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
Costa Rica, as you probably know, is all about nature and adventure sports, along with some decent beaches. It would be perfect if you are up for that sort of thing. If not, Santiago and Valparaiso (nearby cities in Chile) could be good for more of an urban adventure. Or Buenos Aires is even nicer and more interesting (and probably cheaper if you bring cash) if you can get a deal on a flight there.
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.
This year I’ve based myself in Miami, USA, primarily so I can visit many places in the Caribbean that I hadn’t been to before. I just got back from a week in Jamaica and soon I’m going to Puerto Rico, Dominican Republic, Panama, and Colombia, as mentioned. But in December I’m hitting the road again and I’ll be in Asia for the winter and probably in London for much of 2016. Sorry I don’t have more specific information to help you plan your trip, but it sounds like you’ve got some really good choices already under consideration. And I’m sure you’ll have a great time. -Roger
Warm weather, Caribbean beaches, and fascinating history beckon visitors to this coastal city during December. Once a 16th-century Spanish port, Old Town Cartagena, surrounded by ancient stone walls, is a UNESCO World Heritage site. Visitors strolling through its streets will see original Spanish Colonial architecture among new restaurants, restored homes, and boutique inns. From street food to upscale restaurants, Cartagena offers the best in local seafood, meat, and fresh fruits. In December, the city becomes a festival of lights, with nativity scenes, decorations, and holiday celebrations culminating with New Year’s Eve fireworks. Holiday shoppers will want to take home gifts of colorful handcrafts sold at markets throughout the city, with special Christmas markets arriving in December. Colombia supplies nearly 90 percent of the world’s emeralds, and a quality gem from a reliable source would make a memorable keepsake. Nearby Rafael Nunez International Airport makes arriving by air quite convenient, and visitors will find a range of lodging in and around Cartagena. For a luxurious vacation, the new Conrad Cartagena offers four pools, a private beach club, a golf course, seven restaurants, tennis courts, a spa, and stunning ocean views from every room.

Mexico’s spectacular Día de Muertos (Day of the Dead), bewitches Mexico City at the start of each November. Donning the skeleton face paint for the mass parades in the main Zócalo square is a must, but take time to step back from the party and seek out more intimate family celebrations where deceased loved ones are honoured with candles, sugar skulls and, of course, tequila. If you’d prefer to relax with a rum, then Barbados in November may be more to your tastes. The sugar-cane liquor is thought to have originated here in the 17th century and continues to be the local tipple of choice. Toasting the sunset from one of the island’s magnificent beaches is a quintessential experience.

I think Spain is probably your best bet, and you can probably get there on a reasonably priced flight with a change in Dubai or Abu Dhabi. The winter weather is decent and the big cities are always packed with locals rather than so many tourists. Barcelona is probably more fun than Madrid, though both are big cities with a lot to see and notoriously good nightlife. If you get a cheap enough flight I don’t think you need to do a package. It’s pretty easy to get around Spain’s big cities just on English, as long as you do a bit of research. In 5 days you could spend 3 days in Barcelona and then 2 days in Madrid, or just 5 days in the Barcelona area. It’s a big city with plenty to see and some good day trips. You could also go to Valencia, which is also really fun and a short train ride away.
Blisteringly hot in summer, Tokyo is a breeze in the cooler months. Fight the dizzying jet lag and head out for the world's best sushi or ramen, shop in the city's amazing department stores, and visit the parks surrounding the Imperial Palace in the center of the city. Escape the crowds somewhat by heading to Yanaka Ginza, which retains a bit of old Tokyo and has plenty of places to eat and shop. Do make time for a side trip to Hakone, where you can visit a Shinto shrine and see magnificent Mount Fuji on a clear day.
Hi Roger, Just wanted to thank you for taking the time to compose this list. I always refer to your destinations (with great weather) lists prior to booking future-dated vacations. I was a little worried that you didn’t mention Bali but there was more than enough in the comments to reassure me that it would be a great spot to visit in December. I also saw your other post for places to visit over Christmas and NYE. Thanks again!

