The rainy season in Cartagena winds down by early November, so this is an ideal time to come, especially toward the end of the month if you can get cheap airfare before and/or after Thanksgiving. The temperatures are pretty much the same here every day of the year, so the key is to work around the autumn rainy season to when it's dry but before hotels fill up.
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 I had more information about destinations in East Africa that would qualify I would love to include them. But unfortunately, it’s one of the few regions I haven’t been to myself, and according to every source I hear, very few foreigners are visiting as well. I know many (especially wealthy) people do the safaris in that region, or they walk up Kilimanjaro, but outside that it still sounds like there is almost no tourist infrastructure or even a backpacker scene. If you know things to be different, please let me know because I’m very open to it. -Roger
As for Indonesia vs. Philippines, I’ve been to Bali quite a few times but I haven’t been to Bandung. And for the Philippines I’ve spent time in Manila and in Tagaytay just to its south, and I don’t think I’d recommend those for a longer trip. And I also spent two weeks on Boracay Island, which is quite nice, but it’s small and also a place I wouldn’t recommend for a longer trip like yours. For information on Indonesia you might go to my friend’s site – travelfish.org – which is an excellent resource. Unfortunately, they don’t cover the Philippines yet. Best of luck with what you end up doing. -Roger
Weirdly enough, Central America and South America aren’t really known as top “culture” destinations, as the colonial history has mostly wiped out the indigenous history in the larger places. There are Aztec, Maya, and Inca ruins and sights, but not really enough to build a whole trip around. I’d say the most interest of those would be the Inca culture of Peru, specifically around Machu Picchu and the valley around Cusco. Alternatively, visiting Argentina is pretty much like visiting Europe from a culture standpoint. It’s quite nice there and prices are low if you know about the blue market for currency, but otherwise it may not be what you are looking for.
We spent a month in Costa Rica last year and although we thoroughly enjoyed the trip, we don’t tend to be “repeat customers”, so we’d like to venture somewhere new (we saw that you had mentioned this as kid-friendly a few times, so just wanted to let you know that we’ve already been there). Some available attractions and activities would be ideal, but, we’d also quite enjoy the beach towns of some sort. We love hostel type of accommodations, aren’t overly-indulgent and can get by on a fairly modest budget. We are of the mind-set that spending more time, is more valuable than spending more money.
Flights, on the other hand, can be pricey if you buy too early. My recommendation would be to book a resort soon and then put a fare-alert on the flights so you’ll get an email when the fare drops. For the Caribbean the cheapest fares are usually only 2 or 3 weeks out, and since that is a slow period you really shouldn’t have any problem (unless you are trying to go on popular Thanksgiving dates). Most likely the resort prices won’t change much as November approaches, so you could probably wait on that as well. There will definitely be empty rooms when you get there, so the resorts usually don’t start pushing up rates when they will be partly empty. Best of luck on this. -Roger
Islands full of olive groves, sparkling Adriatic beaches, and romantic medieval cities begging to be explored; Croatia is an idyllic European escape. If you’ve dreamed of wandering the walls of the ‘Pearl of the Adriatic’, Dubrovnik, without all the tourists and hordes of Game of Thrones fans, November is your month. The weather is still warm, the water bath-like, and the families and backpackers have dispersed – which means you can beach in peace. Or why not try one of our sailing adventures, and island-hop your way around the stunning coastlines on your own private yacht?
Actually, most of the popular European cities have fairly mild winters, in that they don’t spend much time below freezing and snowstorms are rare as well. It’s hard to make suggestions without knowing about your tastes, but I will tell you that the most popular European cities are London, Paris, and Rome, and none of them get snowed in often. If you are going to Italy, you should also go to Florence and maybe Venice as well.
The great thing is, many hotels that have rooms with kitchenettes don’t charge more (or it’s minimally extra) than what a normal room would be. Be sure you call in advance to make sure you’re getting a full kitchen. We spent one night at a hotel that claimed they had a kitchenette, but it was really only a dorm room size refrigerator and a microwave.
