As for flight connections, Barcelona and Madrid should have decent connections to Toronto and Delhi, while Casablanca (Morocco’s largest airport) probably does not. So Spain is the better choice by that standard. On the other hand, you can get to Morocco by ferry from Spain in a short time, so you could go to Spain and also visit Morocco for a day or two.
Portugal does have one of Europe’s best autumn climates, but as you’ve noticed November can be a bit rainy. That said, in my experience it rarely rains for long periods in that part of Europe so I think it’s very unlikely that a big part of your trip would be “rained out.” Also those cities have lots of great indoor attractions so if you see that it’s supposed to be clear in the morning and drizzly in the afternoon, you can plan to explore neighborhoods in the morning and plan to visit a museum or castle in the afternoon. It’s a bit of a crap-shoot and generally Portugal has nicer weather than most of the rest of Europe at any given time. I hope this helps. -Roger

Brazil, on the other hand, has a famous problem with petty crime in tourist areas so I wouldn’t recommend it for a woman and young child. Another to consider is Puerto Rico, which has a lot to offer including great weather, and it’s also more or less part of the US, so it’s fairly safe and well organized. Hotels in Puerto Rico are a bit expensive, but you should be able to get an apartment rental in the San Juan area (gorgeous, by the way) for a modest price if you are staying for more than a few days. Let me know if you have any other questions. -Roger

I am trying to find advice on going to Cartegna, Colombia with my husband and 2 daughters next month, November 2017. We have never been there been, speak Spanish, and like the idea of the history and the hot weather. There is a US Travel Warning to Cartegna (as of June 2017) and I am thinking of cancelling our trip. There are so many websites of things “not to do” and “do not go there” and “do not where that” and “always have a full tank of gas” that I am scared. AND, the Travel Warnings says kidnapping! Do you think we should cancel and go to the Caribbean instead?


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.
Hawaii, as you probably know, would be great for what you have in mind, except that there are no cheaper options there at all. After that I agree with you that there are places in Mexico that could work. One in particular that I like a lot is the area around Playa del Carmen, which is just south of Cancun. It’s a lively and tourist-friendly town, instead of a strip of big hotels like Cancun, and there is a wide range of activities and accommodations in different price ranges.
i am planning my 2018 trip. i like olive and winery plantation. i would want to have hands on experience for both. i understand that Sicily, Sardinia and Tuscany have these . however Sicily And Sardinia have beautiful beaches especially the emerald sea. which will be the best month to explore all the of these places. Sicily or Sardinia ? i am from Malaysia.
Phuket is incredibly popular among Europeans in December, especially the final week, of course, so it's critical to book early to get a good price at a beachfront hotel if that's your mission. It's also important to mention that Phuket is an island with more than a dozen different beach towns, each with its own personality and price range. Some are raucous and down-market while others are quiet and very expensive.
The food, including its famous ceviche dishes, is a particular highlight here, and the tourist district of Miraflores is packed with interesting and cheap restaurants. Basic and cheap hotels are in the same neighborhood, so it's a better alternative to the historic center of Lima for most people. By the way, the rainy season in Cusco starts in December, so the trails can sometimes be cut off, although many people go anyway.
Italy should be at least a bit warmer than England this time of year, but not by all that much in a typical year. Also, if you only have about 9 days I think I’d try for no more than 3 or perhaps 4 total cities (Venice can be appreciated in about 24 hours if you are in a hurry). And of course, Paris and Amsterdam will both be quite chilly, so I think I’d save those for another trip. My recommendation would be to spend the whole trip in Italy so you aren’t so rushed. Do Rome for at least 3 nights and Florence for 2 or 3 nights, and then Venice for 1 or 2 nights. You could still have time to pop down to Sorrento for a couple nights to see Naples and Pompeii and whatnot.
As far as finding work on the road, the only decent-paying job that is fairly easy to get that I’m aware of is teaching English, but I think those gigs tend to last at least a few months. Right now Thailand is trying to get rid of any foreigners who are working in hotels and bars without permits, so Cambodia might be better at the moment. I’m one of the thousands of people who work online while traveling, and it seems much easier to make a decent living that way compared to working in hostels and such. Good luck with whatever you decide, and maybe I’ll see you on the road at some point. -Roger
Thailand is far more different and it’s easier to get around. The tourist areas are quite modern and well organized, and enough people speak English that it’s easy to do whatever you like. Again there you have choices of cooler areas in the north such as Chiang Mai, and of course Bangkok, as well as all of the islands. Let me know if you have any questions. -Roger

