If you crave warmth but think the beach bores you, head to the Southwestern United States. New Age meets Old West in Santa Fe, Phoenix is still toasty and its cultural season is in full swing, and Denver makes for a great trip. And if you've never seen the Grand Canyon, winter is a good time to visit since the crowds have thinned out (but do dress warmly).
Jamaica Montego Bay, Negril, Ocho Rios Martinique Martinique Netherlands Antilles Bonaire, Curaçao, St. Martin/Sint Maarten Puerto Rico Rincón, San Juan Saint Kitts and Nevis St Kitts Saint Lucia St. Lucia Trinidad and Tobago Trinidad and Tabago Turks and Caicos Islands Turks and Caicos Virgin Islands, British Tortola Virgin Islands, U.s. St. Croix, St. Thomas
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.
The idea of holidaying in a country where the depths of winter are approaching may seem a little counter intuitive but stick with us. The aurora borealis, or Northern Lights, is the best light show on Earth, and a trip to Iceland in November is the perfect ticket to see them. Explore thermal geysers, stunning waterfalls, and epic glaciers by day then stay up late and watch the skies dance with green light by night. Just make sure you pack your thermals though – the average day time temperature only reaches highs of 4c (40F)!
Orlando’s theme parks are a major draw for families (and big kids, too!), but this iconic experience doesn’t necessarily come cheap. During the pre-Christmas November lull, however, hotels often offer attractive discounted rates, meaning potential savings and – more importantly for the kids – less time spent standing in line. Those looking for a more alternative American adventure should consider the island of Puerto Rico in November. While there’s a chance of rain (but a greater chance of balmy beach-lounging days), the out-of-season discounts are as appetising as the island’s take on Thanksgiving dinner: turkey stuffed with mashed plantain.
If you are looking for beach weather in December then most of your list won’t work, and several of them are only on rivers. Starting from Kolkata you have many good choices that are much closer to you than anywhere in Europe or the Canary Islands, or the Caribbean for that matter. In fact, I’m a bit confused by your list because there are so many different types of places on it, many that aren’t warm or on beaches.
Over in the Americas, meanwhile, it’s all about downhill thrills. Mt Hood, an 11,250ft (3429m) stratovolcano in Oregon’s Cascade Range, has North America’s longest ski season, with good quality powder dumps arriving in earnest at the beginning of November (before the real ski crowds descend). Runs are split fairly evenly between grades, making it a great spot for skiers of all abilities. Those looking to really ramp up the thrill factor, however, should head south to Nicaragua, where volcano boarding – tobogganing down their slopes – provides a one-of-a-kind adrenaline rush.
Fortunately, Bangkok remains very cheap by almost anyone's standards. If you want to splash down for a nice 3-star room then it'll be half the price of a similar room in Europe or the US, and if you are fine with something more basic then you can find a room for next to nothing, even in the fun Khaosan Road backpacker district. Street meals for around a dollar are always there too, so you'll be able to afford a bit more for a room anyway.
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Much of Mexico is ideal in December, after the rainy season has ended; if you go early in the month, you’ll avoid the peak holiday-season rates that kick in around December 18. On the Pacific coast, the landscapes are still ultra-tropical green, and the ocean is bathtub-warm (80s), with exceptional clarity for scuba diving and snorkeling. Mexico City is a smart place to spend the holidays, when the locals have headed to the beach and you’ll find much less traffic in this famously congested city. (Do keep in mind, though, that some of the more sought-after restaurants and galleries will be closed.)
It would help to know your starting location, but I’ll assume it’s the US or Canada because you didn’t say. My first thought for this is Argentina, which of course is in mid spring in late October. Buenos Aires is a wonderful city with great food and culture. You could also visit Mendoza, which is the lovely wine region, and Bariloche, which is a mountain resort area with year-round activities and such. Then there is always the amazing Iguazu Falls on the border with Brazil and Paraguay. It’s by far the most amazing waterfalls and area I’ve seen. Things are pretty cheap in Argentina these days for outsiders because of their weak currency. It’s also got very good outdoor activities in many different areas that should have nice weather in late October. It’s easier if you know Spanish, but still doable if you don’t. I don’t speak Spanish and I enjoyed it so much I stayed for a month. Let me know if you have something else in mind and I can try again. -Roger
One thing about Cancun that is interesting. Cancun itself is essentially a very long beach sticking out into the Caribbean that is lined with high-rise hotels and time-share properties. Except for a busy area at the corner of that peninsula, most of the hotels are spread out quite a bit, so there aren’t many things that most guests can walk to. Many people love it and are happy to basically stay in their own hotel most of the time, and maybe take a taxi down to that busy corner area once in a while. Personally, I’m a much bigger fan of Playa del Carmen, which is a full-on tourist town about 50 miles south of Cancun. It’s got hundreds of small hotels, restaurants, bars, shops, and everything else a visitor wants. The beaches aren’t quite as nice, but I find the town to be very fun and vibrant. Also, up and down the coast from south of Playa del Carmen to north of Cancun there are large resorts that are far from each other and on huge properties. Many of them are all-inclusive, so that is another option.
