* Turks and Caicos Islands - A British overseas territory in the Caribbean. There is some support for it to join Canada, and in 2004 Nova Scotia voted to invite Turks and Caicos to join that province, in the event of the islands becoming Canadian. However, the islands' small economy and Canada's involvement in Haiti has made this controversial. On March 2, 2009 the Ottawa Citizen ran an article on its online site reporting the interest of the Canadian government to open a deep-water port in the Caribbean that would "opened up a new market for Canadian goods"[5]. The article proposed that "the port, unaffordable for Caribbean countries [would] boost the standard of living and bolstered hemispheric security. ... as a Canadian military operations base for countries wanting help to patrol their waters and to interdict the Caribbean's robust trade in smuggled arms, drugs and people"[6]. In the 1990s support for integration into Canada as an "11th province" was at 90%, while in 2003 support for integration stood at around 60% in the Turks and Caicos islands. Mr. Goldring, a Conservative MP from Edmonton has championed the cause of integrating the Turks and Caicos islands as a Canadian territory for security benefits as well as increasing Canada's influence in Central and Southern America in regards to anti-terrorism, trade and combating encroaching Chinese influence in several small Caribbean islands, such as St. Lucia[7].
* Jamaica - In the late 19th century, there was some discussion of some form of political union between Canada and Jamaica.
* Barbados - In 1884, the Barbados Agricultural Society sent a letter to Sir Francis Hincks requesting his private and public views on whether the Dominion of Canada would favourably entertain having the then colony of Barbados admitted as a member of the Canadian Confederation. Asked of Canada were the terms of the Canadian side to initiate discussions, and whether or not the island of Barbados could depend on the full influence of Canada in getting the change agreed to by Britain. Then in 1952 the Barbados Advocate newspaper polled several prominent Barbadian politicians, lawyers, businessmen, the Speaker of the Barbados House of Assembly and later as first President of the Senate, Sir Theodore Branker, Q.C. and found them to be in favour of immediate federation of Barbados along with the rest of the British Caribbean with complete Dominion Status within five years from the date of inauguration of the West Indies Federation with Canada.
* Bermuda - In 1949 Henry Vassey, then Chairman of the Bermuda Trade Development Board, urged the House of Assembly of Bermuda to pursue a political union with Canada. Four Methodist church congregations in Bermuda are part of The United Church of Canada, forming Bermuda Presbytery of the United Church's Maritime Conference headquartered in Sackville, New Brunswick.
* The West Indies Federation – In a 1952 letter by T.G. Major, a Canadian Trade Commissioner in Trinidad and Tobago, it was stated to the Under Secretary of State for External Affairs that the respective leaders of the British Caribbean could not reach a clear consensus for the exact style of a federal union with Canada. During a parliamentary conference held in Ottawa, it was also noted though that the colony of British Honduras (present day Belize) showed the most interest in a union with Canada exceeding that of the other British Caribbean colonies.