On January 12, 1895, the North American authorities stopped the steamship Lagonda and two other suspicious ships, Amadis and Baracoa, at the port of Fernandina in Florida, confiscating weapons and ruining Plan de Fernandina (Fernandina Plan). On January 29, Martí drew up the order of the uprising, signing it with general Jose Maria Rodriguez and Enrique Collazo. Juan Gualberto Gómez was assigned to orchestrate war preparations for La Habana Province, and was able to work right under the noses of the relatively unconcerned Spanish authorities. Martí decided to move to Montecristi, Dominican Republic to join Máximo Gómez and to plan out the uprising.
The uprising finally took place on February 24, 1895. A month later, Martí and Máximo Gómez declared the Manifesto de Montecristi, an "exposition of the purposes and principles of the Cuban revolution". Martí had persuaded Gómez to lead an expedition into Cuba.
Before leaving for Cuba, Martí wrote his "literary will" on April 1, 1895, leaving his personal papers and manuscripts to Gonzalo de Quesada, with instructions for editing. Knowing that the majority of his writing in newspapers in Honduras, Uruguay, and Chile would disappear over time, Martí instructed Quesada to arrange his papers in volumes. The volumes were to be arranged in the following way: volumes one and two, North Americas; volume three, Hispanic Americas; volume four, North American Scenes; volume five, Books about the Americas (this included both North and South America); volume six, Literature, education and painting. Another volume included his poetry.
The expedition, composed of Martí, Gómez, Ángel Guerra, Francisco Borreo, Cesar Salas and Marcos del Rosario, left Montecristi for Cuba on April 1, 1895. Despite delays and desertion by some members, they got to Cuba, landing at Playitas, near Cape Maisí and Imías, Cuba, on April 11. Once there, they made contact with the Cuban rebels, who were headed by the Maceo brothers, and started fighting against Spanish troops. The revolt did not go as planned, "mainly because the call to revolution received no immediate, spontaneous support from the masses." By May 13, the expedition reached Dos Rios. On May 19, Gomez faced Ximenez de Sandoval's troops and ordered Martí to stay with the rearguard, but Martí became separated from the bulk of the Cuban forces, and entered the Spanish line.
José Martí was killed in battle against Spanish troops at the Battle of Dos Ríos, near the confluence of the rivers Contramaestre and Cauto, on May 19, 1895. Gómez had recognized that the Spaniards had a strong position between palm trees, so he ordered his men to disengage. Martí was alone and seeing a young courier ride by said: "Joven, a la carga!" meaning: "Young man, charge!" This was around midday, and he was dressed in a black jacket while riding a white horse, which made him an easy target for the Spanish. After Martí was shot, the young trooper, Angel de la Guardia, lost his horse and returned to report the loss. The Spanish took possession of the body, buried it close by, then exhumed the body upon realization of its identity. He was buried in Santa Ifigenia Cemetery in Santiago de Cuba. Many have argued that Maceo and others had always spurned Martí for never participating in combat, which may have compelled Martí to that ill-fated two-man charge. Some of his Versos Sencillos had a premonitory quality: "No me entierren en lo oscuro/ A morir como un traidor/ Yo soy bueno y como bueno/ Moriré de cara al sol." ("Do not bury me in darkness / to die like a traitor / I am good, and as a good man / I will die facing the sun.")
José Martí is universally honored as a great poet, patriot and martyr of Cuban Independence, but he was also a translator of some note. Although he translated literary material for the sheer joy of it, much of the translating he did was imposed on him by economic necessity during his many years of exile in the United States. Martí learned English at an early age, and had begun to translate at thirteen. He continued translating for the rest of his life, including his time as a student in Spain, although the period of his greatest productivity was during his stay in New York from 1880 until he returned to Cuba in 1895.