Thank you so much Roger. This is a huge help. Thailand then….Going forward. Assuming I start in Thailand then to ?? What makes sense? i was thinking Peru then? I checked airfare from Lima to Cape Town…Huge money $1600.00. If you were doing a once in a lifetime trip around the world what would you ‘must see’? As I mentioned I’ve been to India, Egypt and Jerusalem but my friend has not. I’m not adverse to revisiting but there might be more sensible options. I need to consider ‘safer’ countries as well. I’m one of those people that sold my house, quit my job and am going to travel. Mid life crisis. LOL. How do you spend 2 years abroad? Do you need special visas for being out of the country for so long. As a Canadian we are restricted to 6 months to retain our health care. Problem!
From England I would say your cheapest and best late December destination with warm weather and reasonable prices is going to be Phuket. There are some other Thai islands that might be a bit cheaper, but they would be more complicated to reach, and they’d have fewer activities for the boys. Here are some Phuket resorts good for families. You can see that the price range is wide from cheapest to most expensive. In late December it’s peak season so you’ll pay at or near the top of those ranges.
The final month of the year marks the time when people in northern climates start looking around for an escape to the sun. Fortunately, there are big parts of the world that have their best weather of the year at this time, and are very cheap as well, once you get there. The best places to visit in December are of course close to the equator or even below it.

Another reason to consider Dubai is that the busy airport has cheap non-stop flights coming in from almost every major airport in Europe and Asia. As a result it's popular to book long weekend trips of 3 or 4 days to Dubai, where you can enjoy some sunshine and shopping before flying back home where it gets colder by the day. You might also consider stopping for a few days in Dubai and then moving onto somewhere else with cheap direct flights such as 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.
Since you mention the temperature in Fahrenheit, I’ll assume you are in the United States. You might have to go to the Southern Hemisphere to reliably get 84F or higher, but you can get over 80F in most of the Caribbean. You’ll get low 80s in Hawaii in early December as well. Fortunately, neither of those places get too crowded until just before Christmas, so either should work.
If I had more information about destinations in East Africa that would qualify I would love to include them. But unfortunately, it’s one of the few regions I haven’t been to myself, and according to every source I hear, very few foreigners are visiting as well. I know many (especially wealthy) people do the safaris in that region, or they walk up Kilimanjaro, but outside that it still sounds like there is almost no tourist infrastructure or even a backpacker scene. If you know things to be different, please let me know because I’m very open to it. -Roger
You mention New Zealand and of course it’s summer there then, so it would be a good choice. However, all of these places will be crowded and near peak hotel rates if they are warm. So I’ll be happy to give you advice if you tell me if you’d rather visit one or more European cities in the cold season, or if you are looking for a warm place like New Zealand where it will be fairly crowded. By the way, the southern European cities such as Rome and Barcelona are lively and enjoyable that time of year, as the Christmas season goes on, and there aren’t too many tourists except for a few that travel to see their families around the holidays. So it can be a good time for southern Europe, as long as you don’t mind wearing a jacket or jumper during the day, and maybe a bit more in the evening. Give me a bit more guidance and I’ll be happy to try to help. -Roger