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As you suspected, this is a tricky one. Most of the places that would work for you are having a very rainy month in November, so it’s not a good time. Thailand would actually be a good choice if you can deal with the travel time. The rainy season there ends in October and yet the crowds don’t start appearing until December, so you get low hotel prices with nearly perfect weather. As mentioned, all of the good options in Central or South America have a wet season in November. Argentina could be a good option, as November is late spring there, and it has everything you are looking for. The flights to get there are also fairly long though.

We are looking to explore warm Central American destinations safe for kids and affordable in price. We love beaches. Not in the typical sun-bathing type of way, but rather appreciating the raw beauty of the nature. We also like to eat out and having activities for the kids and as a family would be excellent. Could you suggest a destination that fits the bill? Central America appeals to me but open to other suggestions you may find worth mentioning.
Thailand is far more different and it’s easier to get around. The tourist areas are quite modern and well organized, and enough people speak English that it’s easy to do whatever you like. Again there you have choices of cooler areas in the north such as Chiang Mai, and of course Bangkok, as well as all of the islands. Let me know if you have any questions. -Roger
Gorgeous weather, an enviable winter suntan, and thriving dining and nightlife are obvious reasons for heading to Miami in December. Art Basel Miami Beach 2018, a contemporary art extravaganza and America’s premier art fair, is another incentive for a Miami trip. With celebrities, parties, and unmatched celebrations throughout the city, over 250 world-renowned galleries and 4,000 participating artists will display their creations and collections. The Betsy South Beach, centrally located in Miami Beach’s Art Deco district, will be a major Art Basel venue. Another noteworthy accommodation is The Setai Miami Beach, situated oceanside in South Beach. Featuring 87 Art Deco rooms and 49 ocean suites, the Setai will debut five new retail stores by the end of the year. There is no shortage of family-friendly fun in the Magic City, so named for its rapid growth from 1,000 residents to over 5 million in the past 120 years. Santa’s Enchanted Forest at Tropical Park is the largest holiday theme park in the world featuring carnival rides, shows, games, race cars, food, holiday displays, music, and dazzling Christmas lights. The Miami Lantern Light Festival at the Fair Expo Center celebrates Chinese culture, featuring food, acrobats, handmade souvenirs, rides, and huge handmade lanterns symbolic of illuminating the future and the reunion of family. 
If you are looking for something far less developed than Phuket or any other Thai island, Boracay might be for you. This gorgeous strip of sand is a bit out of the way, but partly because of that it still feels only partly discovered. You'll spend your days relaxing along White Beach or walking up and down the sandy paths that serve as the only real form of transport for most people. Many visitors come every year, and quite a few of those never seem to leave.
Get acquainted with San Antonio on a River Walk boat tour as you pass restaurants, shops, historic architecture, and the Museum Reach, a 1.3-mile section with art installations and native landscaping. November weather, in the mid-60s, makes outdoor activities comfortable for exploring the city and enjoying the month’s events. November begins with Dia de los Muertos, the traditional Mexican holiday that remembers those who have passed away. Music, processions, performances, and costumed dancers will pay tribute in Pearl Park (Nov. 1-2) and Market Square (Nov. 3-4).
Interestingly, December though February do get a bit cool in Cairo, so it's not a great winter break, but in November it's still pleasantly warm and bone-dry so you can enjoy the outdoors for long periods of time. If you don't mind staying in a locally-owned hotel you can save a lot of money and see some old-world charm at the same time. Reservations in advance aren't necessary, but it's best to book your first couple of days just to avoid all the confusion once you arrive.
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For a cheap destination in December that has great clothes shopping opportunities I can only think of two really good options. The closer of the two is Dubai. I’m not sure if you’ve been there before, but it has some of the best shopping in the world with every store imaginable and very good prices because duties and taxes are low. In spite of its reputation, Dubai can actually be visited quite cheaply if that is important. It’s famous for expensive hotels, but it’s got hundreds of more affordable hotels that can be pretty nice.
St. Bart's is a French island and a member of the European Union. First discovered by Columbus in 1493 and named after his brother Bartolomeo, St. Bart's has been populated through the years by native Arawaks, pirates, French colonists, Swedish settlers, and French citizens attracted by the island life. Owned for a time by Sweden before being returned to France, St. Bart's capital, Gustavia, was named for a Swedish king, and the language, along with French, is used for many street signs. In Gustavia, visitors interested in the island’s history can explore 17th-century forts, a lighthouse, and the small Wall House Museum. With 14 public beaches, there’s one for every taste and activity, including a swimsuit-optional spot. Boating, windsurfing, kayaking, sunbathing, shopping, people watching, and exploring the island’s shallow reefs are favorite pastimes. Last September’s Hurricane Irma caused significant damage to the island, but recovery has been swift. After closing a year for renovation, Le Barthelemy Hotel & Spa has just re-opened. Set on the Anse de Grand Cul de Sac, an ideal area for watersports, the eco-friendly hotel emphasizes wellness, with an expansive spa offering hydrotherapy, sauna, and beach yoga. This perfect December island escape is accessible by air or ferry from nearby St. Maarten.
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. 

