Following Barbadian independence from the United Kingdom in November 1966, the Canadian High Commission was established in Bridgetown, Barbados on 27 September 1973.

[2] During this period, Barbados and the current provinces of Canada were a series of colonial possessions of Great Britain and France.

[1] This trade continued for a number of years, however these ties eventually weaned as the influence of the Thirteen American colonies grew in importance for Canada, Barbados, and the wider West Indies region.

By the early 20th century several large Canadian financial institutions looked towards expansion into the West Indies.

[6] In 1993-1994 Barbados had sought talks on entry into the North America Free Trade Agreement (NAFTA) along with Canada, Mexico, and the United States.

[10] The Canadian government has also played an extremely critical role in the continuation of the Barbados-based Caribbean Development Bank since its inception and acts as a significant lending country to the institution.

[13] It was not until the 1950s, just prior to the country of Barbados negotiating independence from the United Kingdom, that yet another movement for establishing some form of political association with Canada was broached yet again, this time spurred by several Barbadian members of parliament.

As part of his plan, Harper and his Canadian envoy visited several nations of Latin America and the Caribbean regions which included Barbados.

Stephen Harper took part in several closed-door meetings with the then Barbadian prime minister Owen Arthur and the other heads of the Caribbean Community (CARICOM) group of nations.

Peter Kent, Minister of State of Foreign Affairs (Americas), saluted Barbados on achieving the country's 43rd anniversary of independence.

[32] Over time Barbados has seen market share from Canada shift towards lower cost Caribbean destinations such as Cuba or the Dominican Republic.

According to the Barbados Advocate newspaper Sealy stated "We are game if Westjet is interested, in becoming the regional hub for more of your business and we would certainly like to see not four flights a week, but eventually, if we can have a daily service.

The High Commission further represents the Government of Barbados in many areas including helping to facilitate the Seasonal Agricultural Workers Program in Canada.

As of 26 July 2008[update] E. Evelyn Greaves is the resident Barbados government representative and High Commissioner to Canada, having succeeded Glyne Samuel Hyvesta Murray.