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.
Hurricane season officially ends on November 30, so it's safe to visit the Caribbean. There's good news for skiers, too, since most of the northern hemisphere is heading toward winter as the year comes to a close and mountain regions become dusted with snow. Couples who prefer a warm-weather vacation in November or December will have to travel south to find balmier temperatures — and prices begin their uphill climb toward the high season.
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

Sports fans might enjoy the World Rugby Classic (Nov. 4-10), The Bermuda Squash Challenge (Nov. 8-10), or Goslings Invitational Golf Tournament (Nov. 26-30). It’s spiny lobster season, and local restaurants are serving the tasty seafood in chowder, tacos, sauces, and for purists, the tail meat broiled with butter. Coco Reef Resort is offering a Thanksgiving weekend package that includes daily breakfast, holiday dinner, taxes and fees, starting at $397 per night. Although it’s near the U. S. — about 650 miles off the coast of Cape Hatteras — Bermuda is a British territory, so a valid passport is required.
Australia’s capital has been voted the world’s most livable city—for the seven years in a row. If that isn’t reason enough to go, what is? Here's another: the artsy cosmopolitan city promises pleasant temperatures in the high 60s throughout November. Book a room at one of the area's buzziest spots, QT Melbourne, a design-centric boutique in the city’s fashion district.
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!

December is the month when stores and streets are decorated for the holiday season, reminding us that we have lots to do, whether it’s gift shopping, travel planning, or finding the right outfit for a party. Savvy travelers know that the early weeks of December provide a perfect opportunity to take a trip. With nearly everyone absorbed in getting ready for the holidays instead of traveling, airlines and hotels are offering great deals. Others might want a change of scenery or a chance to celebrate the holidays in a new faraway place.
If intermittent fasting is part of your low-carb routine, use it strategically to skip meals and make travel simpler. Perhaps you rush to your early morning flight and wait to eat until lunch. Or, eat a hearty low-carb breakfast before leaving home and don’t eat again until dinner at your destination. One nice thing about fasting is that you can do it anywhere.
Another option is Chiang Mai, Thailand, which has wonderful weather in December as long as you don’t require constant heat. It is popular with tourists and expats, but it’s not an overly touristy city so it never seems too crowded. Other options in that general area to consider are Luang Prabang, Laos, and Siem Reap, Cambodia. Let me know if any of these sound interesting and I can provide more info if you need it. -Roger
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If you really want to see the city up close, visit in November or December, when the crowds have dispersed. Hotel prices are comparatively low, and gondoliers are more appreciative of customers. And once you have your fill of religious art, head for the Peggy Guggenheim museum, which displays 20th-century American and European art in a home and garden setting. Note: October through January is the time of acqua alta, when Venice may flood. Usually it's not severe, and the city puts up wooden walkways for visitors and residents to traverse the water.
It's getting cold out there, so consider a journey that leads you into a warm museum. Whatever your interest, there's bound to be a specialized one to engage it. If art and sculpture are your passions, discover some favorite art museums around the world. And consider that you can make a day of it soaking up culture as many contain surprisingly good restaurants to visit in between your viewing.
Yes, I’ve been to all of the Nordic countries, but mostly during the summer months. However, I know that those Northern Lights tours are popular and well established. On one hand, you know you’ll be visiting areas where there is only a bit of sunlight in the middle of each day, so it won’t be great for general sightseeing. But the cold months are also the best Northern Lights months, and if you want to see them then it’s your best bet.
Hi Roger, I plan on being in boracay on Nov 6th and am just concerened about the weather. Is the start of Nov too close to the end of the monsoon season ? I don’t mind a bit of rain but ideally want to be able to spend a few hours on the beach with sunshine per day. Looking at pics it seems to be mostly clouded over all the time. Do you get sunny clear skies around that time ? I just can’t seem to get a clear answer online. Any advise would be much appreciated
It's getting cold out there, so consider a journey that leads you into a warm museum. Whatever your interest, there's bound to be a specialized one to engage it. If art and sculpture are your passions, discover some favorite art museums around the world. And consider that you can make a day of it soaking up culture as many contain surprisingly good restaurants to visit in between your viewing.
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.
Later in the month, the day after Thanksgiving begins Christmas season with the Ford Holiday River Parade and Lighting Ceremony. Decorated floats wind through the illuminated trees and bridges along the river. Luminaria, San Antonio’s annual free contemporary arts festival (Nov. 10-11) will take place in Hemisfair and other downtown venues, unveiling a special program at the Mission San Jose, a UNESCO World Heritage Site. San Antonio has been recognized as a Creative City of Gastronomy by UNESCO’s Creative Cities Network. Influences of Mexican, Spanish, German, French, and Native American cuisine and ingredients combine to form the city’s culinary heritage, increasingly attracting foodies to its hundreds of unique restaurants.
If you’re a bit more on the timid side, you can always use Yelp and TripAdvisor to get good insights on places people have visited. As a disclaimer, some of the ratings may not be accurate on these sites, so make sure you go through and read some of the more recent reviews that people have written. We did this for a few of the places we visited and had no issues. 
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