If I were you I’d fly to Bangkok and stay at least 2 or 3 nights in the famous Khosan Road area, which has a bad reputation with some people, but it’s really fun. It’s also cheap, and a short walk from most of the main cultural sights. After that you could fly to Ko Samui or Ko Phagnan or Ko Phi Phi, and easily find the better party spots. You could also go to Phuket, but I prefer the others for younger people. Phuket has loads of nice beaches for families and couples, but the one “party town” (Patong Beach) is a bit over the top, and mostly geared for groups of men who want to go to the “beer bars” and strip clubs and whatnot. The smaller islands will have a more mixed crowd, including many backpacking females. Hopefully this helps. Let me know if you have any other questions. -Roger

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.


Montreal’s oldest Catholic Church, dating to 1656, includes stained glass that chronicles the history of the city. The city’s Parisian-style historic district, with cultural landmarks, boutiques, cafes, and restaurants, can be toured in a horse-drawn carriage for the full vintage effect. La Grande Degustation de Montreal (Nov. 2-3) attracts wine producers, distillers, and brewers from around the world. Montreal also hosts the 24th-annual French Language Film Festival (Nov. 1-11) featuring contemporary films from around the world subtitled in English. When it’s cold, visitors can head to the underground city, a network of tunnels, corridors, and plazas with more than 1,000 retailers and restaurants. The Montreal Tower Observatory, the world’s tallest inclined tower, provides breathtaking views of the city, the Laurentian Mountains, and St. Lawrence River Valley.
This popular island in the Andaman Sea boasts mountains, rainforests, white sand beaches, nightlife, and a range of hotels from casual to ultra-luxury. Watersports of all kinds are popular, with snorkeling and scuba diving among the colorful fish and coral reefs a favorite. Boat trips take visitors to smaller nearby islands and among the limestone cliffs, caves, and karsts — steep limestone structures rising from the clear aqua sea. The white marble “Big Buddha” statue, nearly 150 feet tall, on top of Nakkerd Hills is visible from miles around, and it provides a stunning viewpoint. The island has been settled from early times and through the years with migrants from India, Arabia, China, Portugal, Sri Lanka, Netherlands, France, and Great Britain, all attracted by Phuket’s natural resources. Old Phuket Town’s shrines, temples, museums, shophouses, and buildings provide some evidence of the island’s history. Today, for lively nightlife, head to Bangla Road at Patong Beach for restaurants, pubs, music, open air cafes, and street performers. For many visitors, Phuket’s beaches are the main attraction, and with more than 30 around the island along with ideal December weather, everyone can find the perfect spot for sunning and swimming. For the ultimate in luxury, the beachfront Banyan Tree Phuket offers villas with private pools and open-air bathtubs, an award-winning spa, several dining options, golf, and a tranquil saltwater lagoon.

Located on the north Pacific coast of Costa Rica, the 15-mile peninsula is home to lush jungles, postcard perfect beaches, and five-star hotels. It is decidedly remote (the nearest “town” is a 45 minute drive away) but sometimes, remoteness is exactly what a winter getaway calls for. Though Papagayo is the kind of place where you might be tempted to never leave the confines of your resort—there’s an Andaz, a Four Seasons, and a community of luxury villas to rent—it also caters to adventure lovers, with activities like ziplining, jetskiing, and four-wheeling through the jungle. Stick with later in the month to avoid any lingering rain (rainy season goes from May to early November.)


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.
On my own trip I spent 3 nights on the North Island after leaving Auckland, and then 4 nights on the South Island. The South Island is more scenic and interesting, and much less crowded, so I would have liked to have stayed another 2 or 3 nights if I had the time. So I’d recommend 3 or 4 nights on the North Island and 5 to 7 nights on the South Island. With smaller towns and smaller crowds on the South Island, that is the better place for star gazing, though most of the North Island is fairly empty as well. It’s an amazing place and I’m sure you’ll love it. Have a great trip. -Roger
Early December is the end of the rainy season in those areas. The storms tend to be short by that time, but still you will probably get a few quick downpours a week. I’m not an expert on getting around in the Philippines, though I do know that it’s rarely fast or easy. If you want a place to relax then Boracay Island might be the best. Sorry I couldn’t be of more help. -Roger
If you are looking for beach weather in December then most of your list won’t work, and several of them are only on rivers. Starting from Kolkata you have many good choices that are much closer to you than anywhere in Europe or the Canary Islands, or the Caribbean for that matter. In fact, I’m a bit confused by your list because there are so many different types of places on it, many that aren’t warm or on beaches.
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!
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
Similar to so many on this list, Cape Town begins its busy season in the second half of December, so November is ideal in that the weather is nearly perfect and you don't have to worry about high-season crowds or prices. This is a city that has things available at almost any price level. Many of the hotels cater to the 4-star resort crowd, but there are also plenty of hostels and cheap hotels so backpacker-types should be able to get by on a low budget.

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.


