Your Flying Island – Trans Caribbean Airways

TRANS CARIBBEAN AIRWAYS: THE BIRTH OF A NON-SKED

After World War II, hundreds of non-scheduled airlines, classified as large irregular carriers by the Civil Aeronautics Board (CAB), were created by entrepreneurs exploiting an ambiguity in CAB regulations. O. Roy Chalk (he never used his first name, Oscar) decided to try his hand at running an airline as well. On May 18, 1945, he incorporated Trans Caribbean Air Cargo Lines, with headquarters on New York’s West 44th Street.

O. Roy Chalk, founder of Trans Caribbean Airways (TCA).
O. Roy Chalk, founder of Trans Caribbean Airways (TCA).

Chalk acquired two relatively new C-47s (DC-3s) from the Reconstruction Finance Corporation (RFC). With this small fleet, Trans Caribbean took to the skies in December 1945.

AIR FREIGHT AT FIRST

While Chalk’s initial intent was to exploit the demand for air freight service between the US mainland and islands in the Caribbean, he soon saw the potential for low-fare passenger transportation in the same market. By the end of 1946, Trans Caribbean had added three DC-4s to its fleet, which were able to haul a growing number of travelers between New York and San Juan, in addition to cargo.

DC-6A N45500 was purchased from Canadian Pacific Airlines and still wears that company's basic livery with Trans Caribbean titles applied. Photo taken at New York (Idlewild) in 1959 by Mel Lawrence.
DC-6A N45500 was purchased from Canadian Pacific Airlines and still wears that company’s basic livery with Trans Caribbean titles applied. Photo taken at New York (Idlewild) in 1959 by Mel Lawrence.

During 1946 alone, Chalk’s non-scheduled airline transported 4,248 passengers to and from Puerto Rico on 194 flights. The following year the number of customers in the same market more than doubled.

In October of 1946, the CAB sent a letter to Chalk and to the heads of five other non-scheduled airlines, warning them to refrain from conducting operations that resembled a scheduled service.

Trans Caribbean DC-4 N75416 shares the ramp at New York (IDLEWILD) with DC-6A N45500. PHOTO: PAUL ZOGG COLLECTION
Trans Caribbean DC-4 N75416 shares the ramp at New York (IDLEWILD) with DC-6A N45500. PHOTO: PAUL ZOGG COLLECTION

TRANS CARIBBEAN AIRWAYS SEEKS CERTIFICATION

Trans Caribbean applied for one of the CAB’s coveted certificates to officially become a scheduled airline. In January 1951, the Board selected Eastern Air Lines over Chalk’s company to compete with Pan American between New York and San Juan.

The decision was a disappointment to Chalk. It meant that Trans Caribbean (now calling itself Airways instead of Air Cargo Lines) would have to continue operating as a large irregular carrier – a non-sked – adapting to the CAB’s complex set of rules intended to thwart such companies from mimicking a regular scheduled operation.

The Civil Aeronautics Board (CAB) finally recognized TCA as a regular scheduled airline. This 1958 schedule advertises the $45 fare that proved popular to the many passengers traveling between San Juan and New York who were willing to forgo First Class amenities. DAVID H. STRINGER COLLECTION
The Civil Aeronautics Board (CAB) finally recognized TCA as a regular scheduled airline. This 1958 schedule advertises the $45 fare that proved popular to the many passengers traveling between San Juan and New York who were willing to forgo First Class amenities. DAVID H. STRINGER COLLECTION

SECOND TIME AROUND

In 1955, the Civil Aeronautics Board replaced two of its five members and adopted a new attitude towards the non-skeds. The board reclassified this group of airlines, no longer labeling them simply as irregulars or non-skeds but now referring to them as America’s supplemental airlines

On September 12, 1957, the CAB finally awarded Trans Caribbean Airways (TCA) a Certificate of Public Convenience and Necessity to operate regular scheduled service between New York and San Juan, in competition with Pan American World Airways and Eastern Air Lines. Affectionately known as Trans Carib, the airline became the first of the supplemental carriers engaged in passenger transportation to receive such a certificate.

N6540C was a DC-6A delivered from the manufacturer to Trans Caribbean in January 1958. DOUGLAS
AIRCRAFT CO. PHOTO VIA PAUL ZOGG
N6540C was a DC-6A delivered from the manufacturer to Trans Caribbean in January 1958. DOUGLAS AIRCRAFT CO. PHOTO VIA PAUL ZOGG

LOW FARES AND BIGGER PLANES

The CAB noted that “Puerto Rico is peculiarly dependent upon air transportation… From a passenger standpoint, Puerto Rico is almost wholly dependent upon air service…”. And Trans Carib’s focus on low-fare flights was just what the market needed. In 1958, the company was charging $45 one-way between New York and San Juan.

DC-6B N9543C awaits its next group of passengers. PAUL ZOGG COLLECTION
DC-6B N9543C awaits its next group of passengers. PAUL ZOGG COLLECTION

Chalk invested in larger, pressurized aircraft to supplement his unpressurized DC-4s. In 1955, he leased two DC-6s from PANAGRA (Pan American Grace Airways) and later purchased a DC-6A and a DC-6B from Canadian Pacific Airlines. He also acquired two factory-fresh models from Douglas Aircraft: a DC-6A and a DC-6B.

For cargo flights, two Curtiss C-46s remained in the TCA fleet.


