Since you’ve been to several of the top places in Asia already, and you love it, I think Bali might be your best bet. As I’ve written many times recently, I feel that the main tourist area of Kuta/Legian/Seminyak is just too crowded and overdeveloped to recommend, although it is interesting for a couple days and some nightlife. The arts and crafts town of Ubud is still nice, although also a bit crowded, but it’s not anything like a city so I still think you’d enjoy it.
Portugal does have one of Europe’s best autumn climates, but as you’ve noticed November can be a bit rainy. That said, in my experience it rarely rains for long periods in that part of Europe so I think it’s very unlikely that a big part of your trip would be “rained out.” Also those cities have lots of great indoor attractions so if you see that it’s supposed to be clear in the morning and drizzly in the afternoon, you can plan to explore neighborhoods in the morning and plan to visit a museum or castle in the afternoon. It’s a bit of a crap-shoot and generally Portugal has nicer weather than most of the rest of Europe at any given time. I hope this helps. -Roger
Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.
Looking to shake up the traditional holiday season table? We’ve got just the foodie forays for you this festive month. Tuck into a spicy blend of fabulous flavours at Malaysia’s hawker food stalls, where bright bowls of creamy laksa (noodle soup) and deliciously deep-fried lor bak (pork or prawn wrapped in tofu skin, deep fried and served with dips) will soon do away with any cravings for Christmas pudding. With tourist numbers low, now is the ideal time to visit Spain’s Basque Country, seeing out the year with a plate piled high with pintxos (tapas); or check out Cuba’s capital, exploring the crumbling, colonial architecture with a rum-based cocktail in hand.
For the record, the official Hurricane Season runs from June 1 to November 30, but hurricanes in November are extremely rare, so we have likely seen the last of them for this season. The devastated islands will need help rebuilding, and the remaining islands are hoping that visitors know they need the business as well, and that there is no risk of big storms starting in December and usually earlier. -Roger

Without knowing more about your interests, my top suggestion would be to focus on Sydney and Melbourne and the areas around both. The Blue Mountains near Sydney are also nice for a couple days or so. The main challenge you’d have in seeing a lot of Australia is that it’s all so spread out. You can hire a car for Melbourne and Sydney and that whole area, but it’s better to fly to get to Uluru (near Alice Springs) or Brisbane or Cairns/Great Barrier Reef or Perth. You’d be driving for days in between those places if you started from the southeast area where most people live.
Spend the past two days discussing your ideas. Group thoughts; Is that adventurous and cultural enough? We want a “wow” factor. We have vacationed in Cayman Islands about a dozen weeks since the kids were little (been there done that.). We have ruled out Asia only because don’t see a huge Wow factor for the amount of travel. What about African Safari? Still not ruling out your ideas, just want to know what is Wow about Puerto Rico? Costa Rica?
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Southeast Asia is easier to deal with, and there are cheap flights connecting in the Middle East and landing in Bangkok, Kuala Lumpur, and Singapore. Each of those is a very interesting city, and there are many smaller places to go in the same region. In Malaysia there is Penang and Melaka. In Thailand there is Chiang Mai and quite a few others in that area. In Laos you can visit Luang Prabang, which sounds like it could be a winner for you. And there is also Siem Reap, which is home to the amazing Angkor Wat temple complex.
November is the time to catch the last days of spring’s moderate weather and prices in New Zealand. Temperatures vary during the month, but average in the high 60s with relatively dry weather in most areas. New Zealand's spectacular scenery invites outdoor activities, and November is the perfect time for hiking, biking, river rafting, and exploring the national parks, forests, lakes, mountains, beaches, and thermal reserves. Fresh seafood including green-lipped mussels, crayfish, oysters, and finfish, as well as lamb and award-winning cheeses are served in local restaurants.
I haven’t followed the Zika list, but I do understand the concern. Since you aren’t big beach people, you might just bring jackets and go to a more romantic city like Paris, and then maybe down to Nice for part of the trip and something a bit different. I’m not sure if this is helping, but if you have any questions about any of this I’m happy to keep trying. -Roger
If an apartment isn’t your thing, or you have to book a hotel for your business trip, then there is one upside: the food. Typically hotels will include some sort of breakfast, and occasionally some sort of dinner plan. In Portland, we stayed at a great hotel that included both. Breakfast usually consists of pastries, waffles and oatmeal – but they almost always have eggs, bacon, and sausage ready to go on your plate.

