this helps. -Roger
×