If you do want to go to Thailand then Bangkok is the obvious starting point and it’s a wonderful city. You also want to visit Ayutthaya, which you can do on a day trip but it’s better to stay a few days. Chiang Mai is the highlight of the north, partly because it’s insanely cheap and the weather is a bit cooler than Bangkok. Luang Prabang is another town not to miss and it’s fun for at least a few days. Don’t bother spending much time in Vientiane though.
However, I would probably recommend staying closer to the US, unless you are really interested in the Asian cultures or that kind of experience. If you are mainly just interested in family time and a fairly easy holiday for all, and you aren’t specifically interested in getting to know an Asian culture and its food, I think I’d stay in the Americas.
If you have a flexible schedule, or if you just happen to have some time off in November, you are in luck. This is honestly the best month of the year for finding cheap destinations that also have fantastic weather. Since most people don't start their winter travel until mid or late December, it means crowds are small and hotel prices are low through huge sections of the travel world. Those wondering where to go on holiday in November have many great choices at bargain prices, although airfare may cost a bit.
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.
It’ll definitely be too chilly in Portugal or Malta to go in the water in November, and Malta has almost no beaches anyway. I really like Malta a lot, but it’s not a great beach destination. It will be warm enough in the Canary Islands, but the flight from Atlanta would be long and expensive because you have to change planes in Madrid. Also, I find the Canary Islands to be pleasant and the weather is wonderful, but it’s kind of boring there compared to the other places we are discussing.
And if you are mostly interested in adventure and nature rather than cities, you might also consider India. The cities in India are complete insane asylums, but once you get outside of them it’s a beautiful country. The area of Kerala and its backwaters are a big highlight. They’ll remind you a bit of Sri Lanka in some ways, although things are cheaper and the scenery is quite different. The various beach areas of Goa, just to the north of Kerala, are also worth considering.
Based on your description, you definitely want to go to Costa Rica. The neighboring countries have many similarities, but Costa Rica is the shining star in Central America for tourism. They have endless national parks and nature sights, but also lovely beaches and adventure activities. The area in the north around the town of Tamarindo is the more luxurious part of the country, but there are many other beach towns on both coasts that could work for you. You will also probably want to spend one or more days in the Arenal volcano area, which has many other great activities. The Caribbean coast is more laid back and less family oriented, so better to focus on the Pacific. Have a great trip. -Roger
From December through February there are literally no European cities that could qualify as having “great weather,” except for the Canary Islands, which is listed below. So during the winter Europe is all about cultural tourism, and lower hotel prices make it especially appealing for those who like to stretch their travel budgets and avoid crowds at the same time.
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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.
My other two suggestions are San Juan, Puerto Rico and Cartagena, Colombia. Both cities have really wonderful colonial districts and modern resort districts nearby. San Juan is more expensive, but still reasonable, and it has far better beaches. Both have a bit of rain in November, but it tends to come and go quickly. You’ll get similar rainstorms in most of the Caribbean in November, so it’s a bit tricky. I hope this helps. If you had something else in mind let me know and I’ll try again. -Roger