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.
Make like a Viking and soak those sore muscles in one of the many outdoor heated pools, some hidden away and others modern day gathering spots. The famed Blue Lagoon is Iceland’s best-known geothermal spa with temperatures of 98-104 degrees Fahrenheit. The lagoon’s waters are rich in minerals like silica and sulfur and are reputed to have healing powers for skin problems. There are saunas, lockers, showers, and towels available for a reasonable fee as well as restaurants and a lagoon side bar. Whale watching, though not prime season, is always an option in Iceland, as is dog sledding — on snow if available or dry land if not. Either way it is an amazing experience, and the meet and greet part allows you get up close to these beautiful dogs.  The younger crowd might enjoy the Iceland Airwaves Music Festival to be held in Reykjavik this Nov. 7-10 showcasing hundreds of acts, both famous and newcomers. Venues include bars, bookshops, theaters and concert halls.
Thank you for the kind words. If you’ve got 30 days in Thailand I would recommend spending more time in Bangkok and probably in Chiang Mai as well. Bangkok is huge and in December the weather is actually quite nice, so two days seems way too rushed. As for which islands to consider it sort of depends on why you don’t want to go to Phuket. Phuket is the largest and busiest island and it’s got just about everything that the rest of the islands has. I can understand not wanting to spend time in Patong Beach, which is the shopping and nightlife capital, but there are many other wonderful beaches and towns on Phuket that are quite different from that.
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.
In Laos, Luang Prabang is a really lovely city, and Vang Vieng is nice, but Vientiane is kind of plain and probably not worth a stop. I don’t think I’d recommend Laos for a multi-generational trip, unless you just want to fly into and out of Luang Prabang. Laos is really interesting for backpackers and adventure travelers, but it’s behind the times for family travel.
Wine aficionados will enjoy sipping Argentina’s well-respected wines, Malbec, a rich red wine, and Torrontes, an aromatic white. Malbec is a perfect match for Argentina’s beef dishes, and Torrontes would make a delightful partner to Milanesa, whether veal or chicken, pounded thin, breaded, and fried. The country’s cuisine demonstrates the influence of Italy; about 3 million Italians migrated there during the late 19th and early 20th centuries. Pizza, pasta, and helado, an ice cream similar to gelato, are as much a part of the cuisine as their asados, barbecued beef grilled on a parillo. Consider a stay at the historic Savoy Hotel, WorldHotels Collection in the artsy Avenue Corrientes area with its elegant neo-baroque lobby, adorned with chandeliers and frescoes.

For those looking for an even calmer slice of paradise without all the holiday festivities, try Waimei on Kauai’s southwestern shore, which offers calm waters and sandy beaches that are especially attractive in the early winter months. Get away from all the gloomy weather of the East Coast by trying out a Waimea vacation rental—it’ll definitely make for makes the perfect base to explore all Kauai has to offer.
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.
If you are aware of what you’re eating throughout the day, you can better plan for indulgences. When traveling to a place that is known for their cuisine, enjoy eating while remaining balanced about your diet. Instead of getting a sweet all to yourself, maybe share it with whoever you are going. By sampling small portions of food, instead of overeating till you feel sick, you can enjoy your vacation food while still keeping your Keto Diet in mind. Alternatively, be sure to get as much exercise as possible (walk to destinations instead of taking a bus or driving), and the extra exertion will help use up any extra calories (or carbs) that you may eat.
Otherwise the big draws are the Great Barrier Reef, which is obviously focused on diving, snorkeling, and water activities, so it may not be too interesting, and Uluru, which is the big rock in the center of the country (and not near anything else of interest). There is also wine regions in the south near Sydney, and of course nature parks to see kangaroos and the other indigenous animals.
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.
Without knowing more about your interests, my top suggestion would be to focus on Sydney and Melbourne and the areas around both. The Blue Mountains near Sydney are also nice for a couple days or so. The main challenge you’d have in seeing a lot of Australia is that it’s all so spread out. You can hire a car for Melbourne and Sydney and that whole area, but it’s better to fly to get to Uluru (near Alice Springs) or Brisbane or Cairns/Great Barrier Reef or Perth. You’d be driving for days in between those places if you started from the southeast area where most people live.
This creamy-yet-virtuous gratin of greens from Ivy Manning is crowned with crunchy homemade bread crumbs tossed with nutty-tasting brown butter. Make ahead: The gratin can be assembled up to one day in advance. Allow the gratin to cool completely before covering it with plastic and storing it in the refrigerator. Add 10 additional minutes to the baking time.
In South America, and you start getting into some longer flights here, the best and safest places are Argentina, Peru, and Chile. I’m not sure if this helps you much, but at least it should let you know that you were thinking along the right lines already, and there are no obvious places that you’d overlooked. Let me know if you have any other questions. -Roger
As for the alcohol thing, I’m a bit of a drinker myself, so it’s hard to offer advice to an AA person. I guess one factor could be that there are many places around the world where alcohol is so cheap and the days are so warm that many people drink during the day AND at night. If I were in your shoes, I’d probably want to avoid those places. Probably the easiest places to go would be Muslim countries and India because there is little or no drinking culture there, so they have endless evening alternatives that don’t revolve around drinking.
Trekking in Nepal during peak season might not sound like the most sensible choice for penny-pinching backpackers. But you can still enjoy the ideal weather without spending a fortune on in-demand hotels and expensive permits if you're happy to swap big-name trails, like Everest Base Camp and the Annapurna Circuit, for quieter treks to Kanchenjunga Base Camp and around the Langtang Valley. Idyllic conditions (dry but not witheringly hot) are also on offer in Rajasthan, one of India’s most vibrant and varied states. Chug between notable, attraction-rich cities like Jaipur, Jodhpur and Udaipur on an atmospheric and wallet-friendly Indian train, snacking on spicy pakoras and sipping sugary chai en route.
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