This is a really interesting question. If you want to avoid crowds then you have already figured out that it’s best to avoid Honolulu and I would avoid Oahu completely. The Big Island is very interesting because of the volcano and some of the other scenery, but the most beautiful islands are Maui and Kauai. I haven’t made it to Kauai yet, but everyone I know has been there and they swear it’s the most photogenic, which looks right based on the photos I’ve seen. Maui is also really gorgeous and all islands other than Oahu are uncrowded even in high season. I drove all over Maui in a rental car and loved it and I don’t think there is as much to see on Kauai. So either of those will be great choices and the weather should be almost perfect in December with warm (but not scorching) temperatures and almost no rain. Have a great trip and let me know if you have any other questions. -Roger
Aside from Indonesia you might also consider Thailand, which has great infrastructure so it’s much easier to travel with young children. Phuket has by far the most options, and its rainy season usually ends in early November. For families I recommend Kata Beach and Karon Beach, which are both just south of the main shopping and nightlife town of Patong Beach.
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.
Thank you for the insightful details about South America and the others! Peru, Costa rica sound ideal! Always wanted to work at a sustainable place is Costa Reecs. However, I am also quite interested to know what Brazil , rather the different parts of Brazil are like, since it is so huge would be interesting to visit during the same time of the year.. Since I love and play Capoeira too, I’m pretty tempted to visit Brazil and draw inspiration. 🙂 And what is Colombia like?
Adrenaline junkies should make for Tasmania’s Franklin-Gordon Wild Rivers National Park for roaring waterways and world-class river rafting. Punctuate your trip by exploring the surrounding scenery, from rocky gorges and mountains to tangled emerald rainforests. In Alta the snow has arrived but the crowds haven't, so get there quick to make your mark on some of the USA’s finest ski terrain.
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.
The “city that never sleeps” is a delight in December, even if the weather makes it necessary to bundle up a bit. For holiday spirit and things to do any time of year, New York City is a top destination. Broadway and off-Broadway shows are exceptional entertainment, and the Radio City Music Hall Christmas Spectacular with the famous Rockettes is a perfect holiday event. The New York City Ballet at Lincoln Center presents the classic "Nutcracker," a seasonal tradition. At the New York Botanical Garden, the toy train will wind its way through a miniature Lower Manhattan for the amusement of kids as well as nostalgic adults who may have once had their own train sets. The dazzling Rockefeller Center Christmas Tree, New York City’s centerpiece each year with nearly 50,000 lights, will once again overlook the famed ice skating rink and golden Prometheus statue. Window shopping takes on new meaning during December when department stores along Fifth Avenue entertain passers-by with intricate decorations and displays. Holiday markets at Bryant Park, Columbus Circle, and Union Square also invite browsing and shopping along with warm drinks and food. For a convenient stay, the Renaissance New York Midtown Hotel offers spectacular views and Versa, a year-round rooftop restaurant and bar. Or enjoy the Innside by Melia New York in the trendy Chelsea area with its newly opened seafood-focused dining spot, The Wilson.
Another option is Thailand, and Phuket has the most family-friendly beach areas. You could get a family hotel room at one of the many beach resorts that has a Kids Club in addition to swimming pools and the beach itself. Those are my top suggestions for a family trip that is also suitable for an anniversary. I hope this helps. Let me know if you have any other questions. -Roger
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
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.
Don’t let the last weeks of fall pass by without getting one last glimpse of the season’s best colors by taking a road trip along the Blue Ridge Parkway to enjoy a look at fine fall foliage in Virginia. It’s always around November time when the vibrant bloom of changing leaves begins to lose their glow, so take in a spectacle of brilliant warm autumn hues before the snow starts falling by heading out to Central or Eastern Virginia.
Interestingly, December though February do get a bit cool in Cairo, so it's not a great winter break, but in November it's still pleasantly warm and bone-dry so you can enjoy the outdoors for long periods of time. If you don't mind staying in a locally-owned hotel you can save a lot of money and see some old-world charm at the same time. Reservations in advance aren't necessary, but it's best to book your first couple of days just to avoid all the confusion once you arrive.
Don’t be too shy to ask the wait staff how the food is prepared. If you suspect something might be breaded ask. Ask if any of the dressings have sugar in them. In Italy it’s not common at all for savoury food to contain any sugar, even the sauces. Most are based on olive oil or cream. If you order a steak without any sauce don’t be afraid to ask for olive oil to use on it. You might get some strange looks if you ask for butter and they might not have any available. Try to go for roasted or grilled food rather than fried as even in Italy, the spiritual home of olive oil, the food is usually fried in vegetable oils. Also don’t be afraid to ask for substitutions. I don’t like bell peppers and they always come as part of grilled vegetable sides. I simply ask them to leave them out and I’ll get more of another type of vegetable instead.
You still get warm ocean breezes and 70-degree temperatures, plus the Hawaiian islands go all out for the holidays. Locals host potlatch-style parties where the Christmas goose is replaced by a luau pig, and the resorts deck themselves out like tropical North Poles, including a massive tree-lighting ceremony at the Outrigger on Oahu and tree-decorating contests at Mauna Kea on the Big Island. Residents there climb to the top of the 13,000-foot-tall volcano, shovel snow into their trucks and speed back down to build snowmen in their yards before it melts.
Ferrari World, a huge indoor theme park, houses rides, driving schools, theaters, and car displays. The Formula 1 Etihad Airways Abu Dhabi Grand Prix (Nov. 23-25) will be held on the Yas Island Marina Circuit. The Taste of Abu Dhabi Food Festival (Nov. 8-10) will feature chef demonstrations, samples from the best local restaurants, music, food, and drink. The weather will be warm, so a day at Yas Beach should be on your itinerary for swimming, lounging, and water sports.

