4 Things to Watch When Obama Lands in Cuba
For Castro Regime, Historic Visit Brings 'Big Risk'

Tourists walk next to a poster of Cuban President Raul Castro and U.S President Barack Obama in Havana on Friday. Obama will travel there on Sunday. (Yamil Lage/AFP/Getty Images)

Air Force One will touch down on Cuban soil for the first time ever on Sunday but what happens next is anyone’s guess.  

That's largely because President Barack Obama will be the first sitting U.S. commander in chief to visit the island nation in almost 90 years. How Cuban leaders and citizens will respond when he arrives with dozens of business-minded American lawmakers and CEOs in tow is anyone's guess.  

Women Senators Among Members Joining Obama in Cuba
Heitkamp, Klobuchar aim to open market for U.S. farmers

Sen. Heidi Heitkamp, D-N.D., speaks as Sens. Amy Klobuchar, D-Minn. (right)looks on. (Photo By Bill Clark/CQ Roll Call)

A cadre of U.S. business leaders and politicians joining President Barack Obama during his historic Cuba visit illustrates the allure the island nation has for commercial interests.  

Obama and first lady Michelle Obama will land in Cuba on Sunday evening, marking the first time in nearly 90 years that a sitting U.S. president will set foot there.  

Obama to Cuba, Will Huddle With Raul Castro (Updated)

American classic cars are seen outside the US Embassy in Havana on Aug. 14, during US Secretary of State John Kerry's visit. (Photo by ADALBERTO ROQUE/AFP/Getty Images)

Updated 3:35 p.m. | President Barack Obama will travel to Cuba next month, a visit that will mark the first time in nearly 90 years that a sitting U.S. chief executive will set foot in the island country.  

Obama and his wife Michelle will arrive in Cuba on March 21 for a two-day visit that will include a meeting with Cuban President Raúl Castro, brother of longtime Cuban leader and American rival Fidel Castro. The visit comes over a year after Washington and Havana restored all diplomatic ties in December 2014 and the two countries last summer re-opened embassies on each other’s soil.