Skyjackers seize Cubana Airlines plane after Miami take-off
A new danger threatens airline passengers as Cold War tensions with Cuba spread to Florida and beyond.
Cubana Airlines flight 495 first hijacking to originate on U.S. soil
The unstable politics generated by the rise to power of Cuban dictator Fidel Castro in the 1950s created a ripple effect that extended far beyond Cuba. Among its side-effects, the Cuban Revolution gave rise to a new danger relatively unknown to U.S. commercial airline passengers. Aircraft hijackings between the U.S. and Cuba, many originating from or ending in Miami due to its proximity to the island nation, surged. They reached their height between the 1950s to the mid 1970s, until the governments of both countries enacted measures that contributed to a gradual reduction of incidents.
While many of the hijackings ended in tragedy or prolonged diplomatic standoffs, a few were resolved without harm. Sadly, that was not the fate of Cubana Airlines Flight 495, the first known hijacking to have originated on U.S. soil.

Cuba in turmoil
On a warm November afternoon in 1958, Cubana Airlines Flight 495 lifted off from Miami, bound for Havana, carrying twenty souls aboard the sleek British Viscount turboprop. The skies were calm, but the political climate below was anything but. Cuba was bracing for presidential elections the following day–November 3rd. Few believed they would be democratic, with Fidel Castro’s rebels clashing violently against Batista’s regime in a country already besieged by two years of guerilla warfare. That evening, rebel bombs were set off in Havana and at least three cities in rural areas were reported to be isolated and cut off, with rebels threatening to kill anyone traveling on central highways.
Hijackers seize control
Fifteen minutes after Cubana Flight 495 passed Marathon in the Florida Keys, calm turned to chaos. Four men shed their civilian clothes, revealing rebel uniforms and pistols. The cockpit was stormed. A gun held to his head, Captain Rushkin Medrano was ordered off course, instructed to land in Cuba’s volatile Oriente province—territory controlled by Castro rebels.
The field that was targeted near Nipe Bay wasn’t equipped for night landings. Tragically, the plane plunged into ten feet of water offshore, near an American-owned sugar mill. Seventeen lives were lost, including that of the pilot. Only three passengers survived, escaping through a dislodged emergency door.
Responsibility denied
In the days that followed, confusion reigned. Castro’s representatives in Washington denied any involvement and claimed that a Cuban government fighter plane had forced the airliner down. But arm bands of the 26th of July Movement, worn by Casto supporters and found on recovered bodies, told another story.
The hijacking of flight 495 was not an isolated incident. It was the second hijacking of a Cubana airliner in less than a fortnight. On October 21, rebels had forced the captain of a DC 3 over Oriente to land at a camouflaged air strip. All 11 passengers were subsequently released. Then, on November 5th, only days after the hijacking of flight 495, another Cubana DC 3 was hijacked on a flight from Guantanamo to Manzanillo with 25 passengers aboard. Days later Castro released these passengers, too, to the Red Cross. The two hijacked aircraft were reportedly being converted into bombers.
Reaction is swift despite initial attempts to preserve appearances
Flight 495 was the first international airline hijacking to originate from American soil, and its repercussions were immediate. Three hijackings in less than a fortnight caused Miami’s air traffic to Cuba to plummet. Other airlines, including Pan Am, were forced to cancel flights due to empty seats. One Cubana plane left with only a single passenger—a lone policeman. Yet ads continued to appear daily in the local press touting the delights of travel to Havana on Cubana. In a strange twist of post-crisis marketing, Cubana even began offering free champagne and Bingo games on long-haul flights, from New York to Havana or Havana to Mexico. Prizes ranged from Cuban cigars to perfume. Miami passengers had to look for other forms of enjoyment because the Miami-Havana hop was too short to get into the spirit of the game.
Despite FBI investigations over the years, no charges were ever filed.
At left: Miami Herald, November 3, 1958.



