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Overlanding South America as a Family

Overlanding in South America

After working our way south through Mexico and Central America for 13 months, we stuck our Jeep Gladiator into a shipping container and began our adventure across a new continent. We spent more than two years overlanding through South America, reaching both the southern terminus of the Pan-American Highway and the southernmost city on the globe, Ushuaia.

These are the countries we visited and how long we stayed in each one:

  • Colombia (5 months)
  • Ecuador, including the Galapagos Islands (3 months)
  • Peru (4 months)
  • Chile (2 months)
  • Argentina (5 months)
  • Brazil (2 months)
  • Uruguay (1 week)

Our South American travels began in November 2022 and ended March 2025 when we put our Jeep into storage near Montevideo, Uruguay, awaiting our next continent…Africa.

Eric and Brittany Highland in Guanajuato, Mexico 2025

Off the Road in 2025? Here’s the Story (Video)

The year 2025 was an inside-out year for us, but it ended up being just what we needed. In our latest video, we catch up

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January 18, 2026 No Comments
Saying Goodbye to Our Jeep in Uruguay

The End of South America | Goodbye, Dauntless (Video)

Our latest episode tells the story of our last two days with Dauntless in Latin America. We’ve called this region home for three years and

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December 21, 2025 No Comments
Overlanding Up South America

South America Is HUGE (new video!)

Why, hello there! It’s been a minute since we posted on YouTube, but we are excited to share a new video with you today! In

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December 7, 2025 No Comments
Hourless Life at Perito Moreno Glacier in Argentina

Overlanding to Perito Moreno Glacier in Patagonia (Video)

With Ushuaia in the rear-view mirror, we are heading north for the first time in years! It is time to drive back up South America

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August 31, 2025 No Comments
Hourless Life Arrives in Ushuaia Argentina by Overland

We Made It to the End of the World, Ushuaia! (33,000 Miles, 3.5 Years)

Guys, we did it. 2021 to 2025. 33,000 miles on our Jeep’s odometer. We are parked in front of the iconic Ushuaia sign, having driven

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August 17, 2025 No Comments
Caleta Yungay Ferry at Bottom of Carretera Austral

No Tickets: Will Our Jeep Get on the Ferry at the End of the Carretera Austral?

We drove 1,132 of the 1,240 kilometers that make up Chile’s famous Carretera Austral. It was all the things: wild, remote, gorgeous, unique, challenging. But

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July 20, 2025 No Comments
Marble Caves Boat Tour in Puerto Rio Tranquilo Chile

Overlanding the Carretera Austral, Pt 2 (Video)

In our last video, we took several ferries to access the main stretch of Chile’s Carretera Austral. This 1,240-kilometer road is famous the world over

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July 6, 2025 No Comments
Overlanding the Carretera Austral in Chile

Overlanding the Carretera Austral, Pt 1 (Video)

Things are about to get crazy. We’ve taken three ferries to access the main stretch of Chile’s Carretera Austral, one of the most famous roads

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June 15, 2025 No Comments
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