When you mention, “not too touristy”, the first thing that comes to mind is San Juan, Puerto Rico. I’m not sure if you’ve been there already or not, but one great thing about it is that the “tourist” areas close to Old San Juan are filled more with apartments than with hotels, unlike Cancun, where it’s nothing but hotels and timeshares. I can highly recommend the Condado neighborhood, which does have some large hotels but is mostly apartments for expats and seasonal visitors. There is even a free bus that goes from there to the heart of Old San Juan, which is a gorgeous colonial town filled with great restaurants, bars, and interesting attractions.
If you are looking for an all-inclusive resort with reasonable airfares from Chicagoland, your best bets will be in Punta Cana, Dominican Republic, or the Cancun/Playa del Carmen area. Both have everything on your list, except perhaps wild life, depending on how you define that. You can get cheaper flights into Cancun, and there is a wide variety of offerings once you are there. If you don’t think you want to leave the hotel much, then stay in the Cancun hotel district or along the Maya Riviera nearby. But if you want to interact with a real and lovely town, then stay in Playa del Carmen or over on Cozumel. There are many nearby activities and some very interesting ruins.
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.
Reading through your wonderful comments- looking for Xmas for 6 people that have travelled extensively. Caribbean now is “out” and still fear zika since my kids are in their 30s- or do you think zika is a scare of the past? Uruguay has been on our radar and so i thought it interesting that you had a recent comment. Galapagos is filled. Maldives? Do you think Cuba is still an option after Irma and with current US relations? Thanks
Ah, November. The end of the year is nearing, and most of us haven't traveled nearly as much as we planned upon. Thankfully, the second to last month of the year boasts not one, but two, holiday weekends for you to cash in on some of those vacation days and take a little sojourn to somewhere special—with family, with friends, or maybe even your significant other. But where should you go? There are a ton of places where the weather is still warm in November. But if you are looking to cash in on the seasonal appeal, there are also scores of exotic locales which count November as the peak time to travel there (
Yes I have stayed in Bali for a month too, that place is really special I agree. I haven’t been to any other places that you mentioned above except for Any Dhabi and Dubai but I didn’t really explore or have cash to do anything really there. I have been to Singapore but only on transit. I hope to spend the next year in and around south east Asia teaching English, after April/May onwards. Inshallah!
First of all, applause to all your kind help (and your time). My 8 years old boy and I want to travel in December to a warm country and I am a little bit nervous to be only two of us since my hubby could not join us. I am just wondering if Costa Rica (or Brazil) safe to travel for a woman alone with young kid? Any other safe countries in your mind (with affordable price)? We live in D.C and don’t want to fly too far like Asia, Australia, etc. We have been in Dubai and Mexico.
If you are going for one week I wouldn’t go all the way to Thailand, but if it’s two weeks I think it’s worth it. It takes most of a day in each direction, but flights are often reasonably priced, and everything there is cheap once you get there. I’ve actually lived in Thailand for 6 months and have visited many more times and it’s actually very easy and stress free once you are there. All the important signs are in English and nearly everyone you’ll encounter as a tourist will speak enough English to help you as well. You can get around by train or VIP bus for cheap, or fly to the islands for cheap. It’s very safe there as well. You could spend a few days in Bangkok and then head to one of the islands or take a train up to Chiang Mai.
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
Over in the Americas, meanwhile, it’s all about downhill thrills. Mt Hood, an 11,250ft (3429m) stratovolcano in Oregon’s Cascade Range, has North America’s longest ski season, with good quality powder dumps arriving in earnest at the beginning of November (before the real ski crowds descend). Runs are split fairly evenly between grades, making it a great spot for skiers of all abilities. Those looking to really ramp up the thrill factor, however, should head south to Nicaragua, where volcano boarding – tobogganing down their slopes – provides a one-of-a-kind adrenaline rush.

Oh no. I don’t mind rain but that would be a little disheartening. I come from a tropical place and it wasn’t until I moved to Canada that I realized that “rainy seasons” don’t really mean much. More so, I went to Punta Cana last October during the cold period and it was gorgeous every day, and what little rain fell was usually overnight or little drops that you could stay on the beach unbothered.


It would be hard to beat Chiang Mai for its combination of great November weather and low prices. Even though it's officially the start of the high season for hotels, the beginning of the month is usually very slow anyway, so bargains are common. Hotels in Chiang Mai are among the best bargains in the entire world, so even if you do have to pay full price for a room it'll be cheaper than a dorm bed in most European cities.

