If you are going to that region I suggest you visit a site called travelfish.org, which is by far the best website on SE Asia and it’s run by a friend of mine who lives in Bali. They have busy forums where you can ask questions and quickly get them answered by experts on every imaginable topic there. I’m happy to help more as you are planning, so let me know if you have any other questions. -Roger 

I’m happy to help. As mentioned above, November is a very tricky time for a sunshine holiday because so many of the better places have their rainiest season then. I agree about the DR. It’s an excellent place for big all-inclusive beach hotels, but outside the hotels there isn’t much of interest unless you are fluent in Spanish and hopefully know a local. One you might consider is San Juan, Puerto Rico combined with some stops elsewhere on the island. November is part of the rainy season there as well, but I don’t think it rains all day very often. And the city of San Juan is excellent for nightlife and things to do, so even if you get a couple rainy days you should be able to find some things to do. By then it’ll be over a year since the hurricane and San Juan has already been close to normal for a while now. There is still some damage, but it would be easy to avoid.
If you are looking for pleasant weather in December you might also consider the Canary Islands. They have good connections to many destinations. You would probably have to change planes in Dubai, Abu Dhabi, or Qatar on your way to Delhi, but the flight will at least be fairly cheap. Good luck with this and let me know if you have other questions. -Roger

Today, we’re looking at November, typically seen as a funny month for travel given the impending holiday silly season in December. But here’s a secret: while everyone else is busy counting down the days until their Christmas break, you could be off exploring everywhere from Croatia to Patagonia, with glorious weather and none of the crowds. Sound too good to be true? Read on to discover where to go for your perfect November getaway.
“Winter in Eastern Canada” might sound more like a 19th-century prison sentence than it does a pleasant vacation, but Quebec City does the cold better than anywhere in North America. Blanketed in snow, QC looks like the world’s most elaborately constructed Christmas village. The cobblestone streets in Old Quebec densely packed with storefronts beckoning you to come in for hot food and baked goods, and boisterous bars overflow with a cacophony of Quebecoise. In December the streets are draped with Christmas wreaths and populated with carolers, plus there’s an authentic German Christmas market -- a true novelty in a city so overwhelmingly French.
My top recommendation would be San Juan, Puerto Rico. It offers a wonderful mix of history and culture and nightlife and great food, alongside excellent beaches and abundant activities. Hotels and rental apartments are mostly in the mid-range for the Caribbean, but food and drinks and most other things are great value. You could get a place in the Condado area, which is close to the lovely Old San Juan neighborhood and plenty of nightlife all around. And then perhaps you could rent a car and stay for a few days at one of the smaller beach towns elsewhere on the island. You wouldn’t even need a passport, although it does feel fairly exotic while you are there. But because it’s part of the US, it’s also well organized and safe. Most people you’ll meet will speak at least some English, and many are fluent, so it’s easy even if you don’t speak Spanish.
I’d recommend 1 night in Auckland, then 3 nights on the North Island, and then a ferry to the South Island. If you can spend a week there, and return the camper van or car to Christchurch for a flight to Auckland and home, it would be perfect. As long as you can spend at least 4 nights on the South Island, it will be worth it. But if your schedule or budget don’t allow that much, you might just stay on the North Island. The most interesting place on the South Island is Queenstown, but there is plenty to see all over.
The idea of holidaying in a country where the depths of winter are approaching may seem a little counter intuitive but stick with us. The aurora borealis, or Northern Lights, is the best light show on Earth, and a trip to Iceland in November is the perfect ticket to see them. Explore thermal geysers, stunning waterfalls, and epic glaciers by day then stay up late and watch the skies dance with green light by night. Just make sure you pack your thermals though – the average day time temperature only reaches highs of 4c (40F)!
The second option you have is food trucks – although you really have to be weary on this one. Don’t be afraid to ask them what the ingredients are, as the food is made fresh and they’re usually proud to tell you what’s in their food. Luckily, we encountered a Paleo food truck while in Portland called Cultured Caveman (pictured below) that served some keto friendly items.
The rainy season usually ends early in November in Siem Reap, and the tail end of it is rarely fierce, so this is an ideal month to hang out in town and spend multiple days at Angkor Wat. November is actually the coolest month of the year, by just a bit, at least during the days, so most people will appreciate more moderate temperatures when climbing up and over all the temples.
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.
Of course, the Caribbean has its own share of problems. As I just mentioned to another reader, my list of Caribbean destinations from cheapest to most expensive has 32 entries and only about 6 of them were damaged by the recent storms. I would probably choose one of those instead. November is still technically the final month of hurricane season, but November storms are extremely rare. And the islands closer to South America haven’t been hit in over 50 years or so, such as Aruba, Bonaire, and Curacao.
My fiance and I plan to travel for a month starting Oct. 20. We’re thinking about selecting a region that would allow 4 destinations with great food, outdoor activities (hiking, swimming, horses, yoga, etc), nice accommodations that don’t break the bank, and some sight-seeing. We’re planning to get married on the trip, too. Any suggestions? Super appreciate your insight!

