Bespoke Travel to Argentina and Chile
Patagonia and South America. Where the logistics are as rugged as the landscape.
Planning a Trip Across Patagonia, South America
Argentina and Chile share 3,300 miles of border along the Andes, and in the deep south, there are exactly two land crossings that matter: Paso Río Don Guillermo (the northern route, closer to Torres del Paine) and Paso Dorotea (the southern route, through Río Turbio). Choosing the wrong one can add three hours to a transfer day.
Patagonia, South America’s most demanding region, is split between the two countries with completely different terrain on each side. Argentine Patagonia is arid steppe and granite spires, dominated by Mount Fitz Roy and the Perito Moreno glacier, with wide-open driving on Ruta 40. Chilean Patagonia is temperate rainforest and deep fjords, anchored by the towers of Torres del Paine. There are no direct flights between the two sides in the deep south. Chilean customs confiscates undeclared food at the border (including sealed packaged snacks). And summer winds regularly hit 75 miles per hour, grounding glacier catamarans and rerouting full days without warning.
Each country also stretches well beyond the ice fields. Chile’s Atacama is one of the driest deserts on earth. Argentina’s Mendoza produces Malbec that rivals anything in the Old World. Santiago and Buenos Aires are a three-hour flight apart but feel like different continents. Gilded Travels plans across all of it, and the country pages below break down what each destination looks like on the ground: specific lodge options and the domestic flight connections that hold an itinerary together.
Steven’s Honest Take
I proposed to my wife on the Perito Moreno glacier in El Calafate, so I have a personal stake in getting Patagonia right. The biggest mistake I see when people book generic Argentina and Chile tours is underestimating the border crossings and the weather. You can’t rent a car in Chile and drop it off in Argentina without a stack of permits and a lot of headaches. The route from Puerto Natales to El Calafate runs through strict customs checkpoints and vast distances where cell service doesn’t exist.
And the wind runs the show. If a catamaran to a glacier gets grounded because of gale-force gusts, you need a backup plan that’s already loaded and ready. I build every Patagonia itinerary with an alternate daily schedule for exactly this reason. For the cross-border transit days, I arrange a private driver who takes you the full route and handles all the customs and border paperwork so you don’t have to think about it. The bus transfers between these towns are limited and unreliable, and I don’t put clients on them.

The Patagonia and South America Collection
This collection covers the region and countries where we holds specialist certifications from the local tourism boards and work directly with Virtuoso operators on the ground. Pick a destination and see how we plan trips there.
Frequently Asked Questions About Argentina and Chile
Is Patagonia better in Chile or Argentina?
Chilean Patagonia or Argentine Patagonia comes down to what kind of day you want. Chile’s Torres del Paine is multi-day trekking circuits with mountain refugios and serious elevation gain. Argentina’s El Calafate and El Chaltén offer dramatic glacier viewing and world-class day hikes you can do from a luxury lodge, returning to a hot shower and a Malbec by evening.
Some clients do both in a single trip; others focus on one side based on fitness level, time, or what they want to wake up to every morning. On the Chilean side, properties like Explora Torres del Paine run guided excursion programs directly from the lodge. On the Argentine side, Estancia Cristina offers a working-ranch experience with glacier access by boat. Gilded Travels uses the initial discovery call to match clients to the right side, and the individual country pages below break down specific properties and routing for each.
How do you get from Puerto Natales to El Calafate?
The trip from Puerto Natales to El Calafate is roughly 270 km across the Chilean-Argentine border. Most travelers take a five-to-six-hour bus through the Paso Río Don Guillermo crossing, but Gilded Travels arranges private vehicle transfers that cut border wait times significantly and eliminate the luggage inspections that delay group buses.
There are two border crossings in this corridor: Paso Río Don Guillermo (the northern route, closer to Torres del Paine) and Paso Dorotea (the southern route, through Río Turbio). Which one Gilded Travels routes you through depends on where you’re coming from and where you’re headed next. Chilean customs is strict about food. Anything undeclared, including sealed packaged snacks, can be confiscated. A private driver who knows the crossing handles the paperwork and keeps you on schedule, which matters when you have a glacier excursion booked the following morning in El Calafate.
How many days do you need for Argentina and Chile?
Most travelers need 10 to 14 days minimum to cover both Argentine and Chilean Patagonia properly. The southern hemisphere distances are deceptive on a map, and the cross-border transit days alone can eat up two of those days. Anything under 10 days means picking one side or compressing the trip into nothing but transit.
A 14-day trip is the sweet spot for travelers who want to see Mount Fitz Roy, the Perito Moreno glacier, and Torres del Paine without rushing. Adding Mendoza wine country or Chile’s Atacama Desert pushes it to 18 to 21 days. Gilded Travels uses the discovery call to figure out which destinations matter most before locking in dates, because the wrong itinerary length is the most common source of trip regret in this region.
How do you get from El Calafate to Torres del Paine?
The transfer from El Calafate to Torres del Paine is roughly five hours of remote terrain with an international border crossing at Cerro Castillo in the middle. Gilded Travels arranges private ground transfers with drivers who handle the customs paperwork and know which crossing to use based on your specific routing.
On busy summer days, group tour buses stack up at the Cerro Castillo checkpoint and the wait can stretch well past an hour. A private vehicle with pre-organized paperwork avoids that bottleneck. The drive itself crosses open Patagonian steppe with distant views of the Southern Patagonian Ice Field, so it should feel like part of the trip. Gilded Travels also times this transfer so clients arrive at their Torres del Paine lodge with enough daylight left to settle in, rather than pulling up in the dark after an eight-hour slog.
The Patagonia and South America collection is one piece of a larger portfolio. Explore our full range of bespoke travel destinations to see where else we can take you.
Ready to Plan Your Trip to Argentina and Chile?
Let’s talk about what you’re looking for. Gilded Travels will handle the route and the cross-border logistics.