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.
Santa Barbara has earned its nickname, “The American Riviera,” with its stunning coastline, lush landscapes, cafes, restaurants, and year-round Mediterranean-like weather. Sandy beaches invite sunbathers, and for those interested in more activity, there’s biking, paddle boarding, surfing, and kayaking. In the heart of Santa Barbara County wine country, the city presents more than two dozen downtown tasting rooms on its “Urban Wine Trail.” The artsy “Funk Zone,” with a variety of cleverly designed eateries and shops, is just blocks from the beach. The community is recovering from devastating fires and mudslides, and its resilience is apparent with new hotels, restaurants, and attractions. The Montecito neighborhood, particularly hard hit by the tragic events, is home to the recently renovated Montecito Inn and its new dining venues, Phillip Frankland Lee's The Monarch, and the suave Chaplin’s Martini Bar, commemorating Charlie Chaplin, one of the hotel’s original owners when it was built in 1928. The elegant oceanfront Four Seasons Resort The Biltmore Santa Barbara offers a luxurious spa and views of Butterfly Beach. Less than two hours north of Los Angeles, Santa Barbara celebrates the holiday season with colorful lights, a Holiday Parade (Dec. 7), Harbor Boat Parade with fireworks (Dec. 16), European-style Christmas market, and the traditional "Nutcracker Suite" at the Granada Theater.

This year I’ve based myself in Miami, USA, primarily so I can visit many places in the Caribbean that I hadn’t been to before. I just got back from a week in Jamaica and soon I’m going to Puerto Rico, Dominican Republic, Panama, and Colombia, as mentioned. But in December I’m hitting the road again and I’ll be in Asia for the winter and probably in London for much of 2016. Sorry I don’t have more specific information to help you plan your trip, but it sounds like you’ve got some really good choices already under consideration. And I’m sure you’ll have a great time. -Roger

Amazing post! I am taking vacation the last two weeks of November. I am planning to visit Germany for the first week. I also want to soak in some sun and enjoy the beach life during the second week of my vacation . Initially I wanted to go to Spain, but after reading your post I’m a bit discouraged because is not going to be warm enough . I love to sunbathe and outdoors activities . Just as running, hiking, tennis etc . Also I love to learn new cultures and fit in with the locals. Keep it economical .I been to must of the Caribbean and wouldn’t mind revisiting . But open to new warm destinations that would make sense. I would love to hear some of your suggestions .Thank you in Advance and safe travels..
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