Heading east, India could be a possibility, although it’s not for the faint of heart. As a resident of Singapore, I assume you know a fair bit about India. Outside of Mumbai, it’s all quite cheap and the weather will at least be good. Personally, I love the southern state of Goa, and it has everything you are looking for, without the insanely crowded conditions of India’s big cities.
You’ve got a pretty good budget so you can afford to go almost anywhere, assuming you are okay with renting one or two houses or villas instead of 4 hotel rooms. If you are willing to fly all the way to Asia, your best bets would be Bali or one of the Thai islands, probably Ko Samui or Phuket. In all of those places you should be able to rent a house or villa near the beach and then do activities and day trips very easily.

The Maldives could be great if you can afford it. December is the most expensive month there, at least the second half of December. There are about 100 private-island resorts there, and most of them have water villas that start at around US$400 per night and go WAY up from there. But island rooms are cheaper. I wouldn’t recommend going to Male or any of the other populated islands that have several smaller hotels. It’s just not the same experience that you get from the private-island resorts. I can help much more with this if you decide to go to the Maldives.
If that doesn’t interest you I would point you towards the Playa del Carmen area, which is just south of Cancun and just across the strait from Cozumel. November is technically the last month of hurricane season and early in the month you’ll probably get at least a few quick rain storms, but actual hurricane in November are very rare. And at least Playa del Carmen is on the mainland and near a huge airport, so tourists would never be trapped there as they might on some small islands. Playa del Carmen is a fairly large touristy town with hundreds of little hotels, restaurants, bars, and things to do, so it’s good for a solo visit or with another person. Cancun proper, on the other hand, is mainly a long strip of beach hotels and time-share residences that are spread out and not well suited to solo visitors or small groups.
That said, I think going to Siem Reap in Cambodia would also be a great idea. And Vietnam is also really wonderful, especially that time of year. Hanoi is quite chilly in December and Saigon is still very warm. It’s worth visiting both of those along with Halong Bay near Hanoi and Hoi An in the center of the country on your way between them. You could easily spend 10 days in Vietnam or more.
Those wanting to hike to Machu Picchu will also find this to be an ideal month, since getting in a group will be easy even without much advance notice. The train to Machu Picchu is expensive year round, and reservations should be easier to get the day before this time of the year. Hotels are always cheap in Cusco so you can afford to get something nicer than you are used to this month.
Picking a good time to visit Morocco that suits its two climate zones, the Sahara Desert, the Atlas Mountains, and the coastlines of the Atlantic Ocean is never an easy task. The weather varies wildly according to the season and where you’re planning to explore, but for a great experience at most tourist destinations, the cooler months from October through to April are popular amongst most visitors.
Hi Roger, What a great list! Answers to this question may not involve “great” weather. My 40+ yo boyfriend has never been outside the US (!) while I’ve traveled a bit (France, Spain, Italy, Greece, Iceland, Lebanon, E/W Canada, Mexico) and he’d rather go somewhere we both haven’t. We’re in Richmond VA and we’ll be travelling 11/22 – 26 this year. We love being outdoors and solo adventuring, don’t mind putting on rain jackets and lightly hiking/biking around old sites in 50-80 degree F weather; we enjoy delicious cuisine in hole-in-the-wall restaurants and staying in quirky hostels/Airbnb but also spending at least one day being tourons on a big red bus if available. Any ideas in eastern/western Europe? He’s really looking forward to going there. Thanks!
Last month we had a week long vacation to Sardinia. You can watch the vlog here. I managed to stay keto the entire vacation, without too much effort. It was quite easy to stay keto actually. I did give myself a talking to before we came and I decided that I was going to do a totally keto vacation to show you guy that it absolutely can be done.  I thought that I was going to fail at the first hurdle when we got to the lounge in the airport. It was all carbs.
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.
If I were you I’d fly into Bali and spend a couple days in the Kuta area to get your bearings and then head to Ubud, which is in the foothills and easily reached by shuttle bus. It’s also fairly crowded, but it’s still quite nice and there are scores of little spas and yoga places and that sort of thing. Then after a few days there, head up to the northern coastal town of Lovina, which is sort of like how Kuta was 25 years ago. It’s still only partly developed and there are still many open spaces, which is no longer true in the Kuta area. It’s cheaper than Kuta, and somewhat like Boracay in how mellow it is. You could also take a ferry from Bali to the island of Lombok, which is the next large one over. Things there are also more like Boracay and less chaotic than the Kuta area. Again, I really love Bali and still recommend it, but unless you are an Australian surfer, it’s best to stay somewhere other than the general Kuta area.
I’ll be happy to try to help, but I’d really need to know your starting point because there are cheap places in different corners of the world, and it’s not worth flying halfway around the world to try to save US$20 per day. In mid December through January for beaches you should consider Thailand and perhaps also Vietnam. I’ll give you more information once I know where you are starting from. -Roger
Thank you, and I’ll be happy to try to help. But first I have to mention that ALL of Europe is quite cold in December and there are no beaches that are anywhere near warm enough to even spend time on, much less go swimming. The only place that could possibly fit the bill is the Canary Islands, which is off the northern coast of Africa although technically part of Spain. It’s reasonably warm there during December, and there is quite a bit to do.
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.
