However, on the following day, wind shear increased again, while sea surface temperatures decreased, causing Jose to weaken and quickly transition into an extratropical cyclone.

However, wind gusts up to 100 mph (160 km/h) uprooted trees, making some roads impassable and damaging houses, crops, and shipping facilities.

Tropical storm force winds in eastern Puerto Rico toppled power lines, trees, and streets signs.

In Saint Kitts and Nevis, mudslides and flooding from the storm caused 1 fatality and impacted several homes and buildings.

Dvorak satellite classifications began at 1200 UTC on October 17, and six hours later, the system developed into Tropical Depression Fourteen while located about 700 miles (1,100 km) east of the Windward Islands.

[2] The depression continued to organize, with satellite imagery indicating banding features becoming more well-defined, as a result of an upper-level anticyclone and a westerly jet.

[1] Due to no "immediately identifiable hindrances to further strengthening", intensity forecasts indicated Jose reaching hurricane status by late on October 19.

[4] Later that day, three computer models predicted that the anticyclone over Jose would move west-northwestward, causing the storm to potentially strengthen to a major hurricane.

However, the National Hurricane Center questioned these forecasts, as the same computer models predicted a similar scenario for Tropical Depression Twelve earlier that month.

[5] After t-numbers on the Dvorak scale reached 4.0 and a reconnaissance aircraft flight reported winds of 84 mph (135 km/h), it was estimated that Jose became a hurricane at 1800 UTC on October 19.

[6] Early on the following day, cloud tops reached temperatures as low as −121 °F (−85 °C) and the hurricane also developed an eye with a radius of about 34 miles (55 km).

Although atmospheric conditions previously seemed favorable for further significant strengthening, water vapor imagery indicated that an upper-trough was extending from the western Caribbean Sea to the eastern Bahamas; this in turn induced wind shear on Jose.

[8] Jose weakened immediately after becoming a Category 2 hurricane and winds were 90 mph (150 km/h) when the storm made landfall in Antigua at 1600 UTC on October 21.

Under the influence of a large mid- to upper-tropospheric trough, Jose curved northward early on October 22, while located north of Puerto Rico.

Despite this, the National Hurricane Center noted that, "the deep convection is poorly organized enough that strengthening is unlikely before extratropical transition in 36 hours.

"[13] By 1200 UTC on October 24, the storm once again attained hurricane intensity as it passed about 300 miles (480 km) east of Bermuda.

Early on October 19, the hurricane watch was extended to include Martinique, Guadeloupe, Antigua, Barbuda, Montserrat, St. Kitts, Nevis, and Anguilla, as well as St. Eustatius, Saba, St. Maarten, St. Martin, and St. Barthelemy shortly thereafter.

Simultaneously, a hurricane watch went into effect for the Virgin Islands and Puerto Rico, while a tropical storm warning was issued for St. Lucia.

Deputy Prime Minister of Saint Kitts and Nevis Sam Condor warned residents to "prepare for the worst".

The Governor of the United States Virgin Islands, Charles Wesley Turnbull, issued a curfew effective at 6 p.m. AST on October 20.

[18] In Anguilla, tropical storm force winds and rainfall up to 6 inches (150 mm) fell at the Agricultural Department in The Valley.

[15] Across the island, the storm killed one person, injured 12, left an elderly blind man missing,[19] and destroyed 500 houses and a newly built church.

[1] In St. Kitts and Nevis, rainfall caused flooding, which washed out several main roads and resulted in landslides were reported.

In the first week after the storm, 35 Red Cross volunteers distributed 1,500 tarpaulins, 210 blankets, 300 food parcels, and 30 hurricane lamps to residents in the effected communities of York's, Villa, Greens Bay, Perry Bay, Piggotts, Bendals Bolans, Crab's Hill, Urlings, St. John's, and Jennings.

However, after Hurricane Lenny struck the Lesser Antilles about a month later, relief efforts slowed, as many more people were significantly affected, causing recovery to be costlier.