Oh, did you want a sunny tropical vacation that doesn’t require a passport? Done. Hurricane season is over, flights are cheap, and the water is still warm enough for swimming (and scuba diving). Almost all the tourists come here via cruise ship, which means you’re mostly not competing with them for hotel rooms -- Windward Passage, Emerald Beach, and the Bolongo are all open for business after Hurricanes Irma and Maria last year. On December 16 you can catch Jazz By The Sea down at Coral World Ocean Park, and on December 21 watch the St. Thomas Lighted Boat Parade, where contestants (boats) are judged on lights, originality, and holiday cheer.
If you are looking for first-rate destinations that are among the cheaper European cities, I’ll suggest Prague, Budapest, Krakow, and Berlin. You could visit all four of them by taking trains, or choose any one, two, or three. In December you can get quite a nice room in any of those cities, with Berlin being the most expensive by a bit. Food and attractions are also quite affordable in those cities.
Me and a buddy is traveling late december, till mid january (about 2 weeks). We’re relatively young and would appreciate a combination of some partying, some beach, and offcourse some cultural input. We were in Bali and Lombok this summer and really enjoyed it. Its great to being able to travel around a little, so that would be a plus for sure:) Right now we’re looking at Vietnam, Goa, and some of the Thai islands. I know the two latter can be quite lively, but how about Vietnam? We’re from Norway, so we need it to be as warm as possible.
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!
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.

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?

November is a wonderful time to explore this diverse country without the crowds and heat of the summer months. The ancient city of Marrakesh presents an uncommon blend of ancient traditions and modern conveniences. Accommodations include traditional Moroccan houses, or riads, once the homes of upper class Moroccan families. Riads range from budget-friendly room rentals to luxurious palace-like dwellings. Shop the souks or markets of the old city for leather goods, textiles, pottery, spices, and much more. Be prepared to haggle with the vendors for the best prices.
Pay homage to the Native American heritage of the U S of A by taking in the sights and sounds of Arizona’s capital city for pure rest and relaxation before the holiday season. Phoenix anchors a sprawling, multicity metropolitan area known as the Valley of the Sun, which is highly regarded for its luxury resorts, vibrant nightclubs, designer golf courses, and long lasting sunshine and warmth—even through the winter months. Attractions include the Heard Museum and the Pueblo Grande Museum & Archaeological Park. Be sure to check them out! 

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.
In spite of its image of being blazing hot all the time, December in Cairo can actually be on the cool side, at least in the evenings. This is great though because almost all the important sights are outdoors and requite a lot of walking between them. For 9 months of the year it can get very hot doing that, so these few cooler months are ideal for visiting the famous sights.
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