Let’s just say that November in Colorado is a truly exciting time of year. The city of Denver hosts several hot annual events, including Mile High Holidays, The Starz Film Festival, and the International Wine Festival. There’s also Denver Arts Week, which is a week-long celebration of the visual and performing arts held during the same month. What’s more is that snow aficionados looking to get an early start on winter sport fun should make resort reservations come November. The earlier you claim those spots, the cheaper the prices tend to be.

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.
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.

Either way, my favorite warm-weather destinations near North America are San Juan, Puerto Rico, Playa del Carmen, Mexico, and Puerto Vallarta, Mexico. All 3 of them have very interesting towns that are also on lovely beaches so you have nightlife and culture mixed with beaches and water sports and whatnot. You might get low 30s for daytime highs in October, but it cools off in the evenings and it’s pretty nice. Let me know how that sounds and if you have other ideas I can add more information if you like. -Roger


If you are mainly just looking to relax, you've found the perfect place, with warm weather and amazing off-season deals. The all-inclusive resorts tend to be much cheaper in the long run, although they do make it more difficult to experience the local culture and explore the whole island. If you don't care about leaving the resort and you want the best all-inclusive value in the Caribbean, head straight to Punta Cana, which is mentioned just below.
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.
×