The "Plan"

More like guidelines really. Right now I've got one round-trip ticket booked from Detroit to Santiago, Feb 16-April 10th. Logistically this is the simple part. Another 24 hours and two more flights south and i'm at my first hike. Obviously i'll have to iron out a lot of logistics in the next couple weeks. I've identified the following locations as place I want to visit, but will mold plans as time and desire dictate:

Puerto Williams - Not termed "the southern most city in the world" because it's not large enough to be considered a city. A 4-day hike of the Dientes Circuit, circumnavigating the Isla Navarino, will be the most remote of the trip. The island rests below Ushuaia and the Tierra del Fuego - a common launching pad for Antarctic expeditions.
Torres del Paine - The namesake of the blog title, this is one of the centerpieces of my trip. The full circuit around the peaks takes approx 9 days. The southern half is built-up with hotels and supplies, but the northern half will be another test. This is photo-op central.
Perito Moreno Glacier - A touristy thing to do, but likely worth viewing. This is the first stop in Argentina. Planning to hire a guide to rent crampons and mini-trek on the glacier through ice caves. The scotch bar at the end of the trip should be overpriced, but worth it. "on the 1,000 yr old rocks please"!
Cerro Torre/Fitz Roy - The other centerpiece of the trip. The spires are a climbing/photography mecca. I don't do either particularly well, but I can't wait hike around.
El Bolson - Just south of Bariloche this city has been described as a sort of patagonian bohemia. Microbrews, day hikes and hippies. Seems like a good place to unwind from all the hiking. We'll see how long I last here.
Bariloche - "The Alps of South America". Relatively large city with lots of good, but not overly difficult hiking in the area. I'm thinking of doing the popular Huapi traverse as well as the Banos de Caulle. There is a lot of volcanic activity in the area and the latter hike ends at natural undeveloped hot springs.
Puerto Montt - A coastal town back in Chile i'm looking forward to some good seafood and some freelancing. I have no idea what to do here, but I figure I can look into learning to fly fish or see if I can rent a kayak and explore the Pumalin Sound which has been compared to the Milford Sound in New Zealand.
Santiago - Can't explore all this nature without a little bit of culture. I'll spend my last few days taking the city in before flying back and coming to terms with my life as a bum.