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.
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.
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.
Just came back from Luang Prabang, Laos. Cheap and easy to navigate. If with kids you can do an elephant training camp few days. Airport 15 min from hotels and just 2 minutes to get visa (30USD). Not so much to see, but nice vibe and cheap. If you have to choose between Luang Prabang and Siem Reap, Siem Reap has more to offer, but is much hotter than LP in December.
If you book a resort hotel from home you'll probably think Goa hotel prices are much higher than you were expecting, but if you book a family-run place once you arrive you'll still find fantastic bargains. It's probably wise to book a few nights online before you get to India, because it can be incredibly confusing at first. After that you might be able to find a similar place for half the price by just checking around the same area. 

I’m hearing very mixed things about Cuba visits. The main downside for Americans is that you still have to go as part of a package deal, and those packages are all incredibly expensive for what you get. It sounds like the Cuban government is charging very high taxes and fees on companies selling tours to Americans, so they are really only popular among people who are especially curious about visiting Cuba. In other words, they are poor value unless it’s at the top of your list already. I hope this helps. Let me know if you have any other questions. -Roger
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!
The Brazilian currency has been falling in recent years, and if this trend continues then Rio de Janeiro will be squarely back into the bargain category. It's certainly not as cheap as it used to be, but for the amazing beaches and scenery it's easily worth it as long as you plan well and stay safe. In fact, Rio has some of the best beaches in November anywhere in the world, and a vibrant city right next to them.
Late October (when the rains end) through February is an exceptional time to visit the northern part of the country, from Sukhothai through Chiang Mai and Chiang Rai. The King’s Birthday, on December 5, ushers in the festive season (Christmas and New Year’s certainly aren’t traditional holidays here, but many Thais celebrate them anyway) and cooler, less humid weather. In general, the beaches are blissful from the end of December through March. Mid-November through January see the lowest temperatures and least humidity in Bangkok.

My other two suggestions are San Juan, Puerto Rico and Cartagena, Colombia. Both cities have really wonderful colonial districts and modern resort districts nearby. San Juan is more expensive, but still reasonable, and it has far better beaches. Both have a bit of rain in November, but it tends to come and go quickly. You’ll get similar rainstorms in most of the Caribbean in November, so it’s a bit tricky. I hope this helps. If you had something else in mind let me know and I’ll try again. -Roger
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