In November you can find excellent resort deals all over the Dominican Republic, but Punta Cana is typically the first choice, especially if you are looking for an all-inclusive resort with all the luxury extras at a great price. The resort is actually a collection of little beach areas on the eastern tip of the island, so it's very secluded and well away from some of the confusion closer to the capital city.
I’m happy to try to help. It’s hard to say whether one 30-day trip would be better than several shorter trips. On one hand, it’s much more efficient to go for a month because it obviously saves you all the going back and forth. Also, one week is a short time to go 7 or 8 time zones away, as it takes pretty much an entire day each way, and at least a few days to adjust to the time change. Hmmm…
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!
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.
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.
Rio is probably the most beautiful city in the world as far as the setting is concerned, but it’s also famous for petty crime. As you mentioned, I think it’s quite easy to stay safe as long as you are aware of the situation. The biggest problem by far is tourists getting robbed by someone holding a knife or sometimes a gun, and they are often in groups. However, this almost always happens to people who are walking close to the water on the beaches after the crowds have gone for the day. The sidewalks along Copacabana and Ipanema are brightly lit and safe, but there is a mound of sand between the sidewalk and the water, so if you go to the water you can’t be seen by the security guards and police on the street. As long as you avoid that, and any other situation where you are alone in a dark place late at night, you’ll be fine.
This classic Thanksgiving side came from Julia Child. We don’t see many creamed vegetables any more, except maybe creamed corn or spinach, so this might be a bit of a novelty. And it’s delicious. If people complain about the richness, just remind them that Thanksgiving dinner is supposed to be a feast, right? (And you can get by with an awful lot be invoking the name Julia Child).
November is a pretty slow month all over the Caribbean. I just tried a few random dates in the middle of the month and I’m seeing all-inclusives starting at US$142 for two people including all taxes on Expedia.com. There are many more closer to US$200 per night, including many that get very good guest reviews. I stayed at Bahia Principe Luxury Ambar, which is an adults-only hotel within their huge complex there, and rooms are US$198 per night for two people, fully all-inclusive. So the resorts are showing some very good rates considering the quality you get there.
Sri Lanka doesn’t really have a good infrastructure for budget travelers at this point. There are loads of nice hotels if you are willing to pay US$40 or more per night, but almost nothing below that except for a few hostels. I haven’t been to Palawan but I have been to Boracay and Palawan can’t be too much cheaper. Boracay doesn’t have many budget options either, so my guess is that Thailand or Cambodia is your best bet.

Never thought of Moscow as a Winter destination! It is quite the place to go especially after the world cup hype. I second Rajasthan, India as one of the best places to travel in December. Love this list, Wendy. I have even listed Rajasthan and other offbeat places to travel in December and January over here: https://www.thegonegoat.com/inspiration-and-tips/2018/11/29/the-best-places-to-travel-december-january
Bali, which is just south of the equator, would be a good choice in November. It does rain a bit that month, but they are summer storms that tend to only last 30 minutes or so. It’s a wonderful island with great prices on most things, including massages. The complicated thing about Bali is that the main tourist areas of Kuta, Legian, and Seminyak are now so crowded that they can be unpleasant. I spent a month there again earlier this year, and I don’t think I’ll go back to that part of the island.
December might be the only month of the year in the Canary Islands where very few people would consider sunbathing. Still, compared to everywhere else in Europe, Tenerife is balmy. The largest and most English-speaking of the Canary Islands, Tenerife is no mystery to the hundreds of thousands of northern Europeans who spend a month or more here every year.

One thing I can assure you of is that those countries are very modern and well organized, and they know how to deal with winters well. So you really don’t have to worry about getting stuck or things being cancelled. As for getting around, the trains are modern, and they can be reasonably priced if you buy a couple months in advance. Otherwise, flying is probably your best bet because it’s a large area and you’ll probably want to go well to the north, and the trains might take many hours. You could even rent a car, which could be good if there is more than one or two of you. Have a great trip. -Roger

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
Escape the cold weather to sunbathe on the beaches in Rio de Janeiro and ring in the New Year with a fun celebration on Copacabana Beach. And while you're near Copa, visit the neighborhood and beach that inspired the song, “The Girl from Ipanema.” Don’t overlook the other beaches, including Baixo Baby for families, Praia do Arpoador for surfers and Sao Conrado Beach if you want to leap from nearby peaks and go hang gliding.
Sri Lanka doesn’t really have a good infrastructure for budget travelers at this point. There are loads of nice hotels if you are willing to pay US$40 or more per night, but almost nothing below that except for a few hostels. I haven’t been to Palawan but I have been to Boracay and Palawan can’t be too much cheaper. Boracay doesn’t have many budget options either, so my guess is that Thailand or Cambodia is your best bet.
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