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How to get fromBoston to Southoldby train, car ferry, bus (Flixbus), car or plane

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There are 6 ways to get from Boston to Southold by train, car ferry, bus (Flixbus), 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 Londontrain train Northeast Regional
    2. Take the car ferry from New London to Orient Pointcarferry car ferry New London
    4h 57m
    $38–326

  2. Bus

    1. Take the bus from Boston to Queens Jamaicabus bus FlixBus 2612
    2. Take the bus from Airport Connection-Eastbound to Southoldbus bus Brooklyn-North Fork / ...
    7h 40m
    $59–128

  3. Drive, car ferry

    1. Drive from Boston to New Londoncar car
    2. Take the car ferry from New London to Orient Pointcarferry car ferry New London
    3h 42m
    $41–121

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

    1. Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)plane plane BOS - JFK
    2. Take the train from Jamaica to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Southoldtrain train
    4h 49m
    $267–766

  5. Train, drive (Amtrak)

    1. Take the train from Boston to Old Saybrook Amtrak Stationtrain train Northeast Regional
    2. Drive from Old Saybrook Amtrak Station to Southoldcar car
    5h 31m
    $47–292

  6. Fly to Long Island Mac Arthur Airport, train

    1. Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)plane plane BOS - ISP
    2. Take the train from Ronkonkoma to Southoldtrain train
    4h 41m
    $265–402

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

Calendar98Weekly Planes
Duration1h 26mAverage Duration
Ticket$29Cheapest Price
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Questions & Answers

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

You can take a bus from Boston to Southold via Queens Jamaica, Archer Av/Sutphin Blvd, Horace Harding Expwy/188 St, and Airport Connection-Eastbound in around 7h 40m.

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