Trump is also likely to announce restrictions on travel between the two countries, threatening the daily flights between Florida and Havana.
Despite those attitudes, Trump himself will harken back to the 1960s when he announces his new policy on Friday.
The new approach aims to tighten several of the travel and commercial policies that President Obama loosened over the last two years with the goal of curbing the flow of US cash to the Cuban government, especially its military.
This is, in a word, ridiculous.
Later in the year, on the campaign trail in Miami during the fall election campaign, Trump condemned Obama's normalization of relations between the two countries, which he called a "one-sided deal for Cuba and with Cuba, benefits only the Castro regime". It plotted repeatedly to assassinate Fidel Castro and to overthrow his regime.
On the economic and financial front, he believes that the White House is unlikely to set new limits on trade or investment since they would be very unpopular among US business sectors that advocate for closer ties between the two economies.
But supporters of engagement say it's unrealistic to expect liberal democracy to bloom in just two years, especially with the larger US trade embargo still in force.
A new poll conducted on behalf of Engage Cuba, a nonpartisan coalition favoring broader commercial and diplomatic relations with the island, showed nearly 64 percent of Republicans want to continue the rapprochement with Cuba. The Soviet Union is no more; the Cold War is over.
As part of an ethics pledge, Trump's company has vowed to pursue no new foreign deals during his presidency, making a potential foray into Cuba off limits for now.
Cuban-Americans will still be able to travel to Cuba and send remittances, limiting the impact on residents of Florida, where many Cuban emigres settled. The reasons range from the petty to the perverse.
And Trump's decision to roll back some of those efforts has angered former Obama aides, including Ben Rhodes, who led the effort to ease tensions with the Castro regime.
Taking advantage of former president Barack Obama's relaxation of a half-century of travel restrictions, Ferrer, a student from Miami, spent 10 days in Cuba fulfilling her childhood dream, in an emotionally charged journey across Cuba that until recently would have been unthinkable. Miami is home to the largest Cuban-American community. According to the New York Times, Diaz-Balart exacted a promise from Trump as a price for his vote in favor of Trumpcare. While there's no indications of a clampdown on agricultural sales allowed on a cash-only basis since 2000, cooled relations may drive buyers elsewhere, said Bob Young, chief economist for the American Farm Bureau Federation in Washington.
Obama's policy of engagement, however halting, has already shown results.
The policy will also outlaw trade with the Armed Forces Business Enterprises Group, the holding company of the Cuban Revolutionary Armed Forces.
"It would be very hard to reverse (the resumption of) commercial flights, cruise ships, US visitors to Cuba and other businesses because major financial sectors would complain about such a move", Morales said.
Once more the right of Americans to travel would be sacrificed, in the name of what?
Advocates for a rollback of the Obama changes argue that Cuba remains a dictatorship with no regard for human rights.
"Trump doesn't care about human rights anywhere".
The biggest sticking point is Cuba's poor record on human rights.
More broadly, the Trump administration appears to have learned one of the core lessons of recent sanctions-unwinding episodes: relieving certain sanctions pressure on rogues does not mean we need to give up all of our economic leverage.
"... I am confident that President Trump will treat Cuba like the dictatorship it is and that our policy going forward will reflect the fact that it is not in the national interest of the United States for us to be doing business with the Cuban military".