Lovers of historic architecture should consider tiny Malta in November, which still basks in glorious warm weather as much of Europe starts to shiver. The baroque palaces, churches and fortifications of its harbour-hugging capital Valletta look much the same as they did 400 years ago, and are extra lovely when observed from a traditional dghajsa (open boat) water taxi. If a life on the high seas has always appealed, then charter a course for the Cayman Islands come November, when the serene Caribbean isle hosts Pirate Week, a fun-filled festival that includes costume contests, street dancing and a horde of swashbucklers ‘invading’ the island and capturing the governor.
hi we have 3 boys age, 9, 7 and 5. we want to go on a two week holiday anywhere ( not europe or africa)over december for christmas and new year. we are from england. where is the cheapest to go/ fly to for a beach holiday and some day trips to experience the culture of the country? some tips on where to stay,best towns for families, and is package holidays better than booking everything individually? many thanks
Early in your message you say the last week of November, and then later you mention “late December,” so I’m not sure which it is. But if it’s late November, I think Italy could be a great option, as the weather there is still quite nice, at least in the south. You could go to Venice for a day or two and then Florence and Rome, and then maybe spend 5 or so days in Sorrento. I spent 5 days in Sorrento in mid November two years ago and the weather was very nice, even if it wasn’t warm enough to sit on the beach.
In Central America you could consider Belize. It’s small, but it’s got islands and beaches (not everywhere though) and forests and other cultural sights, and English is more or less the official language. It’s not as well organized as Costa Rica, but it’s not bad and it feels safe. The other to consider there is Panama, which obviously has a lot in common with Costa Rica. It has far fewer adventure activities and the good beaches are spaced out a bit, but still it’s a relatively rich country with tens of thousands of Americans and Canadians living there as well as visiting, so they have a good tourist infrastructure and it’s safe.
While it's true that it might be a stretch to call Cusco's November weather “great,” this is perhaps the best month of the year to visit, and the weather is quite good anyway. The high season for hotels in Cusco ends in October, yet the rainy season doesn't begin until late December, so November is that perfect combination of small crowds, low prices, and very good weather.

The Norwegian coastal city of Tromso, located more than 200 miles north of the Arctic Circle, is an enchanting winter wonderland in December. During the Polar Nights — when there is no sun at all — the opportunity to witness the Northern Lights is greatly increased. For another awesome view, take a cable car or an adventurous hike up to Floya, overlooking the city of Tromso and the surrounding mountains and fjords. The Polaria Arctic Experience Center and Aquarium is a family-friendly destination, both educational and fun. The 360-degree Planetarium at the Science Center in Tromso is another family option with breathtaking photos and a lifelike video of the Northern Lights. Stroll along Storage Street to be amazed at the number of cafes, restaurants, pubs, and shops featuring artwork, clothing, and crafts by local artisans. Mack’s famous Olhallen beer hall, established in 1928, is Tromso’s oldest pub, boasting Europe’s longest tap beer tower and a micro brewery. Their acclaimed Christmas Beer is released every December. Experience the Tromso wilderness on a dog sled or chase the glowing night sky on a reindeer sled with a native Sami guide. Tours range from four hours to five days. Whale watching is also ideal in December when humpbacks, killer whales, and several other species thrive on the plentiful herring fish in the fjords. Downhill and cross-country skiing opportunities abound for all skill levels.

My fiance and I plan to travel for a month starting Oct. 20. We’re thinking about selecting a region that would allow 4 destinations with great food, outdoor activities (hiking, swimming, horses, yoga, etc), nice accommodations that don’t break the bank, and some sight-seeing. We’re planning to get married on the trip, too. Any suggestions? Super appreciate your insight!

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!
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.
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.
New Zealand will also be crowded, but the country is otherwise mostly empty so it is still wonderful. You could fly to Auckland for one day or so and rent a campervan/motorhome. Drive it for 3 or so days on the North Island, and then onto the ferry to the South Island for the rest of your time. The South Island is far more scenic and less crowded. You’ll be doing some driving and looking, but after a few hours of that you can stop at a campground and have plenty of things to do such as hiking or water sports and much more.
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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