All of my best suggestions are in the article above, but I’ll try to expand a bit more. The tricky thing, as you probably know, is that November is part of the heavy rain season in most of Thailand and the other popular southeast Asian countries. There are wet months in summer with just short rain storms, but in November it can often be rainy all day.

Surprising to some people, December can actually be a bit cool in Mexico City, especially at night. Its elevation keeps it mild all year, but at least the rainy season is totally over by December, so it's an ideal month for a cheap cultural holiday, perhaps combined with a trip to one of Mexico's many beach resorts. You can get cheap flights between Mexico City and Cancun or Puerto Vallarta, for example.
The park we visited has an app you can download on your phone that allows you to reserve a table at any table service restaurant on their property ahead of time. The app also lists the daily breakfast, lunch, and dinner offerings at every single food establishment on site. There really is no excuse for settling for the popcorn or french fries when you can easily find a place with compliant options if you’re willing to look and tweak a bit. A lot of other theme parks are either offering similar apps or putting their information online for those who need to research their options ahead of time. If your destination is the beach or a famous city, check out what’s in the area online, or call your hotel to get an idea.

Early in your message you say the last week of November, and then later you mention “late December,” so I’m not sure which it is. But if it’s late November, I think Italy could be a great option, as the weather there is still quite nice, at least in the south. You could go to Venice for a day or two and then Florence and Rome, and then maybe spend 5 or so days in Sorrento. I spent 5 days in Sorrento in mid November two years ago and the weather was very nice, even if it wasn’t warm enough to sit on the beach.

If you are open to Africa you should consider Morocco. It will be a bit chilly in December, but still warm enough to enjoy everything. The culture there is fascinating and it’s also very tourist-friendly and safe. I think it would be cheaper for you to fly to Morocco than to the Americas, and the daily costs are very reasonable as well. Those should give you some things to think about, and feel free to follow up if you have other questions.
Austria Salzburg, Vienna Belgium Bruges, Brussels Bosnia and Herzegovina Sarajevo Bulgaria Sofia Croatia Dubrovnik, Split, Zagreb Czechia Cesky Krumlov, Prague Denmark Copenhagen Estonia Tallinn Finland Helsinki France Lyon, Nice, Paris Germany Berlin, Hamburg, Munich Greece Athens, Mykonos, Rhodes, Santorini Hungary Budapest Iceland Reykjavik Ireland Dublin, Galway Italy Florence, Milan, Naples, Rome, Sorrento, Venice Latvia Riga Lithuania Vilnius

Another consideration is that Thailand is generally easier to get to with far more flights that are often cheaper, and Thailand also has FAR more beach options because of its long southern coastline and especially the islands. The posh beach areas on Phuket are typically the most expensive beach hotels in Thailand, but there are other more remote beaches in Phuket with lower prices so it’s worth a look. Aside from Phuket you should also look at Ko Samui, Ko Pha Ngan, and Ko Phi Phi. You might also look at the town of Pattaya, which is the closest beach resort to the Bangkok Airport. Parts of town have a lot of single foreign men in certain bars at night, but most of the town is actually quite family friendly and very good value. Let me know if you have other questions. -Roger
And you mention that you’ve been to Cancun and Yucatan, but just in case you haven’t been to Playa del Carmen or Cozumel, those could also be worth a look. They are both much more real tourist towns as opposed to Cancun, which is primarily a long strip of high-rise hotels and time-share buildings on a beach. I hope this helps. Let me know if you have any other questions. -Roger
If you are mainly just looking to relax, you've found the perfect place, with warm weather and amazing off-season deals. The all-inclusive resorts tend to be much cheaper in the long run, although they do make it more difficult to experience the local culture and explore the whole island. If you don't care about leaving the resort and you want the best all-inclusive value in the Caribbean, head straight to Punta Cana, which is mentioned just below.
Since flights to Mexico City from the US and Canada are usually quite cheap this time of year as well, this could be a perfect short cultural holiday. This city has great shopping, dining, and nightlife, and the central historic and tourist districts are far safer than most people would expect. There are ruins just out of town as well, so a bit of everything is available.
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