Insel Air started operations on August 28, 2006 with one Embraer 110-P1 Bandeirante flying out of Curaçao to the neighboring island of Aruba. Soon afterwards, Insel Air began flights to the neighbouring island of Bonaire and also to Las Piedras in Venezuela.
Starting in January 2007, the airline began serving the Eastern and Northern Caribbean via Sint Maarten with a McDonnell Douglas MD-83 and with an additional McDonnell Douglas MD-82 in June 2008. Insel Air also added services to Miami via Curaçao and Bonaire at this time.
In September 2009, Insel Air took delivery of a second MD-82 aircraft. The aircraft arrived at Curacao Insel took delivery of its third MD82 on December 4, 2009 and fourth MD82 in May 2011. At this time Insel Air began operating four new destinations – Medellin, Charlotte, Barquisimeto and Caracas.
Since then, the company has grown into an airline with nineteen aircraft. All owned by Insel Air. Insel Air started to fly unserved routes between South America and the Caribbean connecting to east coast of the USA for a afordable price, shorter flying times than the competitors because of direct connections and good frequencies.
Insel Air connected the following 26 destinations serving 180 city pairs and moving 1 million passengers a year through their hubs:
Caribbean: Curacao, Aruba, Bonaire, St. Maarten, Santo Domingo (capital & La Romana), Haiti, Puerto Rico, Cuba (havana, santa clara, camaguey, Holguin & santiaga the cuba), Jamaica, & Trinidad.
South America: Venezuela ( Maracaibo, Las Piedras, Barquisimeto, Valencia & Caracas), Surinam, Guyana, Colombia (Medellin & Barranquilla), Equador and Brazil.
USA: Miami & Charlotte
Insel Air was IOSA certified and had a FAA aprroved maintenance station and were member of ALTA (member of executive committee) & IATA. Insel Air had interline agreements with: KLM, GOL, LIAT,Avianca, Caribbean airways & Winair.
In 2019 due to economic malaise in South America & Caribbean the company ceased operations.