The period between November and April is the Philippines’ “dry season,” which is generally considered the best time of year to visit. And while February and March can be unbearably hot, in December, you’ll find pleasant temperatures and sunny days. Start your trip in Manila (check out the funky Henry Hotel in Pasay City), then retreat to one of the country’s picturesque private islands. Our recommendation? Amanpulo on Pamalican Island, where there’s something for everyone: scuba diving, moonlit boat rides, tennis, yoga, and five-star service.
If you are interested in a place that isn’t focused on beaches in that area then I’ll point you to some recent answers just above where I mention the charms of Chiang Mai in northern Thailand, or Luang Prabang in Laos, and/or Siem Reap in Cambodia. All of those are wonderful places with temples and other sights, and they are quite affordable once you are there as well.
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!
That’s an interesting question. On my main list of Caribbean destinations ranked from cheapest to most expensive, I have a list of the 6 islands that suffered heavy damage and are not going to be open for normal business this coming winter. But that leaves 26 other destinations on the list where things are totally normal. Fortunately for the industry in general, the busiest destinations such as Jamaica, Dominican Republic, and the Cancun area, are all still unscathed.
You’ve got a pretty good budget so you can afford to go almost anywhere, assuming you are okay with renting one or two houses or villas instead of 4 hotel rooms. If you are willing to fly all the way to Asia, your best bets would be Bali or one of the Thai islands, probably Ko Samui or Phuket. In all of those places you should be able to rent a house or villa near the beach and then do activities and day trips very easily.

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.


November is a perfect time to visit Bermuda, with temperatures in the mid-70s and pink sand beaches that are less crowded than in high season. There are many ways to explore the 21-square-mile island, from under the sea where you can snorkel or dive among coral reefs or shipwrecks to the Bermuda Railway Trail, an 18-mile abandoned rail bed that winds through scenic landscapes and shorelines. The Crystal Caves take you into an underground world with a subterranean lake and white limestone stalagmites. The 36-acre Botanical Gardens, established in 1898, inspired John Lennon during a two-month Bermuda stay that led to his Double Fantasy album.


As for Costa Rica, I think it would be ideal for what you have in mind. It’s by far the most tourist-friendly (and English speaking friendly) country in that area, so it’s a great starting point. Belize is pretty easy as well, although there is far less nature to enjoy. Panama and Nicaragua are a bit cheaper and have similar things to offer, but Costa Rica has the best infrastructure and nature parks, so it’s less stressful for a first-timer. The snorkeling is better on the Caribbean coast, I believe, but the better tourist beaches are on the Pacific. The country is pretty quick to get across, so you could easily spend a few days on both sides, plus another few exploring the rain forests and volcanoes and such.

I’m looking for some ideas for driving holidays and have a month off over December and January. I’m not into trekking and looking for good warm/hot places to visit for the less mobile. Went to South Africa last year which was amazing. I like diversity, definitely not into trekking or just laying on a beach. Ideas that are floating around in my head are Bolivia, Chile and Argentina (worried about accessibility and state of roads) but loved Buenos Aires when I went there. Was also considering NZ with a fun stop on the way. I’ll be flying from the UK and will be solo.


Resolve – My number one asset to staying on track was my resolve. I made my mind up before we left that I would not give in when tempted and that I would be entirely aloof for donuts, desserts, fries, and other favorite treats. I just kept reminding myself that I could enjoy those foods again perhaps on our next weekend getaway or at the end of our vacation if I chose to have a cheat day. Otherwise, they would be dead to me because I didn’t want my kids feeling guilty eating treats in front of me. I don’t want them ever to relate being good or bad based on what they ate so again; I had to have the mindset that it wasn’t a big deal.
More good news comes with the fact that there are two other great resort areas that are each about 90 minutes by shuttle from Montego Bay Airport, so you can almost as easily reach Ocho Rios or Negril, both of which have a different vibe that you might prefer. Bargain hunters will also find pretty amazing prices at the all-inclusive resorts, particularly those in Montego Bay and Ocho Rios. If you prefer a quiet beach area lined with smaller hotels, restaurants, and bars, then head to Negril.
The eleventh month of each year brings nice fall foliage, a nice pre-holiday calm, and tons of things to give thanks for—especially when it comes to traveling. From the Big Apple to the Sunshine State and all the way to the Pacific Coast, it’s easy to rest and relax before the seasonal hoopla by escaping into the grey blue skies and cooler temperatures of late fall by attending a star-studded annual parade, adventuring into the wonderful world of Disney with the kids, or even getting away to a tropical paradise to experience a warmer weather vacation getaway.

