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
Dubai has pretty much perfect weather in November, and this is really the first month since April when it's not scorching here. Fortunately, the crowds are also light because most people wait until Christmas to start traveling to warmer places. Dubai can be incredibly expensive if you have a big budget, but it doesn't have to be. You can get good deals on non-chain hotels and even apartment hotels this month, and if you skip the hotel restaurants and the fancier places in malls, you can eat well on a modest budget here.
If you really want to see the city up close, visit in November or December, when the crowds have dispersed. Hotel prices are comparatively low, and gondoliers are more appreciative of customers. And once you have your fill of religious art, head for the Peggy Guggenheim museum, which displays 20th-century American and European art in a home and garden setting. Note: October through January is the time of acqua alta, when Venice may flood. Usually it's not severe, and the city puts up wooden walkways for visitors and residents to traverse the water.
For traditional holiday atmosphere, think about Rome or Vienna, with Christmas markets, nativity scenes, and decorated cathedrals. In Edinburgh, they know how to welcome the new year with several days of celebrations culminating in New Year’s Eve. For travelers seeking a wintery destination, Tromso in Norway has skiing, reindeer, and a chance to see the Northern Lights. Bundle up for a dogsled tour or join a whale watching excursion.
Can you give me any suggestions, we would be coming from Milwaukee/Chicago area, looking for a all inclusive safe tropical warm beach trip that’s not too pricey ($2,000/ couple) for 5 days for two people maybe 4 people if another couple comes with us. Looking to travel in October or November this year. We love beautiful scenery, lots of different activities, like tours, wild life, kayaking, parasailing, etc.
In SE Asia you have many choices, but probably the best choice for a family would be Phuket, Thailand. It’s more expensive than Goa, but the infrastructure there is much better. Patong Beach is the biggest town on the island and the main tourist hub, but for a family I’d recommend Karon Beach or Kata Beach, both of which are just a bit south of Patong, and both lovely.
Thailand is far more different and it’s easier to get around. The tourist areas are quite modern and well organized, and enough people speak English that it’s easy to do whatever you like. Again there you have choices of cooler areas in the north such as Chiang Mai, and of course Bangkok, as well as all of the islands. Let me know if you have any questions. -Roger

The farther, and cheaper, option is Bangkok. A flight would cost more and you might end up having to change planes in Dubai on your way, but once you get there you can find nice hotels starting around US$25 per night, although paying more for a better place is probably worth it. The whole central area of Bangkok around what is called Siam Square is surrounded by about 15 or 20 large shopping malls, many of which focus on clothing. It’s mostly chain stores and prices are good, although it’s not like they are much different from Europe except taxes are a bit lower. You can get locally made clothes at local markets for much lower prices than the chain stores in the malls. Also, Bangkok is a really fun city with plenty to see and do. For what it’s worth, alcohol is much cheaper in Bangkok than in Dubai, and much easier to get as well. I hope this helps. Let me know if you have any other questions. -Roger
Oh, did you want a sunny tropical vacation that doesn’t require a passport? Done. Hurricane season is over, flights are cheap, and the water is still warm enough for swimming (and scuba diving). Almost all the tourists come here via cruise ship, which means you’re mostly not competing with them for hotel rooms -- Windward Passage, Emerald Beach, and the Bolongo are all open for business after Hurricanes Irma and Maria last year. On December 16 you can catch Jazz By The Sea down at Coral World Ocean Park, and on December 21 watch the St. Thomas Lighted Boat Parade, where contestants (boats) are judged on lights, originality, and holiday cheer.
Located just 90 minutes from New York City, the quaint Caribbean island is home to fantastic beaches—like the famed Horseshoe Bay and Elbow Beach—plus a unique style all its own. A balanced mix of charming British heritage and laid-back tropical vibes, Bermuda has, in recent years, become a hotspot over the holidays. The weather is typically temperate (expect temperatures in the 70s) which makes it a perfect destination for golf-lovers, families, and anyone looking for a quick weekend escape.
A trip to glittering New York City during the holiday season is exciting, and it’s the perfect place to finish gift shopping while enjoying the festive atmosphere. Ice skating under Rockefeller Center’s fabulous Christmas tree and watching the high-kicking Rockettes are holiday traditions for New Yorkers and visitors alike. Or come at the end of the month for an unforgettable New Year’s Eve watching the ball drop among the crowd in Times Square. If a little bit of country is more your style, you’ll love Austin in December. Whether you travel far or stay close to home, a December trip can be the perfect gift to yourself.
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.
For those from the Northern hemisphere in need of decent a blast of winter sun, the picturesque coastal town of Essaouira is the perfect place to put your feet up and relax. Fresh-caught fish sizzles on beachside grills, whitewashed houses with blue shutters lend a Mediterranean vibe, and you can lose hours wandering through the dozens of art galleries and workshops.
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.

As far as finding work on the road, the only decent-paying job that is fairly easy to get that I’m aware of is teaching English, but I think those gigs tend to last at least a few months. Right now Thailand is trying to get rid of any foreigners who are working in hotels and bars without permits, so Cambodia might be better at the moment. I’m one of the thousands of people who work online while traveling, and it seems much easier to make a decent living that way compared to working in hostels and such. Good luck with whatever you decide, and maybe I’ll see you on the road at some point. -Roger

Another destination that might not exactly have “great” weather in December, yet deserves to be on the list, Sharm el-Sheikh is famously Egypt's most popular Red Sea beach resort. Those following the news might still hesitate to book a trip here, whether that is a rational decision or not. But at the very least this is one to consider in the future, as it's an amazing bargain once you get here.
I too am a planner, which is how I got involved in this, and so I totally understand your motivation. I think your plan sounds quite good. The weather in the places you are planning is actually fairly mild, and none of them are too far north. For some of us it’s easy to forget how far north parts of Europe are, and in those areas it’s not so much the cold but the fact that the sun rises at 10am and sets at 3pm that time of the year.

If you didn’t want to go to Asia you could instead consider the ABC islands, which don’t get much rain and haven’t had a major storm in many decades. Aruba, Bonaire, and Curacao are known for good snorkeling as well and you’d get good hotel rates that time of year. Two weeks might be a long time to spend on those islands though, so I would go to Asia if you can. Late November is a perfect time of year for a visit there, and you can even include a few days in Siem Reap to visit Ankor Wat. Let me know if you have any other questions. -Roger


hi we have 3 boys age, 9, 7 and 5. we want to go on a two week holiday anywhere ( not europe or africa)over december for christmas and new year. we are from england. where is the cheapest to go/ fly to for a beach holiday and some day trips to experience the culture of the country? some tips on where to stay,best towns for families, and is package holidays better than booking everything individually? many thanks
For those from the Northern hemisphere in need of decent a blast of winter sun, the picturesque coastal town of Essaouira is the perfect place to put your feet up and relax. Fresh-caught fish sizzles on beachside grills, whitewashed houses with blue shutters lend a Mediterranean vibe, and you can lose hours wandering through the dozens of art galleries and workshops.
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