If I were you I’d fly into Bali and spend a couple days in the Kuta area to get your bearings and then head to Ubud, which is in the foothills and easily reached by shuttle bus. It’s also fairly crowded, but it’s still quite nice and there are scores of little spas and yoga places and that sort of thing. Then after a few days there, head up to the northern coastal town of Lovina, which is sort of like how Kuta was 25 years ago. It’s still only partly developed and there are still many open spaces, which is no longer true in the Kuta area. It’s cheaper than Kuta, and somewhat like Boracay in how mellow it is. You could also take a ferry from Bali to the island of Lombok, which is the next large one over. Things there are also more like Boracay and less chaotic than the Kuta area. Again, I really love Bali and still recommend it, but unless you are an Australian surfer, it’s best to stay somewhere other than the general Kuta area.
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.
I’ll be happy to give you some suggestions, but it would really help to know your starting point and approximate budget. At this moment I am writing this reply from Cancun, which could be perfect if you are in or near the US, but if you are in another part of the world there will likely be better choices. Although thinking about it, even if you are in Europe, a place like Cancun might still be best. Let me know and I’ll give you my best answer and an alternative or two. -Roger
Warm weather, Caribbean beaches, and fascinating history beckon visitors to this coastal city during December. Once a 16th-century Spanish port, Old Town Cartagena, surrounded by ancient stone walls, is a UNESCO World Heritage site. Visitors strolling through its streets will see original Spanish Colonial architecture among new restaurants, restored homes, and boutique inns. From street food to upscale restaurants, Cartagena offers the best in local seafood, meat, and fresh fruits. In December, the city becomes a festival of lights, with nativity scenes, decorations, and holiday celebrations culminating with New Year’s Eve fireworks. Holiday shoppers will want to take home gifts of colorful handcrafts sold at markets throughout the city, with special Christmas markets arriving in December. Colombia supplies nearly 90 percent of the world’s emeralds, and a quality gem from a reliable source would make a memorable keepsake. Nearby Rafael Nunez International Airport makes arriving by air quite convenient, and visitors will find a range of lodging in and around Cartagena. For a luxurious vacation, the new Conrad Cartagena offers four pools, a private beach club, a golf course, seven restaurants, tennis courts, a spa, and stunning ocean views from every room.
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

The Maldives is amazing for relaxing beach holidays and it’s within your range. The tricky thing for most people is that it’s quite expensive for a shorter trip. Of course the Maldives is famous for its water villa resorts, and those water villas start at around US$350 per night. Nearly all of those resorts also have island villas and rooms and those can start at as low as US$100 per night, but you also have to pay for a speedboat or sea-plane transfer from Male Airport to your resort. That can be as low as US$100 per adult for the closer speedboat islands, and up to US$600 per adult for the more remote sea-plane islands. On a shorter stay, that obviously adds to the price. Speaking of that, I run another site all about overwater bungalows and I have links from an article on this site about the cheapest overwater villas in the world. Have a look at that list as it will show you the more affordable options in the Maldives, as well as even cheaper options in Malaysia and elsewhere.
As for your Europe trip, I highly recommend spending 3 nights in any city you visit. If you change cities every day or every other day you’ll end up spending most of your holiday on trains or in airports rather than seeing the places you flew all that way to see. So if Amsterdam and Barcelona are musts, I would add exactly one other city if you’ve only got 9 days. Unfortunately it’s not on your list, but the best and easiest one to add between them is Paris. There is a train from Amsterdam to Paris in a bit over 3 hours, and another high-speed train to Barcelona from Paris in 6 hours 27 minutes with no changes. Paris is easily one of the most impressive European cities for tourists, but if you’ve been there before and don’t want to go again you can obviously choose something else.
Vacationing to Sicily during Italy’s traditional “off-season” has been trending in recent years, according to American Express Travel. What gives? Well, for starters there's Sicily's fabulous Mediterranean setting, as well as its rich baroque aesthetic and festive Catholic traditions. Plus, the crowds are more manageable than they are in the summer, which makes travel for families and large groups a breeze.
It can still be rainy in Belize in November, so it’s not an ideal time to visit. I quite like Belize and there is a lot to do there, including of course the second largest coral reef in the world. You can also head over the Guatemala border to visit Tikal and even down to Antigua for something different. You don’t get many great beaches there, but aside from that it is great.
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.
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.
Rio is probably the most beautiful city in the world as far as the setting is concerned, but it’s also famous for petty crime. As you mentioned, I think it’s quite easy to stay safe as long as you are aware of the situation. The biggest problem by far is tourists getting robbed by someone holding a knife or sometimes a gun, and they are often in groups. However, this almost always happens to people who are walking close to the water on the beaches after the crowds have gone for the day. The sidewalks along Copacabana and Ipanema are brightly lit and safe, but there is a mound of sand between the sidewalk and the water, so if you go to the water you can’t be seen by the security guards and police on the street. As long as you avoid that, and any other situation where you are alone in a dark place late at night, you’ll be fine.
You would probably get some rain in Cartagena in November, but mostly in the first half of the month, and even then it tends to come down in short bursts rather than all day, so it’s usually easy to avoid. I love Cartagena for trips like this because the walled historic part of the city is really lovely and fun, with plenty to see and do. The nearby beaches are big, but the sand isn’t white and fluffy, so they won’t make too many “best beaches” lists. It’s also very cheap there, and especially at the tail end of the off season like that. As long as you don’t mind the possibility of a couple of quick rain storms, it should be great.

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.

Sri Lanka doesn’t really have a good infrastructure for budget travelers at this point. There are loads of nice hotels if you are willing to pay US$40 or more per night, but almost nothing below that except for a few hostels. I haven’t been to Palawan but I have been to Boracay and Palawan can’t be too much cheaper. Boracay doesn’t have many budget options either, so my guess is that Thailand or Cambodia is your best bet.
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