November is typically the end of the wet season in Sri Lanka, and of course it’s hot every day of the year. I think you’ll be okay. In those areas there are often a month or two where it rains a LOT, and November is not one of those months in Sri Lanka. You might get a few storms per week, but they should be the kind that start at 3pm and finish 20 minutes later. They are easy to shelter from because you see them forming. You can get storms like that almost any time of year in the Tropics. Have a great trip. -Roger


My family and I are planning our first trip to Europe for the last week of December (2018) and the first week of January (2019), I know this is a long way off but I am a planner and to me that is half the fun! I know to most people that time of year in Europe is not ideal, but we LOVE cold weather, snow, rain, etc. and I am drawn to the lower prices and smaller crowds. So far I am considering Rome for 6 nights, Venice for 2 and Munich for 6 nights. I want to take day trips from Rome to see Pompeii & the Amalfi Coast and from Munich to see Rothenburg and Nuremburg. Does this seem like a good itinerary? Since I love the cold weather are there any other itineraries you think would be ideal for that time of year? Any advice you have would be very much appreciated.

That said, I think going to Siem Reap in Cambodia would also be a great idea. And Vietnam is also really wonderful, especially that time of year. Hanoi is quite chilly in December and Saigon is still very warm. It’s worth visiting both of those along with Halong Bay near Hanoi and Hoi An in the center of the country on your way between them. You could easily spend 10 days in Vietnam or more.
Ah, November. The end of the year is nearing, and most of us haven't traveled nearly as much as we planned upon. Thankfully, the second to last month of the year boasts not one, but two, holiday weekends for you to cash in on some of those vacation days and take a little sojourn to somewhere special—with family, with friends, or maybe even your significant other. But where should you go? There are a ton of places where the weather is still warm in November. But if you are looking to cash in on the seasonal appeal, there are also scores of exotic locales which count November as the peak time to travel there (

Thank you, and I’m always happy to hear that people find this useful. Buenos Aires is a wonderful city and it feels very modern and very European, at least compared with most of the rest of South America. I would think that bringing a baby there would be similar to bringing one to, say, London or Paris. Rio de Janeiro is perhaps the most beautiful city location on earth, and it’s got some very rich areas (mostly along the beaches) and many dodgy areas. They also seem to struggle more with infrastructure there so bus service isn’t very modern and that sort of thing. That said, I haven’t been since they hosted the World Cup and Olympics and I’ve read that much of the situation has improved. Long story short, I think you might just have to be a bit more careful in Rio when choosing a hotel and neighborhood and that sort of thing, but generally I think you’d be good.
I would like to ask for your advise for a travel in the month of December for about 4-6 days max. I am from Delhi and my husband and me plan to travel somewhere near but a not so expensive destination. I read Thailand to be a good option in the comments above but we went to Seychelles and Goa in the past few months so I am looking for a fun place to go but looking for if there is any place that is different from the mentioned or any other place that you would suggest. Thanks in advance!
Bali, which is just south of the equator, would be a good choice in November. It does rain a bit that month, but they are summer storms that tend to only last 30 minutes or so. It’s a wonderful island with great prices on most things, including massages. The complicated thing about Bali is that the main tourist areas of Kuta, Legian, and Seminyak are now so crowded that they can be unpleasant. I spent a month there again earlier this year, and I don’t think I’ll go back to that part of the island.
Sri Lanka could also be great, and it’s very different. In fact, you might even consider a trip to India itself, which is obviously similar to Sri Lanka. But Sri Lanka is far easier to do in about 12 days, with most of your time spent in the mountains and a bit along the southern coast. Colombo is mainly just good for flying in and getting your bearings. Sri Lanka is also a bit more expensive than Vietnam, but both are great value. And again, you could instead go to Kerala and Goa in India on a short trip, although those are more about relaxation than culture. Let me know if you have any other questions, and I hope this helps. -Roger
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.
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
Oh, did you want a sunny tropical vacation that doesn’t require a passport? Done. Hurricane season is over, flights are cheap, and the water is still warm enough for swimming (and scuba diving). Almost all the tourists come here via cruise ship, which means you’re mostly not competing with them for hotel rooms -- Windward Passage, Emerald Beach, and the Bolongo are all open for business after Hurricanes Irma and Maria last year. On December 16 you can catch Jazz By The Sea down at Coral World Ocean Park, and on December 21 watch the St. Thomas Lighted Boat Parade, where contestants (boats) are judged on lights, originality, and holiday cheer.
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