If the thought of another year crawling to a close has left you feeling a little low, November is the perfect time to give yourself a travel-fuelled lift, with an array of destinations primed for exploration during the penultimate month of the year. Trek in perfect conditions in Ethiopia and Nepal, visit Orlando’s theme parks at discount rates, sample an unusual Thanksgiving dinner in Puerto Rico or don your skeleton outfit for Día de Muertos in Mexico – trust us, the year is far from over!
If you wanted to spend maybe 7 days outside of Singapore, I think I’d do 2 or 3 in Malaysia and then the rest in Thailand. Bangkok is another huge city but it’s also somewhat exotic compared to the other two, and much cheaper as well. Or if you wanted to spend some time on a beach you could instead go to one of Thailand’s islands. Phuket is the easiest to reach, but it’s not very interesting. Kho Phi Phi or Kho Samui are probably better choices because they really feel like islands (Phuket is more of a peninsula) and there is still plenty to do.
As for key events in December, I typically avoid those sorts of things myself, so I’m not a good source on that. I actually visited Rio de Janeiro during Carnival, by accident, and it drives hotel prices so high and also crowds that it’s probably the worst time to visit unless you specifically want to spend all night watching the parades. And Oktoberfest, as another example, literally triples the prices of hotel rooms in Munich, so it’s only worth it if you REALLY want to get involved in the Oktoberfest thing yourself. But plenty of other travelers love to go witness the biggest events, and I assume they love it, so there is no right or wrong.
What a great site, I am planning to travel for about 7 days late Oct. The original plan was to go to Orlando/Florida but with the recent hurricane I think i need a new location. I want to go somewhere warm/hot with a budget of about £500. Can you recommend anywhere. I would be travelling from the United Kingdom (London). I have been to Tenerife, Gran Canaries before, so would like some alternatives. Thanks
The other place that comes to mind is Croatia, which also has reasonable weather in November. I’d recommend focusing on Split, which has many similarities with the more-famous Dubrovnik, but it’s easier to reach, much cheaper, and more authentic because Dubrovnik has become kind of cheesy as a cruise port. You could even take a bus to Mostar or Sarajevo in Bosnia for a couple days. The coast in that area is beautiful and there won’t be many other tourists that time of year. I hope these ideas help. Let me know if you have any other questions. -Roger
There are not one but a cornucopia of hotspots to check out in the Aloha State come November. First, Oahu, which has, throughout the years, been transformed by Asian-Pacific locals from a holiday outpost into a globalized, cosmopolitan destination that offers all the glory of paradise in one locale. You’ve got the allure of the Island landscape, plus the buzz of modern living mixed in a relaxed, slow-paced daily lifestyle near the shores. It is (along with Honolulu) the center of the Hawaiian universe, and will no doubt sprinkle excitement into any Thanksgiving celebration. You might even want to go all out by getting a taste of authentic, fantastic Hawaiian flavor by cooking that turkey in a traditional imu (underground oven)! Those who want to work off all that feasting can hop on into the Turkey Trot 10 Mile Run on Thanksgiving morning and then spend Black Friday enjoying the annual Waikiki Holiday Parade—instead of braving those restless shopping crowds.

Increasingly popular, Lisbon is quite warm in summer, but November’s cooler temperatures and fewer crowds make it a pleasant time to visit. A city of hills and spectacular views, many terraces (miradouros) offer vistas for those who climb (or take a taxi) to the top. Alfama is the city’s historic district, defined by hilly, narrow cobblestone streets. The Fado Museum, in Alfama, honors Portugal’s soulful folk music and provides some background on the sounds heard nightly in the city’s fado houses and bars. Seafood is plentiful in Lisbon, and the traditional Portuguese dried salted cod (bacalhau) is on most menus along with octopus, shrimp, sardines, clams, and tuna.
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
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