After a hurricane in 2012, the road between Santiago de Cuba and Pilón in southeastern Cuba—especially near Pilón—is still difficult to drive on—a wild and challenging adventure, with collapsed bridges and various rough patches to navigate. Since our next destination was the Sierra Maestra mountains and we had enough time, we dared to take this route, a contrast between courage and caution.

A long drive with breaks

The roughly 140 km took us eight hours in the end. We had hoped to cover the distance all the way to Santo Domingo in the Sierra Maestra in one go, but to be safe, we stayed overnight in Pilón—a decision that felt good after the concentrated driving, raw and relieving. Along the way, stunning views of Cuba’s coast and some beaches invited stops with a cold cerveza, a spectacle of nature and relaxation.

001 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
002 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
003 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
004 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
005 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
006 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
007 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
008 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
009 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
010 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
011 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
012 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
013 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
014 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
015 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
016 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
017 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
018 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
019 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
020 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
021 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
022 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
023 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
024 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
025 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
026 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
027 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
028 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón
029 road santiago de cuba to pilon sierra maestra - On the broken road from Santiago de Cuba to Pilón