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.
The other place that comes to mind is Croatia, which also has reasonable weather in November. I’d recommend focusing on Split, which has many similarities with the more-famous Dubrovnik, but it’s easier to reach, much cheaper, and more authentic because Dubrovnik has become kind of cheesy as a cruise port. You could even take a bus to Mostar or Sarajevo in Bosnia for a couple days. The coast in that area is beautiful and there won’t be many other tourists that time of year. I hope these ideas help. Let me know if you have any other questions. -Roger
Unsurprisingly, the end of December is the beginning of the peak season for resort prices, so those who are able to come earlier in the month will be getting better deals. Still, the all-inclusive resorts are locked in heavy competition all year so this area can be a great deal compared to the alternatives, even in high season. If you are looking for where to go in December for an all-inclusive beach holiday, this is your best option for most people.
By early December the rainy season is pretty much over in Cartagena, and it cools down just a bit more as well, so the weather really doesn't get any better than this. As with most others on this list, right around Christmas you'll find that hotels get more expensive and are more crowded, so if you can go earlier in the month you'll be paying less and dealing with fewer crowds.
Traveling in December means you either fully lean into the holiday season, or else escape it entirely and flee to somewhere warm. Personally, I try to appreciate the cold weather while we have it and max out on warm seasonal beverages, colorful lights, soft snow, and good company. True, some places are overwhelmed by the capitalist engine that powers Christmas, but you can still get a non-denominational-winter-wonderland fix, if you know where to look. No matter your travel preference, there’s a perfect place in this world for you to bask in those final sunsets of 2018.
There are always those travelers who celebrate the end of summer and the opportunity to don a sweater and take out the wool scarves and quilted jackets. For them, Iceland would be a perfect destination, with a chance to see the Northern Lights and adorable sled dogs. Montreal is another place with a winter chill, and at the end of the month, you might even find an early Christmas market. San Antonio gets into the holiday spirit at the end of November as well. Sedona offers chilly nights and gorgeous scenery, while Hilton Head Island still enjoys autumn weather and activities.
It would probably be a bit more expensive, but another idea that could be great would be to fly to San Juan, Puerto Rico, and rent an apartment for two weeks. It’s a wonderful place that is family friendly, and rental apartments can be good deals. It’s obviously peak season there as well so nothing will be cheap. But the weather will be fantastic and the beaches are great, even in and near the city. I hope this helps. Let me know if you have any other questions.
Without knowing more about your interests, my top suggestion would be to focus on Sydney and Melbourne and the areas around both. The Blue Mountains near Sydney are also nice for a couple days or so. The main challenge you’d have in seeing a lot of Australia is that it’s all so spread out. You can hire a car for Melbourne and Sydney and that whole area, but it’s better to fly to get to Uluru (near Alice Springs) or Brisbane or Cairns/Great Barrier Reef or Perth. You’d be driving for days in between those places if you started from the southeast area where most people live.
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!
It would probably be a bit more expensive, but another idea that could be great would be to fly to San Juan, Puerto Rico, and rent an apartment for two weeks. It’s a wonderful place that is family friendly, and rental apartments can be good deals. It’s obviously peak season there as well so nothing will be cheap. But the weather will be fantastic and the beaches are great, even in and near the city. I hope this helps. Let me know if you have any other questions.
If those flights are too expensive you might think about going somewhere else in Mexico or to Costa Rica. The area around Cancun including Playa del Carmen and Tulum and Cozumel has a LOT going on. And if you’ve been there you could instead go to the Puerto Vallarta area, which is very different and also great. For activities though it’s hard to beat Costa Rica. I think they invented zip-lining and the country is about one-third national parks with all kinds of fun activities. Let me know if you have any other questions. -Roger
Not surprisingly, the weeks around Christmas and New Years are literally the busiest of the year in Goa, so either book a hotel way in advance or be flexible once you arrive. Some towns, like Calungute, are lined with package hotels that fill up completely, but other towns, like Anjuna and Vagator, are usually booked in person or by email, so you can often find a place just walking around. If you are in the mood to tour around, Mumbai has great weather during December, and Delhi has warm days but cool evenings this time of year. Goa has some of the best beaches in December in all of Asia, so give this one a serious look.