Douglas DC-8-51 N8780R is seen in this pre-delivery photo from Douglas Aircraft Co. Proctor-Livesey-Thomas Collection
Douglas DC-8-51 N8780R is seen in this pre-delivery photo from Douglas Aircraft Co. Proctor-Livesey-Thomas Collection

TRANS CARIBBEAN AIRWAYS INTO THE JET AGE

In 1960, Trans Caribbean secured the right to serve Aruba in the Dutch West Indies from San Juan.

In November 1961, TCA entered the jet age with arrival of the company’s first Douglas DC-8-51, followed by a second in the summer of 1962. These were joined by the first of several DC-8 Series 50 Fan Jets in 1963, which the airline advertised as airplanes so powerful that they might as well have a fifth engine!

assengers deplane from DC-8-55 N8785R, which has just arrived in San Juan. ALLAN VAN WICKLER PHOTO VIA PROCTOR-LIVESEY-THOMAS collection.
Passengers deplane from DC-8-55 N8785R, which has just arrived in San Juan. ALLAN VAN WICKLER PHOTO VIA PROCTOR-LIVESEY-THOMAS collection.
Known affectionately as Trans-Carib, the airline’s first jets were DC-8-51s introduced in 1961 and ‘62. In 1963, the company acquired its first DC-8-54 Fan Jet. Chalk advertised his DC-8 Fan Jets as having the power of a fifth engine. DAVID H. STRINGER COLLECTION
Known affectionately as Trans-Carib, the airline’s first jets were DC-8-51s introduced in 1961 and ‘62. In 1963, the company acquired its first DC-8-54 Fan Jet. Chalk advertised his DC-8 Fan Jets as having the power of a fifth engine. DAVID H. STRINGER COLLECTION

MORE JETS

In 1967, while awaiting delivery of its first Boeing 727, which would enter service the following year, Trans Carib leased a Boeing 707 and a 720 from Aer Lingus.

Trans Caribbean took delivery of its first stretched DC-8-61CF in 1967. PAUL ZOGG COLLECTION
Trans Caribbean took delivery of its first stretched DC-8-61CF in 1967. PAUL ZOGG COLLECTION
O. Roy Chalk had colorful interiors installed in his DC-8s in order to give passengers the feel of being aboard a “flying island”. DOUGLAS AIRCRAFT CO. PHOTO VIA PROCTOR-LIVESEY-THOMAS COLLECTION.
O. Roy Chalk had colorful interiors installed in his DC-8s in order to give passengers the feel of being aboard a “flying island”. DOUGLAS AIRCRAFT CO. PHOTO VIA PROCTOR-LIVESEY-THOMAS COLLECTION.

Three stretched DC-8-61s also joined the Trans Carib fleet during the winter of 1967-68. While the -61s would be the largest aircraft to serve in the carrier’s fleet, TCA signed a deal with Irish International Airlines (Aerlinte Eireann/Aer Lingus) to lease that company’s two soon-to-be-delivered Boeing 747s during the winter months for five years beginning in the early 1970s. But, as events unfolded, that arrangement was never acted upon.

This Trans Caribbean Boeing 727-200 sports the company's tropical livery. George Hamlin Collection
This Trans Caribbean Boeing 727-200 sports the company’s tropical livery. George Hamlin Collection

THE FINAL ROUTE AWARDS

In October 1967, service to Washington, DC (Dulles) was added and Trans Caribbean now transported passengers from both New York (JFK) and Washington to San Juan, and beyond San Juan to Aruba.

In 1969, Trans Caribbean received permission from the CAB to add St. Thomas and St. Croix in the US Virgin Islands to its route map. The airline also added Curacao, in the Dutch West Indies. This would be the airline’s final expansion.

"Your Flying Island" was the slogan used in company advertising, including on this 1968 system timetable. David H. Stringer Collection
“Your Flying Island” was the slogan used in company advertising, including on this 1968 system timetable. David H. Stringer Collection

MERGER WITH AMERICAN

Although Trans Caribbean Airways had held its own through the early 1960s, competition from its much larger competitors, Pan American and Eastern, began to take its toll. With a fleet of just eight aircraft—five DC-8s and three 727s—the little airline could no longer compete profitably.

American Airlines wanted to strengthen its route system with more vacation destinations. TCA’s network would give the company a new foothold in the Caribbean. The CAB and the President of the United States approved a merger of the two carriers, and American Airlines absorbed Trans Caribbean Airways in March 1971.

N8785R wears the company’s striking livery introduced in the late 1960s. IRA WARD PHOTO VIA GEORGE HAMLIN
N8785R wears the company’s striking livery introduced in the late 1960s. IRA WARD PHOTO VIA GEORGE HAMLIN

Within six months of the merger, American Airlines was the dominant carrier in the New York-San Juan market. In the years ahead, its operations in the Caribbean would grow exponentially.


N8785R was photographed by George Hamlin at New York (JFK) in March 1971, the month that the company was taken over by American Airlines. GEORGE HAMLIN photo
N8785R was photographed by George Hamlin at New York (JFK) in March 1971, the month that the company was taken over by American Airlines. GEORGE HAMLIN photo

But with the merger came the loss of a very colorful little airline that had advertised itself as ‘Your flying island’.

David H. Stringer
David H. Stringerhttps://www.amazon.com/Americas-Local-Service-Airlines-Stringer/dp/0980109213
A veteran of 32 years in the airline industry, David H. Stringer is currently the History Editor for AIRWAYS Magazine and a member of the Editorial Board of THE AVIATION HISTORIAN (TAH), a British publication. He is author of the book “America’s Local Service Airlines”, published by the American Aviation Historical Society.

Latest Stories

Read More

Check Out These Other Stories From Avgeekery