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.
If you are looking for beach weather in December then most of your list won’t work, and several of them are only on rivers. Starting from Kolkata you have many good choices that are much closer to you than anywhere in Europe or the Canary Islands, or the Caribbean for that matter. In fact, I’m a bit confused by your list because there are so many different types of places on it, many that aren’t warm or on beaches.
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.
Prices go up a bit when you go south into Malaysia, but it’s worth it if you’ve got the money. You might even consider Myanmar as well, which I’ve yet to visit, but I keep hearing great things about. It’s honestly the perfect time of year there. By April it’s insanely hot (the hottest month of the year), but December through February is lovely. It’s all quite safe as well, as long as you keep your wits about you. I’m happy to help with more information if you need it.
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..
This year I’ve based myself in Miami, USA, primarily so I can visit many places in the Caribbean that I hadn’t been to before. I just got back from a week in Jamaica and soon I’m going to Puerto Rico, Dominican Republic, Panama, and Colombia, as mentioned. But in December I’m hitting the road again and I’ll be in Asia for the winter and probably in London for much of 2016. Sorry I don’t have more specific information to help you plan your trip, but it sounds like you’ve got some really good choices already under consideration. And I’m sure you’ll have a great time. -Roger
Another consideration is that Thailand is generally easier to get to with far more flights that are often cheaper, and Thailand also has FAR more beach options because of its long southern coastline and especially the islands. The posh beach areas on Phuket are typically the most expensive beach hotels in Thailand, but there are other more remote beaches in Phuket with lower prices so it’s worth a look. Aside from Phuket you should also look at Ko Samui, Ko Pha Ngan, and Ko Phi Phi. You might also look at the town of Pattaya, which is the closest beach resort to the Bangkok Airport. Parts of town have a lot of single foreign men in certain bars at night, but most of the town is actually quite family friendly and very good value. Let me know if you have other questions. -Roger

December is a fun time to be in Rajasthan (though a busy one—this is peak season). The weather is cooler—something to relish, as it means long explorations into the bazaars, wonderful walks around the forts, and a chance to explore the villages on foot without overheating. Evenings are spent wrapped in beautifully decorated Rajasthani shawls and blankets as you dine outside by firelight. The winter light is beautiful, particularly in the villages, making this an ideal time for any travelers with a passion for photography.

Lace up your boots for an end-of-year adventure at the wild ends of the Earth. December is the ideal time to explore Patagonia’s mind-blowingly beautiful Torres del Paine National Park. Embark on an epic trek along the eight-day circuit, or take the four-day ‘W’ trek for Instagram-worthy views of Los Cuernos (the ‘horns’), the region’s iconic jagged granite peaks. Similarly breathtaking experiences can be had diving the coral reefs around Thailand’s Similan Islands. Beneath the sparkling surface of the ocean you’ll find sharks, barracuda, rays and green and hawksbill turtles – it’s Finding Nemo brought to life.

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.
Wine aficionados will enjoy sipping Argentina’s well-respected wines, Malbec, a rich red wine, and Torrontes, an aromatic white. Malbec is a perfect match for Argentina’s beef dishes, and Torrontes would make a delightful partner to Milanesa, whether veal or chicken, pounded thin, breaded, and fried. The country’s cuisine demonstrates the influence of Italy; about 3 million Italians migrated there during the late 19th and early 20th centuries. Pizza, pasta, and helado, an ice cream similar to gelato, are as much a part of the cuisine as their asados, barbecued beef grilled on a parillo. Consider a stay at the historic Savoy Hotel, WorldHotels Collection in the artsy Avenue Corrientes area with its elegant neo-baroque lobby, adorned with chandeliers and frescoes.
I’ve done most of my travel as a solo, and I’m now a couple years older than you, so I know exactly what you are asking about. If you had even 2 full weeks I’d suggest going to southeast Asia, but as you say, the travel time could be a killer for a shorter trip. Still, it’s a unique experience with a lot of positive aspects to it, so you should keep it in mind. If you are still considering it, I’d suggest flying to Bangkok for 4 days or so, and then spend the rest of your time on one of the islands such as Kho Samui or Phuket. If you want more information on that, let me know.

The rainy season is over so it's an ideal time to base yourself in Chiang Mai for some outdoor activities in the area. There are temples like crazy in the city center between the old walls, but even more interesting ones in the area just around Chiang Mai. There's also great trekking and such, available quite affordably from any travel agency in the city.
Writer, photographer, potato aficionado. In 2015 I sold all my belongings, ignored mum’s advice, and left to travel through 28 countries in one year. Lessons learnt: beer is tasty, Nepal is life, and I regret nothing. The word ‘adventure’ is great, whistlers are not, and once I took a 44-hour bus ride from Malawi to Johannesburg which has led me to make better life decisions ever since. I’m also one half of The Common Wanderer blog, follow along at @thecommonwanderer
Cambodia could work because Siem Reap is inland and the amazing Angkor Wat temples are worth a full day or two, and the town of Siem Reap itself is quite nice. You could actually combine a couple days in Siem Reap with a few days in Bangkok, and take a (cheap) luxury bus between the two. Bangkok is a really fascinating city with a lot to see, plus it’s a great transport hub. The other main non-beach option in Thailand is the city of Chiang Mai, which is wonderfully inexpensive with quite a bit to see. It’s even a bit cool during December, so that might be a nice change of pace from India. Many people are also going to Myanmar these days, although I haven’t been yet so it’s hard for me to recommend it. I’d say if you combined 2 or even 3 of these places you could have a very interesting holiday.
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.
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