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You mention New Zealand and of course it’s summer there then, so it would be a good choice. However, all of these places will be crowded and near peak hotel rates if they are warm. So I’ll be happy to give you advice if you tell me if you’d rather visit one or more European cities in the cold season, or if you are looking for a warm place like New Zealand where it will be fairly crowded. By the way, the southern European cities such as Rome and Barcelona are lively and enjoyable that time of year, as the Christmas season goes on, and there aren’t too many tourists except for a few that travel to see their families around the holidays. So it can be a good time for southern Europe, as long as you don’t mind wearing a jacket or jumper during the day, and maybe a bit more in the evening. Give me a bit more guidance and I’ll be happy to try to help. -Roger
Montreal’s oldest Catholic Church, dating to 1656, includes stained glass that chronicles the history of the city. The city’s Parisian-style historic district, with cultural landmarks, boutiques, cafes, and restaurants, can be toured in a horse-drawn carriage for the full vintage effect. La Grande Degustation de Montreal (Nov. 2-3) attracts wine producers, distillers, and brewers from around the world. Montreal also hosts the 24th-annual French Language Film Festival (Nov. 1-11) featuring contemporary films from around the world subtitled in English. When it’s cold, visitors can head to the underground city, a network of tunnels, corridors, and plazas with more than 1,000 retailers and restaurants. The Montreal Tower Observatory, the world’s tallest inclined tower, provides breathtaking views of the city, the Laurentian Mountains, and St. Lawrence River Valley.
It’s unfortunate and heartbreaking how many times I have recommended San Juan, Puerto Rico in the last few years. Once they get the power back on I’m sure it’ll be back to normal fairly soon after that, but I’m guessing probably March or later. And fortunately, Nate missed the Cancun area for the most part. Have you considered somewhere in the Cancun/Playa del Carmen/Cozumel area? I’m particularly fond of Playa del Carmen, and that flight to Cancun should be pretty reasonable for you.
If that doesn’t interest you I would point you towards the Playa del Carmen area, which is just south of Cancun and just across the strait from Cozumel. November is technically the last month of hurricane season and early in the month you’ll probably get at least a few quick rain storms, but actual hurricane in November are very rare. And at least Playa del Carmen is on the mainland and near a huge airport, so tourists would never be trapped there as they might on some small islands. Playa del Carmen is a fairly large touristy town with hundreds of little hotels, restaurants, bars, and things to do, so it’s good for a solo visit or with another person. Cancun proper, on the other hand, is mainly a long strip of beach hotels and time-share residences that are spread out and not well suited to solo visitors or small groups.
Sri Lanka could also be great, and it’s very different. In fact, you might even consider a trip to India itself, which is obviously similar to Sri Lanka. But Sri Lanka is far easier to do in about 12 days, with most of your time spent in the mountains and a bit along the southern coast. Colombo is mainly just good for flying in and getting your bearings. Sri Lanka is also a bit more expensive than Vietnam, but both are great value. And again, you could instead go to Kerala and Goa in India on a short trip, although those are more about relaxation than culture. Let me know if you have any other questions, and I hope this helps. -Roger
New Zealand wines are world famous, and wine tours are popular with visitors. Auckland, New Zealand’s largest city, is set on the waterfront, with beaches, parks, and cruises to the nearby islands. The capital city of Wellington on the southern tip of North Island is home to New Zealand’s national museum, a great place to learn about the country’s cultural history. Christchurch and Queenstown are located on the South Island. There's so much to do in New Zealand — and it's convenient to reach on Air New Zealand’s nonstop flights from Los Angeles, San Francisco, Houston, and Honolulu, with a nonstop from Chicago to Auckland beginning Nov. 30.
As for flight connections, Barcelona and Madrid should have decent connections to Toronto and Delhi, while Casablanca (Morocco’s largest airport) probably does not. So Spain is the better choice by that standard. On the other hand, you can get to Morocco by ferry from Spain in a short time, so you could go to Spain and also visit Morocco for a day or two.

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 subtropical climate of Hong Kong means that summers are particularly hot and wet, and spring is warm and humid. November is the sweet spot, with clear, sunny days and mild temperatures. During your trip, you'll want to take a traditional junk boat ride on the harbour (seen here) and check out the sweeping city views from Victoria Peak, which you can reach by tram. Another can't miss? Stockton, a hidden speakeasy-style whiskey bar in Central.
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