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
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.
Hi Roger, What a great list! Answers to this question may not involve “great” weather. My 40+ yo boyfriend has never been outside the US (!) while I’ve traveled a bit (France, Spain, Italy, Greece, Iceland, Lebanon, E/W Canada, Mexico) and he’d rather go somewhere we both haven’t. We’re in Richmond VA and we’ll be travelling 11/22 – 26 this year. We love being outdoors and solo adventuring, don’t mind putting on rain jackets and lightly hiking/biking around old sites in 50-80 degree F weather; we enjoy delicious cuisine in hole-in-the-wall restaurants and staying in quirky hostels/Airbnb but also spending at least one day being tourons on a big red bus if available. Any ideas in eastern/western Europe? He’s really looking forward to going there. Thanks!
Amazing post! I am taking vacation the last two weeks of November. I am planning to visit Germany for the first week. I also want to soak in some sun and enjoy the beach life during the second week of my vacation . Initially I wanted to go to Spain, but after reading your post I’m a bit discouraged because is not going to be warm enough . I love to sunbathe and outdoors activities . Just as running, hiking, tennis etc . Also I love to learn new cultures and fit in with the locals. Keep it economical .I been to must of the Caribbean and wouldn’t mind revisiting . But open to new warm destinations that would make sense. I would love to hear some of your suggestions .Thank you in Advance and safe travels..
Sprawled across two countries (Chile and Argentina), Patagonia is one of nature’s last frontiers. For trekking enthusiasts, adventure seekers and nature lovers alike, this remarkable landscape of snow-capped mountain peaks, imposing glaciers, gushing waterfalls, and beautiful national parks is the very definition of ‘epic’.  It’s also one of the most isolated territories in the world, with roughly two people per square kilometre. Here at the end of the world, our planet is at its most wild and spectacular.
December might be the only month of the year in the Canary Islands where very few people would consider sunbathing. Still, compared to everywhere else in Europe, Tenerife is balmy. The largest and most English-speaking of the Canary Islands, Tenerife is no mystery to the hundreds of thousands of northern Europeans who spend a month or more here every year.
From the Art Deco architecture to fabulous restaurants and nightlife, Miami is truly a city that appeals to every type of traveler. Art and culture lovers should plan a trip during Art Basel, which officially kicks off on December 6. The weeklong affair attracts celebrities, tastemakers, and bold-faced names, who come for the world-renowned art exhibitions, but stay for the swanky parties and events. Be sure to book a hotel well in advance, as prices skyrocket and availability becomes increasingly limited.
Thank you for the kind words. Interestingly, had you not included that you’ve been to Costa Rica, I’d say that was the obvious suggestion because they really do that sort of thing well and it’s at least a bit better organized than its neighbors. And if you were less concerned over travel time, I’d have some interesting suggestions for you in Asia. However, as you know, it takes nearly a full day just to get to Asia from the US or Canada, and then a few days to adjust, so you might be best off saving that for later.

Early December is the end of the rainy season in those areas. The storms tend to be short by that time, but still you will probably get a few quick downpours a week. I’m not an expert on getting around in the Philippines, though I do know that it’s rarely fast or easy. If you want a place to relax then Boracay Island might be the best. Sorry I couldn’t be of more help. -Roger
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.
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