Costa Rica is kind of the Thailand of Latin America in that they have great tourist infrastructure and it’s the easiest place to get around. They also have a lot to offer with the beaches on both coasts and many natural sights and activities, plus of course the Arenal volcano, which is a really nice area. San Jose is best as a place to just pass through on your way somewhere else.
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.
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
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.