Yes

you do need a jacket based on the weather in West Islip, NY, USA 1 second ago

Why? Because it's pretty chilly and the wind makes walking forward feel like moonwalking in reverse!
56°F13°C & Cloudy

Wind is 14 mph23 km/h from the North, gusting to 27 mph44 km/h
October 14
2pm56°F13°C15 mph24 km/h NorthMostly Cloudy
3pm57°F14°C15 mph24 km/h NorthCloudy
4pm59°F15°C14 mph22 km/h NorthCloudy
5pm60°F16°C14 mph22 km/h NorthCloudy
6pm61°F16°C14 mph23 km/h NorthCloudy
7pm62°F17°C13 mph22 km/h NorthCloudy
8pm62°F17°C13 mph21 km/h NorthCloudy
9pm63°F17°C13 mph21 km/h NorthCloudy
10pm62°F16°C13 mph21 km/h NorthCloudy
11pm61°F16°C12 mph20 km/h NorthCloudy
October 15
12am60°F16°C12 mph19 km/h NorthCloudy
1am60°F15°C11 mph17 km/h NorthCloudy
DateLowHighWindDayNight
October 1453°F12°C63°F17°C13 mph21 km/h from NorthCloudyMostly Cloudy
October 1549°F9°C64°F18°C12 mph19 km/h from NorthPartly CloudyMostly Clear
October 1644°F7°C55°F13°C15 mph23 km/h from NorthMostly ClearClear
October 1742°F6°C59°F15°C10 mph16 km/h from NorthClearMostly Clear
October 1845°F7°C63°F17°C6 mph9 km/h from SouthwestPartly CloudyPartly Cloudy
October 1959°F15°C69°F21°C15 mph24 km/h from SouthPartly CloudyRain
October 2052°F11°C62°F17°C13 mph21 km/h from WestMostly ClearMostly Clear

Yes

Low of 49°F10°C, High of 64°F18°C
Wind: 12 mph19 km/h
Precipitation: None

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