Even cheaper than that is Cartagena, although the flight would probably be a bit more expensive. Cartagena has a gorgeous walled colonial Old City filled with cool hotels, shops, and restaurants, and it’s a 10-minute cheap taxi ride to a strip of beachfront hotels in a modern neighborhood. It helps if you know Spanish in both places, but Playa del Carmen has so many English speakers that it’s easy to get by on that alone. Those are my best picks in our region for inexpensive places that are fun with a lot to offer a solo traveler or small group. Let me know if you have any questions. -Roger
Yes, these lists are reviewed and updated at least once a year. I’ve been adding new cities each year and even removing a few that have become too expensive to be on a “cheap” list. Personally, I’m an obsessive travel planner (which is why I do this for a living) and I like planning at least a few months in advance. You usually get the cheapest flights around 3 months out, although it can range from 2 to 5 months for longer flights. In other words, now is a great time to plan a November trip.
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.
In addition to the obvious perks of pleasant weather and fewer tourists, off-season rates at accommodations are abundant. Voted No. 1 continental U.S. island by Travel + Leisure readers for the third time in 2018, Hilton Head has much to offer visitors. One of the most popular activities, perfect with autumn temperatures, is biking on the more than 60 miles of pathways covering the island, including along 12 miles of beaches. Bird watchers will keep busy spotting egrets, sandpipers, wood storks, sea gulls, pelicans, and ospreys. Well known as a golfer’s paradise, the Hilton Head Island area boasts more than 33 courses.
Even cheaper than that is Cartagena, although the flight would probably be a bit more expensive. Cartagena has a gorgeous walled colonial Old City filled with cool hotels, shops, and restaurants, and it’s a 10-minute cheap taxi ride to a strip of beachfront hotels in a modern neighborhood. It helps if you know Spanish in both places, but Playa del Carmen has so many English speakers that it’s easy to get by on that alone. Those are my best picks in our region for inexpensive places that are fun with a lot to offer a solo traveler or small group. Let me know if you have any questions. -Roger

Hi Roger, Just wanted to thank you for taking the time to compose this list. I always refer to your destinations (with great weather) lists prior to booking future-dated vacations. I was a little worried that you didn’t mention Bali but there was more than enough in the comments to reassure me that it would be a great spot to visit in December. I also saw your other post for places to visit over Christmas and NYE. Thanks again!
From the Art Deco architecture to fabulous restaurants and nightlife, Miami is truly a city that appeals to every type of traveler. Art and culture lovers should plan a trip during Art Basel, which officially kicks off on December 6. The weeklong affair attracts celebrities, tastemakers, and bold-faced names, who come for the world-renowned art exhibitions, but stay for the swanky parties and events. Be sure to book a hotel well in advance, as prices skyrocket and availability becomes increasingly limited.
To name at least a few, I love Bali and will spend a month there again early next year. Iceland is very high on my list, partly because it’s so different from everywhere else. I also love New Zealand, partly for the same reasons. I’ve really enjoyed much of what I’ve seen in India, and I’m a bit embarrassed to admit that Goa is the place I’d like to go back to most because it’s relatively uncrowded and low-key compared especially to the cities of India. By the way, Varanasi is the single weirdest place I’ve ever visited. I love a lot about Vietnam, although like many other people, I’m not crazy about how you always have to be on guard for people trying to scam you there. Laos is nice, although with no coast and far fewer scammers.
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
Even if you can't sunbathe, the weather is still reliably pleasant all the time, with almost no rain. Weekly and monthly apartment rentals here are very popular, but there are plenty of hotels and hundreds of restaurants for those coming for shorter periods. If you want to be with the most English speakers you'll want to focus on the southwest area of the island around Los Cristianos and Playa de la America.
Interestingly, I had not seen that June travel warning. It’s hard to know what to think of it. On one hand, the US State Department has official warnings like this to many places, including quite a few that people safely travel to every day. And also, even when Colombia had its problems for all those years, Cartagena was considered safe because it’s this tourist beach town and the drug and FARC problems had nothing to do with it. My best guess is that Cartagena itself would be fine and perfectly safe, but I wouldn’t rent a car and drive around the highways myself at this point. Sadly, I think it might be best to save Cartagena for another time when there is no known threat.
Say Hydrated – This is a no-brainer and one of the most significant challenges for me. I never drink enough water, but it was hot this week in Florida when we were at Disney, and I could tell such a difference in how I felt when I was hydrated. I felt like it made it easier to stay strong and stick to eating low carb/keto as it helps to quench false hunger.
Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.
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.
I’ll be happy to try to help, but I’d really need to know your starting point because there are cheap places in different corners of the world, and it’s not worth flying halfway around the world to try to save US$20 per day. In mid December through January for beaches you should consider Thailand and perhaps also Vietnam. I’ll give you more information once I know where you are starting from. -Roger

