While the Caribbean destination tends to overflow with families during the holidays in December, go a month earlier and you’ll be treated to sunny days sans screaming kids, plus less expensive airfare. “November is my one my favorite months. The hustle and bustle of high season hasn't kicked in, average temperatures are in the 80’s, and the water temperature is lovely,” says Michael King-Hew, the proprietor of Kamalame Cay, a private island resort in the Bahamas. King-Hew specifically suggests for the resort's annual wellness retreat. “It’s the perfect way to get rested and in shape before the start of the hectic holiday season.”
That said, I think going to Siem Reap in Cambodia would also be a great idea. And Vietnam is also really wonderful, especially that time of year. Hanoi is quite chilly in December and Saigon is still very warm. It’s worth visiting both of those along with Halong Bay near Hanoi and Hoi An in the center of the country on your way between them. You could easily spend 10 days in Vietnam or more.

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.
This sounds like a really fun trip you have in mind. I think the challenge is that most of Europe is much closer to 50F than 80F in November, and a good chunk of Europe is already colder than that. I’m running a new series highlighting the best places in Europe (and Asia) to go each month of the year, and I think that the best Europe destinations in November would be helpful to you. Another tricky thing is that you’ve been to many of the warmer places already, and I do understand your boyfriend’s desire to go someplace that neither of you have been.
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Yes, it's high season and rates edge up, but that's only because everyone wants to make the scene and flee cooler climes. Whether you prefer a hotel right on the beach, one in the midst of Miami's trendy Art Deco or Wynwood art district, or a tower with horizon views and vast swimming pool, there's a place for you. And each December, Art Basel in Miami Beach brings together artists with knowledgeable collectors and gallerists.
As for Malaysia, I’m a big fan, and with your friend there it should be easy. Interestingly, I was just in China myself recently and a few days ago I published a long article on my advice for whether to go yourself to China or go on a group tour. I also discuss the most popular and best places to visit when you are there in the bottom part of the article. One tricky thing for many of us is that you have to get a China travel visa and some of us can only get that visa issued in our home country, at least according to their rules. I literally spent years traveling around Asia but I was never able to visit China because they required that I get a visa issued in the US and I had to show my flights booked from the US to China and then from China back to the US. If I could have gotten a visa issued at a Chinese embassy in Bangkok or Singapore, I would have done it years ago.

Spend the past two days discussing your ideas. Group thoughts; Is that adventurous and cultural enough? We want a “wow” factor. We have vacationed in Cayman Islands about a dozen weeks since the kids were little (been there done that.). We have ruled out Asia only because don’t see a huge Wow factor for the amount of travel. What about African Safari? Still not ruling out your ideas, just want to know what is Wow about Puerto Rico? Costa Rica?

