Season 1

Ryu Jun-yeol arrives at Havana, Cuba and starts his first backpacking. After checking-in at his lodging, he wonders around and feels the vibes. The old buildings and old cars catch Jun-yeol's eyes. Those represent the history of Cuba. Jun-yeol meets various people and gets help from them.

After enjoying the busy streets of Havana, Jun-yeol gets ready to go to Vinales. However, he has a hard time trying to find a way to Vinales. The car that he planned to travel with had disappeared.

Je-hoon finally arrives at Havana, Cuba. As a newbie traveler, he goes through little hardships from the start. He takes a taxi and heads to the lodging that he reserved from Korea. It looks like he arrived near the destination. As he gets off from the taxi, he keeps apologizing to the taxi driver. Meanwhile, Jun-yeol waits for Je-hoon to arrive.

Jun-yeol and Je-hoon go on a Havana tour together. For this tour, Jun-yeol becomes the guide of the day for Je-hoon, who just arrived. With Jun-yeol's help, Je-hoon enjoys the tour. Je-hoon tries to help Jun-yeol with bargaining by using Spanish he learned from the guide book.

It’s their second day of traveling together. Their first quest is to take a walk around Malecon. They come across the buskers that Jun-yeol saw last time. Their second quest is to find a taxi. Je-hoon uses his lethal move during bargaining. Their third quest is to find their lodging. The Traveler faces the crisis for the first time.

It’s their third day of traveling together. There is no transition that operates on the day. They face paradise after the crisis. Je-hoon gets worried about his pants falling off. However, he decides to jump in anyway.

Leaving behind the familiar Playa Giron, they head to Trinidad, the biggest tourist city of Cuba. The fairy-tale sceneries of Trinidad make everything look peaceful and beautiful. They enjoy its nice atmosphere and look around to find the lodging. After they get a lodging, Jun-yeol goes out to take pictures. Je-hoon stays at the lodging and encounters a breathtaking scenery.

Jun-yeol has become a professional photographer. Je-hoon did a lot of shopping. They decide to meet again at 1pm. Je-hoon tries calling Jun-yeol, but the number is said to not exist. They begin to suspect each other as time flies. They end up heading towards each other, but in a different direction.

Jun-yeol and Je-hoon head towards Varadero. However, the promised taxi doesn’t seem to appear on time. They decide to spend the last trip to an all-inclusive hotel. Jun-yeol goes to reserve for skydiving.

Jun-yeol and Je-hoon start their last trip. The unforgettable scenery of Cuba, Cubans, and the cities. Before going back to Korea, they look over the photos they’ve taken during their trip and see the last sunset.