Industry response
On February 21, 1968, a sustained wave of U.S. air carrier hijackings began when a fugitive aboard a Delta Air Lines DC-8 forced the pilot to divert to Havana. By July 17, four more U.S. airliners had been diverted to the same destination. On July 19, FAA announced that specially trained FAA safety inspectors (“sky marshals”) had begun boarding Florida-bound airline flights.
In September 1970, President Richard Nixon announced a comprehensive anti-hijacking program. Among other things, it required U.S. carriers to install electronic surveillance equipment at key airports and assigned federal enforcement officers to operate it, conduct searches and make arrests. The State Department was also instructed to partner with foreign governments to implement anti-hijacking techniques. Airline services to countries that refused to punish or extradite hijackers were to be suspended. Nixon even called an emergency meeting of the UN Security Council to address the crisis. The program marked the birth of moder air marshal service and laid the groundwork for international aviation security cooperation.
Many security protocols were developed by the airline companies themselves, with government support. As the measures took hold, the number of yearly hijackings declined significantly.
The following table highlights how Florida’s proximity to Cuba made it a frequent point of departure or arrival for hijacked aircraft. It should be noted that this chart only includes hijackings involving Florida, it does not reflect the nationwide total.
| Date | Airline & Flight | Route & Florida Link | Outcome |
|---|---|---|---|
| May 1, 1961 | National Airlines Convair 440 | Departed Marathon, FL | Hijacked to Havana by man armed with knife and gun. |
| July 24, 1961 | Eastern Air Lines Flight 202 | Departed Miami | Hijacked en route from Miami to Dallas and diverted to Cuba. All passengers allowed to return to U.S. |
| Aug 9, 1961 | Pan Am DC-8 | Departed Houston. Returned to Miami | Hijacked to Havana. Returned safely with 80 passengers and crew. |
| Oct 26, 1965 | National Airlines Flight 209 | Departed Miami | Hijacker subdued midair. |
| Nov 17, 1965 | National Airlines Flight 30 | Departed Miami | Teen hijacker fired 6 shots. Overpowered. |
| Nov 20, 1967 | Crescent Airline Piper Apache | Departed Hollywood, FL | Hijacked to Cuba. Hijacker imprisoned. |
| Feb 17, 1968 | Charter Piper Apache | Departed Marathon, FL | Hijacker sentenced to 20 years. |
| Feb 21, 1968 | Delta Flight 843 (DC-8) | Departed Tampa | Hijacked to Cuba. Passengers served lemonade and given Che Guevara photos. |
| Jun 29, 1968 | Southeast Airlines Flight 101 | Departed Florida | Hijacked to Cuba. |
| Jul 12, 1968 | Cessna 210 | Departed Key West | Hijacker deported and sentenced. |
| Aug 4, 1968 | Cessna 182 | Departed Naples, FL | Hijacker sentenced to 10 years. |
| Jan 9, 1969 | Boeing 727 | Departed Miami | Hijacked to Cuba by Purdue student. |
| Nov 30, 1969 | Boeing 720 | Departed Miami | Hijacked to Cuba. |
| Aug 23, 1980 | Delta L-1011 | San Juan to Los Angeles; stopped at Miami | Diverted to Cuba. Hijacker jailed by Cuban authorities. |
Below: A Miami Herald clipping dated August 10, 1961 shows the flight paths of three American airliners hijacked between July 24 and August 9. Plus, a
Pathe newsreel from 1961 documents the return of the Pan Am DC-8 jetliner, hijacked after departing Houston, TX, en route to Central America on August 9. Additional details on the DC-8 hijacking can be found in the attached Miami Herald articles from August 10, 1961.

Pathe newsreel contributed courtesy Michael Hiscano.
Additional reading:
- https://www.newspapers.com/article/the-miami-herald-herald-03-nov-1958-hi/177373747/
- https://www.newspapers.com/article/the-miami-herald-herald-25-nov-1958-ne/177380386/
- https://www.newspapers.com/article/the-miami-herald-herald-10-aug-1961-pl/158064465/ Page 1
- https://www.newspapers.com/article/the-miami-herald-herald-10-aug-1961-pa/177450105/ Page 2
- https://www.newspapers.com/article/the-miami-herald-herald-10-jan-1971-hi/177942612/
- Alleged Cubana Hijacker Living in Hialeah – NBC 6 South Florida