Warm weather, Caribbean beaches, and fascinating history beckon visitors to this coastal city during December. Once a 16th-century Spanish port, Old Town Cartagena, surrounded by ancient stone walls, is a UNESCO World Heritage site. Visitors strolling through its streets will see original Spanish Colonial architecture among new restaurants, restored homes, and boutique inns. From street food to upscale restaurants, Cartagena offers the best in local seafood, meat, and fresh fruits. In December, the city becomes a festival of lights, with nativity scenes, decorations, and holiday celebrations culminating with New Year’s Eve fireworks. Holiday shoppers will want to take home gifts of colorful handcrafts sold at markets throughout the city, with special Christmas markets arriving in December. Colombia supplies nearly 90 percent of the world’s emeralds, and a quality gem from a reliable source would make a memorable keepsake. Nearby Rafael Nunez International Airport makes arriving by air quite convenient, and visitors will find a range of lodging in and around Cartagena. For a luxurious vacation, the new Conrad Cartagena offers four pools, a private beach club, a golf course, seven restaurants, tennis courts, a spa, and stunning ocean views from every room.

Far from the crowds and heat of summer, a visitor to Rome in December will find that it’s a lovely time there, with fewer lines at popular tourist spots, more attractive prices, and a chill in the air. With a warm jacket, comfortable shoes, cozy hat and gloves, you’re ready to explore the Eternal City. Stroll through the main streets to enjoy colorful lights, decorated trees, and Nativity scenes. The Piazza Navona hosts a Christmas market, and stores welcome shoppers with longer hours and attractive displays. Rome’s Jewish community celebrates Hanukkah with a large Menorah in Piazza Barberini where candles are lit each evening of the eight-night holiday, this year from December 2–10. The Catholic community celebrates the Immaculate Conception on December 8 when the Pope leads a procession from the Vatican to the Piazza di Spagna. December is the perfect time to visit the Vatican Museum, Sistine Chapel, St. Peter’s Basilica, Colosseum, Trevi Fountain, and museums that are usually filled with tourists during warmer months. Even without crowds, it’s still most convenient to book ahead through a tour company such as City Wonders or Access Italy, for no-wait entry, professional guides, and early admission. Food is always one of the great pleasures of a visit to Italy, and in December, a warming plate of spaghetti carbonara or hot chocolate and seasonal panettone taste especially good. The new Pantheon Iconic Rome Hotel, Autograph Collection is a convenient home base in the center of the action with a beautiful rooftop overlooking the Pantheon. 
From Atlanta, the places that come to mind with the theme of “nature” would be Costa Rica and Belize. Costa Rica is probably the better choice, as it famously has around a third of its land as natural parks. Much of it is jungle, and they have all sorts of activities including zip lining, but also canopy tours and much more. There is also the Arenal volcano there, which is really nice and has some fun hot springs around it. They also have beaches, of course, but there is plenty in the interior of the island to keep you busy. If you know a bit of Spanish, it helps, but most other visitors know little or none.
Unfortunately I’ve only been to Cartagena in Colombia, although I know of some travel bloggers who live in Medellin and love it there. The mild weather year round is one reason people love it. I don’t speak much Spanish, which is a problem in much of Latin America, but evidently there is a pretty big scene of various expats and English speakers, so Spanish isn’t so critical. In other words, I like the sound of your idea and I imagine it’ll be great, but I haven’t been there yet so I am really not qualified to give real advice. Best of luck with whatever you choose. -Roger
The Maldives could be great if you can afford it. December is the most expensive month there, at least the second half of December. There are about 100 private-island resorts there, and most of them have water villas that start at around US$400 per night and go WAY up from there. But island rooms are cheaper. I wouldn’t recommend going to Male or any of the other populated islands that have several smaller hotels. It’s just not the same experience that you get from the private-island resorts. I can help much more with this if you decide to go to the Maldives.
Bali has nice weather in the first half of November and it’s very family friendly as long as you don’t stay on the nightlife streets of Kuta Beach. That is possibly your best choice. Dubai has great weather in November as well, and it’s very kid-friendly. There are shopping malls there that also have huge and modern play centers that are sort of like amusement parks there. And there are nice beaches as well. It’s unfortunate that the weather close to India limits your choices that time of year, but either of those could be great and they are both fairly affordable with frequent flights. Let me know if you have any other questions. -Roger
The largest national park south of Alaska, Death Valley is located 295 miles northeast of Los Angeles and 120 miles northwest of Las Vegas. Much of the park is below sea level, and it is surrounded by mountain peaks, often covered in snow. December’s temperatures are moderate, generally in the mid-60s during the day and 40s at night. Daily guided walks and naturalist talks are presented by the National Park Service, acquainting visitors with the natural beauty, history, geology, and wildlife of the area. Stargazers will be in awe of the Milky Way and starry nighttime skies of this “Gold Tier” Dark Sky Park, a designation by the International Dark Sky Association. The newly renovated Oasis at Death Valley (formerly Furnace Creek), hosts the elegant 4-diamond Inn at Death Valley and the family-oriented Ranch at Death Valley, offering visitors a range of lodging options and activities. At Furnace Creek Stables, guests can explore the valley floor or foothills of the Funeral Mountains on guided horseback rides. The Stables also offer carriage and hay wagon rides. Jeep rentals, tours, and a variety of hiking and walking paths provide many ways to experience Death Valley. Play golf at the world’s lowest elevation golf course or enjoy a rejuvenating spa treatment at The Inn.
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..
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