Havana, Cuba(CNN) For Meyer Lansky, a mobster and casino impresario known for his business savvy, Cuba was the worst bet of his life.
In the 1950s, Havana was America's favorite playground. Gambling, sex shows and rum were plentiful. Lansky's hotel, the Riviera, was one of Havana's swankiest.
"I mean it was a great spot," Lansky's grandson Gary Rapoport told CNN of the Riviera. "Any businessman would be terribly crushed if someone just came along and took it."
That "someone" was Fidel Castro. After taking power, the Cuban revolutionary took away all Americans' property, targeting with particular vehemence the mafiosos who paid off Cuban officials to flout the law and turn the country into a den of vice for foreigners.
Harassed by law enforcement in the United States, Lansky and his cohort Charles "Lucky" Luciano were able to operate freely just off American shores in Cuba.
"Meyer Lansky was the first New York mobster to see the island's full potential," T.J. English wrote in the book "Havana Nocturne." "With a friendly government in Cuba, there was no telling what the Mob could accomplish."
Cuban dictator Fulgencio Batista was all too happy to turn a blind eye to the mafia's activities as long as he got a cut of the profits. In Cuba's "business friendly" environment, Lansky built his dream hotel: the Riviera.
'That was his baby'
The Riviera was constructed in 1957 on the Havana seafront, and no expense was spared.
"That was his baby," said Lansky's daughter, Sandra Lombardo. "When it opened, he would walk up all the stairs to make sure the air conditioning worked."
"He wanted to build something that was above and beyond what everyone else had there," Rapoport said. "He figured that in about a year, he would've been paid off as far as the investment, and he didn't get that year."
Instead, Castro, the young Cuban firebrand, waged a guerrilla insurgency that drove Batista into exile. Lansky and other members of the American mob fled Cuba as Castro seized their hotels and angry mobs destroyed their casinos.
The United States and Cuba broke off diplomatic relations as Castro aligned himself with the Soviet Union. Pursued by the U.S. government for the rest of his life, Meyer Lansky died in 1983 without being able to see the Riviera again.
As President Barack Obama has repaired relations with Cuba though, Lansky's heirs have a new hope that they could be compensated for the loss of the hotel and other properties.
Cubans look forward to Obama visit
Family: Cuba 'owes us'
"I think it owes us," Rapoport said of the Cuban government. "We are the heirs of the estate of Meyer Lansky -- they owed Meyer Lansky."
They face us an uphill battle though. Lansky never put in a claim with the U.S. government for the seized property.
Cuban-American attorney Pedro Freyre said the Cuban government owes roughly $8 billion to U.S. individuals and companies who had their assets taken, adjusting for inflation. Cuban officials say the United States owes the island a far greater sum for the damages caused by U.S. economic sanctions.
Freyre said that claimants to property connected to American mobsters such as Lansky are unlikely ever to see a dollar from the Cubans.
Illustrious visitors to Cuba
Former U.S. President Jimmy Carter, left, visits Cuba in 2002. He was invited by Cuban President Fidel Castro, right, and the two men shook hands at the State Council in Havana. This month, President Barack Obama will be the first sitting U.S. leader to visit Cuba since Calvin Coolidge in 1928. But the nation has been far from isolated. Here are other world leaders, religious figures and big-time celebrities who have been to the Caribbean island.
Shortly after being released from prison in 1990, Nelson Mandela visited Cuba and shook hands with Castro. Castro and Mandela were friends. In 1994, when Mandela became the first black President of South Africa, Castro was a guest of honor at his inauguration.
In 1989, just two years before the Soviet Union collapsed, Castro met with Soviet leader Mikhail Gorbachev. Cuba and Russia enjoy a long friendship going back to the Cold War.
After the collapse of the Soviet Union, no Russian leader visited Cuba until 2000, when President Vladimir Putin traveled to the island to meet with Castro. Putin returned in 2014, meeting with Castro and his brother Raul. "Cooperation with the Latin American nations is one of the key orientations and prospects of Russian foreign policy," Putin said afterward.
