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How to get fromBoston to Southoldby train, car ferry, car or plane

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There are 5 ways to get from Boston to Southold by train, car ferry, car, or plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train, car ferry

    best
    1. Take the train from Boston to New LondontrainNortheast Regional
    2. Take the car ferry from New London to Orient PointcarferryNew London
    4h 46m
    $38–326

  2. Drive, car ferry

    1. Drive from Boston to New Londoncar
    2. Take the car ferry from New London to Orient PointcarferryNew London
    3h 41m
    $41–121

  3. Fly to John F. Kennedy International Airport, train

    1. Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)planeBOS - JFK
    2. Take the train from Jamaica to Ronkonkomatrain
    3. Take the train from Ronkonkoma to Southoldtrain
    4h 50m
    $373–812

  4. Train, drive (Amtrak)

    1. Take the train from Boston to Old Saybrook Amtrak StationtrainNortheast Regional
    2. Drive from Old Saybrook Amtrak Station to Southoldcar
    5h 29m
    $47–292

  5. Fly to Long Island Mac Arthur Airport, train

    1. Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)planeBOS - ISP
    2. Take the train from Ronkonkoma to Southoldtrain
    4h 39m
    $266–372

Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK) flights

Calendar86Weekly Planes
Duration1h 32mAverage Duration
Ticket$38Cheapest Price
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Questions & Answers

What companies run services between Boston, MA, USA and Southold, NY, USA?

There is no direct connection from Boston to Southold. However, you can take the train to New London, walk to New London, take the car ferry to Orient Point, walk to Orient Point Ferry Dock, then take the line 92 bus to NYS 25/Youngs Ave. Alternatively, you can take a vehicle from Boston to Southold via New London and Orient Point in around 3h 41m.

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