Portugal does have one of Europe’s best autumn climates, but as you’ve noticed November can be a bit rainy. That said, in my experience it rarely rains for long periods in that part of Europe so I think it’s very unlikely that a big part of your trip would be “rained out.” Also those cities have lots of great indoor attractions so if you see that it’s supposed to be clear in the morning and drizzly in the afternoon, you can plan to explore neighborhoods in the morning and plan to visit a museum or castle in the afternoon. It’s a bit of a crap-shoot and generally Portugal has nicer weather than most of the rest of Europe at any given time. I hope this helps. -Roger
Vacationing to Sicily during Italy’s traditional “off-season” has been trending in recent years, according to American Express Travel. What gives? Well, for starters there's Sicily's fabulous Mediterranean setting, as well as its rich baroque aesthetic and festive Catholic traditions. Plus, the crowds are more manageable than they are in the summer, which makes travel for families and large groups a breeze.
Looking to shake up the traditional holiday season table? We’ve got just the foodie forays for you this festive month. Tuck into a spicy blend of fabulous flavours at Malaysia’s hawker food stalls, where bright bowls of creamy laksa (noodle soup) and deliciously deep-fried lor bak (pork or prawn wrapped in tofu skin, deep fried and served with dips) will soon do away with any cravings for Christmas pudding. With tourist numbers low, now is the ideal time to visit Spain’s Basque Country, seeing out the year with a plate piled high with pintxos (tapas); or check out Cuba’s capital, exploring the crumbling, colonial architecture with a rum-based cocktail in hand.
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.

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)!

If those flights are too expensive you might think about going somewhere else in Mexico or to Costa Rica. The area around Cancun including Playa del Carmen and Tulum and Cozumel has a LOT going on. And if you’ve been there you could instead go to the Puerto Vallarta area, which is very different and also great. For activities though it’s hard to beat Costa Rica. I think they invented zip-lining and the country is about one-third national parks with all kinds of fun activities. Let me know if you have any other questions. -Roger
When you mention, “not too touristy”, the first thing that comes to mind is San Juan, Puerto Rico. I’m not sure if you’ve been there already or not, but one great thing about it is that the “tourist” areas close to Old San Juan are filled more with apartments than with hotels, unlike Cancun, where it’s nothing but hotels and timeshares. I can highly recommend the Condado neighborhood, which does have some large hotels but is mostly apartments for expats and seasonal visitors. There is even a free bus that goes from there to the heart of Old San Juan, which is a gorgeous colonial town filled with great restaurants, bars, and interesting attractions.
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 this were last year I might have also suggested San Juan, Puerto Rico or Cartagena, but both of those have issues at the moment. If for some reason you don’t like what you see in Costa Rica, there are also some really nice resorts in Panama, especially in the San Blas Islands area. Aside from those you’d probably have to fly longer than you prefer. I hope this helps. -Roger
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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