Former Venezuelan President Hugo Chavez was one of Fidel Castro's closest allies. Their friendship spanned almost two decades. Chavez visited Cuba for the first time in 1994, shortly after his release from jail for his involvement in a failed government coup. Chavez visited Cuba many times in the years after that visit. He also received medical treatment on the island until his death in 2013.
Cuba has hosted multiple visits by Iranian heads of state. Here, Cuban President Raul Castro, left, attends a welcoming ceremony with Iranian President Mahmoud Ahmadinejad in 2012. During his trip, Ahmadinejad called on developing countries to unite against "imperialism and capitalism."
Fidel Castro enjoyed a close relationship with many Middle Eastern heads of state. One of them was Iraqi President Saddam Hussein. Hussein's first visit to Cuba was in 1979, when he was vice president.
Cuba has also welcomed three Popes since the revolution. Pope John Paul II paid the first-ever papal visit to Cuba in 1998. He was greeted personally by Fidel Castro. The pontiff toured the island nation for five days.
Pope Benedict XVI visited Cuba 14 years after his predecessor. The trip came a little less than a year before his retirement. During his visit, the Pope told the audience that he sought to emphasize "the importance of faith," highlighting the need for good relations between the church and the island nation.
No Pope has been to the island more times than Pope Francis. Even though he has been the leader of the Catholic Church for less than three years, Pope Francis has already visited Cuba twice. His first visit was in 2015. Francis called on the communist nation to "open itself to the world," while praising its recent restoration of diplomatic ties with the United States. In 2016, Cuba served as a backdrop to the first meeting between the heads of the Catholic and Russian Orthodox churches since the Great Schism in 1054.
In recent years, Cuba has seen a star-studded cast of visitors. Rapper Jay Z and his wife, pop star Beyonce, caused a stir during their trip to the island in 2013. Their visit was so heavily criticized that the Treasury Department's Office of Inspector General had to get involved. The Treasury Department deemed their trip did not violate any U.S. sanctions laws that were in place during the visit.
American movie director Steven Spielberg spent four days in Cuba in 2002. The trip, which had been authorized by the U.S. government as a cultural exchange, served as a way for the filmmaker to showcase some of his movies and meet with some Cuban filmmakers. Spielberg also dined with Fidel Castro, discussing arts, politics and history.
In the early 2000s, when former soccer star Diego Maradona was battling his cocaine addiction, the Argentine sought treatment in Cuba. He and Fidel Castro have been close ever since. Maradona has visited the island and met with Castro multiple times. The two have even exchanged letters. In 2015, it was a letter to Maradona that quelled rumors the Cuban leader had passed away.
In 2001, American actor Kevin Costner went to Cuba to give Fidel Castro a private screening of Costner's movie "Thirteen Days." The movie dealt with the subject of the Cuban Missile Crisis.
"How could I miss this opportunity? Fidel, much more than a man, is a great idea." Those were French actor Gerard Depardieu's first words upon arriving in Havana. The actor has been to the island multiple times, including a celebration for Castro's 80th birthday in 2006.
"There was a decree of confiscation of any property of the Batista regime gotten through ill-gotten gains," Freyre said. "Properties that were confiscated have a tougher argument to get restitution."
But the U.S.-Cuba relationship is rapidly shifting. On Sunday, Starwood Hotels announced deals to manage Cuban hotels, the first U.S. company to have properties in Cuba since the revolution.
Rapoport said he is not interested in trying to recover the hotel, just to receive some compensation for his family's loss.
A reporter's personal journey to Cuba
Raised in the shadow of his notorious grandfather, Rapoport said the Lansky criminal empire has been wildly exaggerated.
"There was a lot that was in the estate that never got to us. Do we cry about it? No, we are Lanskys. We just move on," he said.
The Riviera is today a shell of the luxurious hotel Lansky created. Rooms are threadbare, and there is no water in the pool. But staff members still refer to the Riviera as "el hotel de Meyer Lansky."