Mexico’s spectacular Día de Muertos (Day of the Dead), bewitches Mexico City at the start of each November. Donning the skeleton face paint for the mass parades in the main Zócalo square is a must, but take time to step back from the party and seek out more intimate family celebrations where deceased loved ones are honoured with candles, sugar skulls and, of course, tequila. If you’d prefer to relax with a rum, then Barbados in November may be more to your tastes. The sugar-cane liquor is thought to have originated here in the 17th century and continues to be the local tipple of choice. Toasting the sunset from one of the island’s magnificent beaches is a quintessential experience.
Vietnam might fit the bill for what you are looking for. The most popular itineraries are to start in Hanoi and end up in Ho Chi Minh City, or the other way around. There is a nice train connecting them that is scenic in many places, and the best must-stop place in between them is Hoi An. You also don’t want to miss Halong Bay, which is just outside Hanoi. Vietnam mostly attracts cultural travelers rather than party people. The food is excellent (France used to run the place) and there is plenty of culture all around, in addition to some nice beaches in Nha Trang and Da Nang (next to Hoi An).
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.
If you book a resort hotel from home you'll probably think Goa hotel prices are much higher than you were expecting, but if you book a family-run place once you arrive you'll still find fantastic bargains. It's probably wise to book a few nights online before you get to India, because it can be incredibly confusing at first. After that you might be able to find a similar place for half the price by just checking around the same area.
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.
Either way, my favorite warm-weather destinations near North America are San Juan, Puerto Rico, Playa del Carmen, Mexico, and Puerto Vallarta, Mexico. All 3 of them have very interesting towns that are also on lovely beaches so you have nightlife and culture mixed with beaches and water sports and whatnot. You might get low 30s for daytime highs in October, but it cools off in the evenings and it’s pretty nice. Let me know how that sounds and if you have other ideas I can add more information if you like. -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.
Eating out with confidence is a key part of success when traveling. Common sense should rule – say no to bread, ask for double veggies instead of the starch with your main course, and choose olive oil and vinegar for your salad. Ask for butter to melt on your cooked vegetables and protein. Skip dessert, or choose a cheese plate or berries with heavy cream.
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
Heading east, India could be a possibility, although it’s not for the faint of heart. As a resident of Singapore, I assume you know a fair bit about India. Outside of Mumbai, it’s all quite cheap and the weather will at least be good. Personally, I love the southern state of Goa, and it has everything you are looking for, without the insanely crowded conditions of India’s big cities.
I’ve done most of my travel as a solo, and I’m now a couple years older than you, so I know exactly what you are asking about. If you had even 2 full weeks I’d suggest going to southeast Asia, but as you say, the travel time could be a killer for a shorter trip. Still, it’s a unique experience with a lot of positive aspects to it, so you should keep it in mind. If you are still considering it, I’d suggest flying to Bangkok for 4 days or so, and then spend the rest of your time on one of the islands such as Kho Samui or Phuket. If you want more information on that, let me know.
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.
Traveling during the last ten days of December means crowds and exorbitant prices throughout much of the world, but the first two-thirds of the month—before holiday airfares and hotel rates go into effect—can be a serene, value-laden, and just plain lovely time to vacation. Europe is all decked out for the holidays—with locals generally friendly and in high spirits; in the Southern Hemisphere, spring is in bloom; and in the Caribbean, Hawaii, and Mexico, hurricane season is over, the weather is gorgeous, and there are free upgrades galore.