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. 

It looks like you’ve been to most of the more popular options for winter holidays already, and since you listed them I assume you want to go somewhere new. The one that is missing, which I think could be perfect for you, is the Guanacaste area in northern Costa Rica. The weather will be perfect and you should be able to get a reasonably priced flight into nearby Liberia Airport. There are a variety of smaller towns along those beaches, and Tamarindo might be the most famous. They offer a mix of traditional hotels and resorts in smaller towns along with newer 4-star and 5-star hotels on large properties that tend to be away from the towns. The weather will obviously be similar to Panama, as long as you were on the west coast. Costa Rica is the adventure capital of Latin America and one-third of the country is national parks, so there is plenty to see and do. There isn’t much history there, but you can’t have everything.

I’m looking for some ideas for driving holidays and have a month off over December and January. I’m not into trekking and looking for good warm/hot places to visit for the less mobile. Went to South Africa last year which was amazing. I like diversity, definitely not into trekking or just laying on a beach. Ideas that are floating around in my head are Bolivia, Chile and Argentina (worried about accessibility and state of roads) but loved Buenos Aires when I went there. Was also considering NZ with a fun stop on the way. I’ll be flying from the UK and will be solo.
For those looking for an even calmer slice of paradise without all the holiday festivities, try Waimei on Kauai’s southwestern shore, which offers calm waters and sandy beaches that are especially attractive in the early winter months. Get away from all the gloomy weather of the East Coast by trying out a Waimea vacation rental—it’ll definitely make for makes the perfect base to explore all Kauai has to offer.
Another option is Chiang Mai, Thailand, which has wonderful weather in December as long as you don’t require constant heat. It is popular with tourists and expats, but it’s not an overly touristy city so it never seems too crowded. Other options in that general area to consider are Luang Prabang, Laos, and Siem Reap, Cambodia. Let me know if any of these sound interesting and I can provide more info if you need it. -Roger

There's a massive range of quality and prices when it comes to hotels in Bangkok, and the city is enormous as well, so you really want to do your research for this place. Most people are happier paying a bit more to stay near the river and all the tourist attractions, or even in the infamous Khosan Road backpacker district, which is cheap and fun, if tacky.
Hi great site it’s very helpful! My husband and I are looking to do a last minute vacation to somewhere with warm beaches next mid November (14-21). We live in California so don’t want to travel to far more than 8 hours flight. We’re looking into Kauai, Cancun, Costa Rica. Weve been to Maui and Oahu, Puerto Vallarta and recently Bahamas last November. Any recommendations? Thanks in advance!
Even when those quick rain storms come, you can see them forming and head indoors for a while. Nearly every hotel on Boracay is on the beach or within 200 meters of the beach, so it’s really easy to stay dry. If you stay along White Beach (where most hotels are) I think it would be easy to meet other people if you choose as well. Let me know if you have any other questions. -Roger

This is a very good month to visit because the weather continues to be perfect here, while the largest crowds from northern Europe haven't quite started arriving yet. So finding an affordable hotel or apartment rental should be easy, and the restaurants and bars are always reasonably priced. If you want to be among other English speakers you'll want to focus on the southwest area of the island around Los Cristianos and Playa de la America.
To the life aquatic now and Micronesia’s little-known islands scattered in the Pacific Ocean, which serve as the mating grounds for giant manta rays. With wingspans that can reach up to 5m, the chance to dive alongside these dancing behemoths shouldn’t be missed. From colossal to downright cute, rare (and ridiculously adorable) pygmy hippos can be found in Sierra Leone, once you've had your fill of lounging on palm-fringed beaches.
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
There is no better time than December to discover a still (somewhat) under-the-radar part of the Caribbean. This verdant, five square mile island has seen a lot of activity recently, from a new mega yacht club to a Soho House to the Mandarin Oriental's first property in the Caribbean. More is on the horizon for this picturesque piece of paradise, but go before everyone else discovers it.
The island has made a miraculous comeback following Hurricane Irma, and by November, nearly all of the restaurants, villas, and hotels will be back up and running. Most regulars missed out on holiday season in 2017, however, December is bound to be crazy—but if you plan a trip just before the chaos, you're golden. Many of the luxury properties that were damaged have completed renovations, so expect everything to be shiny and new. While you really can't go wrong with any of the hotels, we're partial to Le Toiny, thanks to its uber-private accommodations, spacious villas, and over-the-top attention to detail.

That definitely helps! Though I think I was quite unclear in the first place. Being in the same region is definitely not a constraint. We’ve been considering Africa as well, for example! Also, a couple of days of beach time is also sort of desirable, and we’re not really into visiting cities as such. Ideally, we wish to have some time to spend on beaches/resorts/hotels along with some time in a place like a safari or something.
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.

Thank you. If you are looking for an all-inclusive or large resort hotel on a beach, you can’t do any better than Punta Cana for value and facilities. You can also find really nice resorts in the general Cancun area, and the flight would probably be cheaper, but the nightly rate would be quite a bit more. Both have really nice beaches, although with Cancun you have to pay attention to the specific location because not every resort is on a wide stretch of sand.
In addition to the obvious perks of pleasant weather and fewer tourists, off-season rates at accommodations are abundant. Voted No. 1 continental U.S. island by Travel + Leisure readers for the third time in 2018, Hilton Head has much to offer visitors. One of the most popular activities, perfect with autumn temperatures, is biking on the more than 60 miles of pathways covering the island, including along 12 miles of beaches. Bird watchers will keep busy spotting egrets, sandpipers, wood storks, sea gulls, pelicans, and ospreys. Well known as a golfer’s paradise, the Hilton Head Island area boasts more than 33 courses.
If you’re a bit more on the timid side, you can always use Yelp and TripAdvisor to get good insights on places people have visited. As a disclaimer, some of the ratings may not be accurate on these sites, so make sure you go through and read some of the more recent reviews that people have written. We did this for a few of the places we visited and had no issues.
First of all, applause to all your kind help (and your time). My 8 years old boy and I want to travel in December to a warm country and I am a little bit nervous to be only two of us since my hubby could not join us. I am just wondering if Costa Rica (or Brazil) safe to travel for a woman alone with young kid? Any other safe countries in your mind (with affordable price)? We live in D.C and don’t want to fly too far like Asia, Australia, etc. We have been in Dubai and Mexico.
November brings the annual Vodafone Mexefest Music Festival (Nov. 24-25), a gathering of popular artists in venues throughout Lisbon. The Lisbon & Sintra Film Festival, in its 12th year, is a celebration of cinema with directors, actors, artists, musicians, and writers in town for the event (Nov. 16-25). Billed as the “largest technology conference in the world,” Web Summit began in 2010 as a way to connect industry and the technology community (Nov. 5-8). The year’s new wine and the ripening of chestnuts are celebrated with the Magusto, on Nov. 11, St. Martin’s Day. The holiday spirit becomes apparent at the end of the month, with colorful lights and roasted chestnut vendors along the streets.
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