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December is a popular month to go cruising around Hawaii and Mexico. It’s an ideal family trip, especially with most kids in the US out of school for the holidays. Experience the Hawaii’s tropical paradise. Pick a popular cruise liner and visit ports of call like Nawiliwili on Kauai, Honolulu on Oahu and Kona on the Big Island. If the Caribbean floats your boat, we recommend taking a cruise to explore Mexico’s Costa Maya, Cozumel, Ensenada, Acapulco, Cabo San Lucas, Puerto Vallarta and more.

Prices go up a bit when you go south into Malaysia, but it’s worth it if you’ve got the money. You might even consider Myanmar as well, which I’ve yet to visit, but I keep hearing great things about. It’s honestly the perfect time of year there. By April it’s insanely hot (the hottest month of the year), but December through February is lovely. It’s all quite safe as well, as long as you keep your wits about you. I’m happy to help with more information if you need it.
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
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.
The last one is a 10 day trip for spring break 2018 most likely to be from March 9th to March 18. I’m thinking Europe but I don’t want to stay only in one country. I have so many options that I need someone to shorten the list in a way that it will work out. I want to go to Amsterdam, Rome,Venice,London,Barcelona,Zurich,Madeira,Dublin, and Madrid. (Amsterdam & Barcelona are a must).
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
Yes, it's high season and rates edge up, but that's only because everyone wants to make the scene and flee cooler climes. Whether you prefer a hotel right on the beach, one in the midst of Miami's trendy Art Deco or Wynwood art district, or a tower with horizon views and vast swimming pool, there's a place for you. And each December, Art Basel in Miami Beach brings together artists with knowledgeable collectors and gallerists.
There’s also Mad River Valley in Vermont, another place to spot amazing hues of fall foliage within Green Mountain National Forest, which provides one of the most gorgeous November vacations. Enjoy quiet seclusion in the small towns near and around Central Vermont for a once-in-a-lifetime chance to see autumn’s last breath and the birth of winter white splendor. Plus, November also happens to be primetime for skiers in Vermont and surrounding Eastern states. Enjoy a slice of wondrous heaven this Thanksgiving holiday.

So long story short, if you want to visit Istanbul and perhaps another city, I think December could be okay. But for almost anywhere else in Turkey I just don’t think it’s worth it. Fortunately there are plenty of other places to choose from and hopefully you can find time for Turkey another time of the year. Let me know if you have any other questions. -Roger


You mention New Zealand and of course it’s summer there then, so it would be a good choice. However, all of these places will be crowded and near peak hotel rates if they are warm. So I’ll be happy to give you advice if you tell me if you’d rather visit one or more European cities in the cold season, or if you are looking for a warm place like New Zealand where it will be fairly crowded. By the way, the southern European cities such as Rome and Barcelona are lively and enjoyable that time of year, as the Christmas season goes on, and there aren’t too many tourists except for a few that travel to see their families around the holidays. So it can be a good time for southern Europe, as long as you don’t mind wearing a jacket or jumper during the day, and maybe a bit more in the evening. Give me a bit more guidance and I’ll be happy to try to help. -Roger
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