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.
When it comes to real R&R, it’s hard to beat a golden stretch of sand and the soothing sound of lapping waves, and in November two magnificent beach destinations come into their own. Goa has been attracting sand-seekers for centuries, and while Anjuna is no longer the fabled hippie enclave it once was, serious solitude can be found on sands at the extreme north and south of the state, with spots like Mandrem and Agonda offering little more than slanting palms and a scattering of welcoming bungalows. Though equally stunning, Australia’s Sunshine Coast offers the polar opposite, with hip vintage shops and fancy restaurants enticing land dwellers while large offshore swells entertain water sports enthusiasts.
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
I think the best place for what you want is Thailand. You can choose from Phuket or Ko Samui or one of many other islands, and they all have nice beaches and good nightlife at a very reasonable price. There are other places in Asia that have warm December weather, but Thailand’s tourist infrastructure is better than the others so it’s just much easier to get around and do what you want. Let me know if you have any other questions. -Roger
Venice can get pretty cold and they also have those famous Acqua Alta floods in winter, so read up on that before you go. But Rome and Munich should be easy to visit in December. One suggestion I will make is to consider visiting Rome for 3 or 4 nights and then base yourself down on Sorrento for the remaining 2 or 3 nights. Rome is one of those cities that is crowded and chaotic even in winter, to the point that just crossing the street can be frustrating, so many people get tired of that after they’ve seen the main sights. And Sorrento, on the other hand, is a lovely small city that is close to Amalfi, Pompeii, Naples, and the Isle of Capri, so it’s an ideal base to visit all of those. Sorrento is also cheaper than Rome, and a surprising number of locals speak English there, so it’s easy and pleasant. That time of year I’m not even sure if the tourist buses are running to Amalfi, although the local ones will be.
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.
I think a side trip or two will be a great idea. Singapore is a large and very interesting city, but you can see everything that you want in maybe 3 days or so. You have almost limitless options if you include the possibility of a flight. Even though Singapore itself (especially hotels) is kind of expensive, you can get cheap flights to all points of Asia from there, and the airport is awesome. Air Asia and Tiger are two great low-cost airlines with many flights out of Singapore, so you could check their destinations and find something good.
Hotels in Buenos Aires are starting to reach their summer peak prices in November, especially toward the end of the month, but still they are a fantastic bargain by European or North American standards. The weather in November is also pretty much perfect, and while there's always a threat of rain in BA, it's mostly an indoor city so it shouldn't be too much of an inconvenience.
If you are mainly just looking to relax, you've found the perfect place, with warm weather and amazing off-season deals. The all-inclusive resorts tend to be much cheaper in the long run, although they do make it more difficult to experience the local culture and explore the whole island. If you don't care about leaving the resort and you want the best all-inclusive value in the Caribbean, head straight to Punta Cana, which is mentioned just below.

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.

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 do want to go to Thailand then Bangkok is the obvious starting point and it’s a wonderful city. You also want to visit Ayutthaya, which you can do on a day trip but it’s better to stay a few days. Chiang Mai is the highlight of the north, partly because it’s insanely cheap and the weather is a bit cooler than Bangkok. Luang Prabang is another town not to miss and it’s fun for at least a few days. Don’t bother spending much time in Vientiane though.

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.
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.
If you’re highly susceptible to the Christmas spirit and haven’t already committed the entire holiday season to wrapping presents with Aunt Linda, consider Cologne. The city has a whopping seven main Christmas markets -- definitely don’t miss the Cathedral Market, which has the largest Christmas tree in the Rhineland, or Angel’s Market, where you can sip eggnog punch and weave around people actually dressed as angels; Santa comes through once a week as well… on horseback. All that’s left for you to do is listen to the festive music and browse the stalls for an apology gift to send to Aunt Linda.

If you really want to see the city up close, visit in November or December, when the crowds have dispersed. Hotel prices are comparatively low, and gondoliers are more appreciative of customers. And once you have your fill of religious art, head for the Peggy Guggenheim museum, which displays 20th-century American and European art in a home and garden setting. Note: October through January is the time of acqua alta, when Venice may flood. Usually it's not severe, and the city puts up wooden walkways for visitors and residents to traverse the water.
Since flights to Mexico City from the US and Canada are usually quite cheap this time of year as well, this could be a perfect short cultural holiday. This city has great shopping, dining, and nightlife, and the central historic and tourist districts are far safer than most people would expect. There are ruins just out of town as well, so a bit of everything is available.
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