The average train between Jamaica Station and Southold takes 2h 19m and the fastest train takes 2h 15m. The train service runs several times per day from Jamaica Station to Southold. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run 3 times a day between Jamaica Station and Southold. The earliest departure is at 1:31 AM at night, and the last departure from Jamaica Station is at 6:02 PM which arrives into Southold at 8:17 PM. All services require a transfer, and take on average 2h 19m. The schedules shown below are for the next available departures.

2h 17m • 1 change

2h 19m • 1 change

2h 22m • 1 change

2h 15m • 1 change

2h 26m • 1 change

2h 25m • 1 change

2h 24m • 1 change

2h 25m • 1 change
Want to know about travelling from Jamaica Station to Southold? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Jamaica Station to Southold. However, there are services departing from Jamaica Station station and arriving at Southold station via Ronkonkoma. The journey, including transfers, takes approximately 2h 19m.
Jamaica Station to Southold train services, operated by Long Island Rail Road, depart from Jamaica station.
Jamaica Station to Southold train services, operated by Long Island Rail Road, arrive at Southold station.
The distance between Jamaica Station and Southold is 123.1 km. The road distance is 129 km.
You can take a train from Jamaica to Southold via Ronkonkoma in around 3h 13m.