I’m in the Texas Hill Country myself at the moment (Kerrville to be exact), so we are almost neighbors. It really depends on whether you’d like a city or a beach or national parks and such. My first recommendation is Mexico City. You’ll be able to get cheap flights from Dallas, and the weather there in November is very nice and dry. Honestly, the whole huge city center is as nice as any large Texas city, and the architecture is far more interesting. You can even visit some pyramids just a bit outside of town. Before I went I assumed Mexico City would look run-down like many border towns, but it’s actually very fancy.
If I had more information about destinations in East Africa that would qualify I would love to include them. But unfortunately, it’s one of the few regions I haven’t been to myself, and according to every source I hear, very few foreigners are visiting as well. I know many (especially wealthy) people do the safaris in that region, or they walk up Kilimanjaro, but outside that it still sounds like there is almost no tourist infrastructure or even a backpacker scene. If you know things to be different, please let me know because I’m very open to it. -Roger
I’m happy to try to help. It’s hard to say whether one 30-day trip would be better than several shorter trips. On one hand, it’s much more efficient to go for a month because it obviously saves you all the going back and forth. Also, one week is a short time to go 7 or 8 time zones away, as it takes pretty much an entire day each way, and at least a few days to adjust to the time change. Hmmm…
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.
Uruguay is an interesting place. It seems to be a less modern and less developed version of next-door Argentina. Buenos Aires is a larger and more interesting city than Montevideo. There is a town there called Colonia, which is worth a couple days if you like old and charming cities. But most people who go to Uruguay either go to one of the posh beach resort towns (mainly Punta del Este), or they go to the tourist cattle ranches, which are surprisingly popular. If you haven’t been to Argentina yet you might find that it has more and different options, such as the Mendoza wine region and the mountain resort town of Bariloche.
If you’ve got 5 to 7 days and are starting in India I don’t think you want to fly halfway around the world, so it’s probably best to go somewhere between Dubai and Bali. Dubai has cheap flights from most places and it’s very family oriented with large play parks inside shopping malls and that sort of thing. You could get an apartment there in one of the many apartment-hotels for a reasonable price, and the December weather should be pretty good as well.
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.
That definitely helps! Though I think I was quite unclear in the first place. Being in the same region is definitely not a constraint. We’ve been considering Africa as well, for example! Also, a couple of days of beach time is also sort of desirable, and we’re not really into visiting cities as such. Ideally, we wish to have some time to spend on beaches/resorts/hotels along with some time in a place like a safari or something.
November brings the annual Vodafone Mexefest Music Festival (Nov. 24-25), a gathering of popular artists in venues throughout Lisbon. The Lisbon & Sintra Film Festival, in its 12th year, is a celebration of cinema with directors, actors, artists, musicians, and writers in town for the event (Nov. 16-25). Billed as the “largest technology conference in the world,” Web Summit began in 2010 as a way to connect industry and the technology community (Nov. 5-8). The year’s new wine and the ripening of chestnuts are celebrated with the Magusto, on Nov. 11, St. Martin’s Day. The holiday spirit becomes apparent at the end of the month, with colorful lights and roasted chestnut vendors along the streets. 
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