Costa Rica is kind of the Thailand of Latin America in that they have great tourist infrastructure and it’s the easiest place to get around. They also have a lot to offer with the beaches on both coasts and many natural sights and activities, plus of course the Arenal volcano, which is a really nice area. San Jose is best as a place to just pass through on your way somewhere else.
Plan ahead. Research a little on supermarkets if you’re self catering and restaurants if you’re not. Luckily we’re both a little bit familiar with Italy so we knew we would be able to get plenty of keto food without too much searching. I did have an issue with chocolate though. I ran out of my Lindt 90% and didn’t bring any with me so I had to hunt a bit to find a grocery store that stocked it. Most shops only sold milk chocolate.
From England I would say your cheapest and best late December destination with warm weather and reasonable prices is going to be Phuket. There are some other Thai islands that might be a bit cheaper, but they would be more complicated to reach, and they’d have fewer activities for the boys. Here are some Phuket resorts good for families. You can see that the price range is wide from cheapest to most expensive. In late December it’s peak season so you’ll pay at or near the top of those ranges.
Another reason to consider Dubai is that the busy airport has cheap non-stop flights coming in from almost every major airport in Europe and Asia. As a result it's popular to book long weekend trips of 3 or 4 days to Dubai, where you can enjoy some sunshine and shopping before flying back home where it gets colder by the day. You might also consider stopping for a few days in Dubai and then moving onto somewhere else with cheap direct flights such as the Maldives.
The 17th-annual Hilton Head Island Motoring Festival and Concourse d’Elegance takes place Oct. 26-Nov. 4, attracting automobile enthusiasts and all who enjoy the southern charm, splendid fall weather, and extraordinary classic cars. The Hilton Head Island Oyster Festival (Nov. 9-10) is an oyster extravaganza with live music, crafts, a Kid Zone, and sports lounge. A stay at the Inn and Club at Harbour Town at the Sea Pines Resort will provide luxury and comfort in low country style. Or book a home rental through Vacation Company. 
Europe in general and Greece in specific are not ideal in January because it’s cold and many sights are closed. I’d go to Thailand, which has a great variety of things to see and do, and January is the best weather month. Spend at least a few days in Bangkok and then either go to one of the islands like Phuket or Kho Samui, or head up to Chiang Mai for its temples and shopping and outdoor activities. You could even head over to Siem Reap to spend a couple days seeing Angkor Wat. Let me know if you have other questions. -Roger
Thank you so much for the kind words and I’m always happy to hear that people find this information useful. As far as Turkey in December is concerned, I wouldn’t recommend it. I actually lived in a small town near Antalya on the Mediterranean for a bit over a year and I was surprised by the fact that almost everything closed down around 1-November and didn’t start opening again until March or April. Actually, I think Istanbul would still be enjoyable in December and so would Bodrum or any of the other larger cities including Antalya. But anywhere on the coast will be a ghost town and I’m pretty sure that Cappadocia would also be mostly shut for the winter. Ephesus probably stays open, but similar to Cappadocia, the attractions are all outdoors and they can get pretty fierce rainstorms in winter.

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.


Haveb been to kerela, Pondicherry, etc. we have coevred India a lot as we travel a lot and like exploring the world. We wanted to step out of India for this holiday. I was thinking of Maldives or Malaysia. 4-5 hour flight should be manageable but extending that more would be stretching it a bit i guess. So heer i am still confused and lost. Thaailand is an option again as there are several beaches which are serence and unexplored but i would not want to go to Phuket as its very crowded and touristy. Can you suggest a better island in Thailand which is quite, blue green water and less crowded.


As for Costa Rica, I think it would be ideal for what you have in mind. It’s by far the most tourist-friendly (and English speaking friendly) country in that area, so it’s a great starting point. Belize is pretty easy as well, although there is far less nature to enjoy. Panama and Nicaragua are a bit cheaper and have similar things to offer, but Costa Rica has the best infrastructure and nature parks, so it’s less stressful for a first-timer. The snorkeling is better on the Caribbean coast, I believe, but the better tourist beaches are on the Pacific. The country is pretty quick to get across, so you could easily spend a few days on both sides, plus another few exploring the rain forests and volcanoes and such.

Thanks. I’ve been to other places in Egypt, but have yet to make it to Sharm el-Shiek. It’s hard to find places that are that inexpensive these days. Most of my best suggestions are in the article above. If your main priorities are beaches, sunshine, and nightlife, my favorites are Goa, India; Boracay Island, Philippines; and almost any of the Thai islands. Goa has many family-oriented beach towns, although some others are not so family oriented so you have to choose carefully there.


Trekking in Nepal during peak season might not sound like the most sensible choice for penny-pinching backpackers. But you can still enjoy the ideal weather without spending a fortune on in-demand hotels and expensive permits if you're happy to swap big-name trails, like Everest Base Camp and the Annapurna Circuit, for quieter treks to Kanchenjunga Base Camp and around the Langtang Valley. Idyllic conditions (dry but not witheringly hot) are also on offer in Rajasthan, one of India’s most vibrant and varied states. Chug between notable, attraction-rich cities like Jaipur, Jodhpur and Udaipur on an atmospheric and wallet-friendly Indian train, snacking on spicy pakoras and sipping sugary chai en route. 
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