A statue commemorating Luis Munoz Rivera located in San Juan

Political Cartoon representing Teddy Roosevelt's "Big Stick" policy in the Caribbean and Central America

Backed by the power of the U.S. Navy, Roosevelt aims a large gun at Europe, represented by a monarch with "claims" in hand, attempting to reach Santo Domingo.

Luigi Tomassi sculpted this statue of LM Rivera

Following the end of the Spanish-American War, Uncle Sam and his new possessions perform together as the world looks on. Depicted as "savage children", the U.S. balances Puerto Rico, Hawai'i, Cuba, the Phillipines and Ladrones (the Mariana…

Uncle Sam watches as the "Goddess of Liberty" heralds freedom for Cuba, Puerto Rico and the Philippines

A campaign medal for the Spanish-American War of 1898

Uncle Sam dines and Hawai'i (Sandwich Islands), Puerto Rico, Cuba and the Philippines are on the menu, served by President McKinley

"...from the Minneapolis Tribune, depicts President McKinley holding onto a savage-looking child, the Philippines. He is contemplating whether to “keep” the archipelago, “return” it to Spain, or setting it on his own path. The editors at the…