Sri Lanka could also be great, and it’s very different. In fact, you might even consider a trip to India itself, which is obviously similar to Sri Lanka. But Sri Lanka is far easier to do in about 12 days, with most of your time spent in the mountains and a bit along the southern coast. Colombo is mainly just good for flying in and getting your bearings. Sri Lanka is also a bit more expensive than Vietnam, but both are great value. And again, you could instead go to Kerala and Goa in India on a short trip, although those are more about relaxation than culture. Let me know if you have any other questions, and I hope this helps. -Roger
The 2nd option is a bit early in the year. The Greek Islands are cold and mostly deserted until mid April or so, and the good weather really starts in May or June. This is true in Mallorca as well. The Canary Islands are much farther south so they have acceptable beach weather almost all year, although you might get some cooler days in March as well. Even still I wouldn’t really recommend them for a younger person. In my opinion, the Canary Islands are pretty boring because the majority of visitors that time of year will be retired people from northern Europe who just want to sit in the sun. The nightlife tends to be cheesy and/or weak if you can find it at all. Let me know if you have any other questions. -Roger
Assuming you might be in the US or Canada, my first hunch is Costa Rica, or Panama, which is a bit cheaper though not as well organized. Costa Rica has good surfing on its Pacific beaches, and there are very few all-inclusive resorts, which means that the restaurant scenes in resort areas are vibrant and interesting. Costa Rica also has limitless adventure opportunities, like zip-line tours and such, although they aren’t exactly cheap. Going inland you’ve got loads of national parks, as well as the famous volcano and its little spa town.
This is a tricky one. Pretty much every destination in the Tropics has its peak rates of the year during the weeks you have in mind. That said, there are still some fairly cheap destinations in the Caribbean, even at peak rates. However, since you live in South Florida and understandably don’t want to go someplace even hotter during the only semi cool time of the year, it sounds like you are ruling out most of the Tropics.
Bali is wonderful, or at least parts of it are, but they now have a volcano issue and those flights are very long and never cheap. Machu Picchu is incredible, but it’s a place you visit for half a day or so, and they actually have their rainy season at the end of the year, so it’s actually not one of the better times to go. Actually, you might consider a trip to Argentina, which is warm that time of year, though rarely scorching. Buenos Aires is a wonderful city that is pretty good value now, and you can also visit the Mendoza wine region and Iguazu Falls and Bariloche, which are all even a bit cheaper than Buenos Aires.

Looking to shake up the traditional holiday season table? We’ve got just the foodie forays for you this festive month. Tuck into a spicy blend of fabulous flavours at Malaysia’s hawker food stalls, where bright bowls of creamy laksa (noodle soup) and deliciously deep-fried lor bak (pork or prawn wrapped in tofu skin, deep fried and served with dips) will soon do away with any cravings for Christmas pudding. With tourist numbers low, now is the ideal time to visit Spain’s Basque Country, seeing out the year with a plate piled high with pintxos (tapas); or check out Cuba’s capital, exploring the crumbling, colonial architecture with a rum-based cocktail in hand.
If you ask at a hotel in India about getting train tickets, they almost certainly know a way of getting them for you. They share in the profits of the commission, so they will usually find a way. However, perhaps in Goa it is less common because the train stations are a long way from the beaches so it could be a 3-hour return trip to the station instead of a 20-minute trip in the cities.
Montego Bay is home to one of the Caribbean's busiest airports in addition to a few hundred hotels and resorts, so it's an ideal destination for even a shorter getaway in November. The rainy season is over but the busy holiday peak season doesn't begin until just before Christmas, so the weather is perfect and hotel prices are still very low. Flights should be cheap from most hub cities as well, so even a long weekend is within reach for budget travelers this month.
Yes I travelled a bit by train in southern India, I got lucky on my first few journeys with lack of people, then I hit some Indian holidays and it was hellish. I remember the trains being booked up for all the upgraded a/c and upper class carriages. One time even the Indians were fainting on the over packed carriage so you can imagine the heat for little old gringo me!

Traveling during the last ten days of December means crowds and exorbitant prices throughout much of the world, but the first two-thirds of the month—before holiday airfares and hotel rates go into effect—can be a serene, value-laden, and just plain lovely time to vacation. Europe is all decked out for the holidays—with locals generally friendly and in high spirits; in the Southern Hemisphere, spring is in bloom; and in the Caribbean, Hawaii, and Mexico, hurricane season is over, the weather is gorgeous, and there are free upgrades galore.
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