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How to get fromGloucester to Montaukby train, ferry, car ferry, bus, car, or plane

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There are 7 ways to get from Gloucester to Montauk by train, ferry, car ferry, bus, 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, ferry

    best
    1. Take the train from Gloucester to North Stationtrain train
    2. Take the train from Boston to New Londontrain train
    3. Take the ferry from New London to Montaukferry ferry
    7h 22m
    $91–209

  2. Drive, car ferry

    cheapest
    1. Drive from Gloucester to New Londoncar car
    2. Take the carferry from New London to Orient Pointcarferry car ferry
    3. Drive from Orient Point to Montaukcar car
    5h 57m
    $50–144

  3. Train, car ferry, bus

    1. Take the train from Gloucester to Chelseatrain train
    2. Take the train from Boston to New Londontrain train
    3. Take the carferry from New London to Orient Pointcarferry car ferry
    4. Take the bus from Orient Point Ferry Dock to East Hampton LIRRbus bus 92
    10h 57m
    $65–190

  4. Train, fly to John F. Kennedy International Airport

    1. Take the train from Gloucester to Chelseatrain train
    2. Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)plane plane BOS - JFK
    3. Take the train from Jamaica to Montauktrain train
    7h 41m
    $240–1,085

  5. Train, drive

    1. Take the train from Gloucester to North Stationtrain train
    2. Take the train from Boston to New Londontrain train
    3. Drive from New London to Montaukcar car
    8h 27m
    $79–144

  6. Train, fly to Long Island Mac Arthur Airport

    1. Take the train from Gloucester to Chelseatrain train
    2. Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)plane plane BOS - ISP
    3. Take the train from Patchogue to Montauktrain train
    7h 22m
    $275–409

  7. Train, fly to Laguardia Airport

    1. Take the train from Gloucester to Chelseatrain train
    2. Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane plane BOS - LGA
    3. Take the train from Jamaica to Montauktrain train
    8h 8m
    $89–469

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

Calendar99Weekly Planes
Duration1h 24mAverage Duration
Ticket$33Cheapest Price
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Questions & Answers

Map of how to get from Gloucester to Montauk.ExpandLaunch map view
  • Distance: 162.7 mi
  • Duration: 7h 22m

What companies run services between Gloucester, MA, USA and Montauk, NY, USA?

There is no direct connection from Gloucester to Montauk. However, you can take the train to North Station, walk to North Station, take the subway to Back Bay, walk to Boston, take the train to New London, walk to New London, take the ferry to Montauk, walk to Montauk - BI Ferry, then take the bus to Montauk. Alternatively, you can take a train from Gloucester to Montauk via Chelsea, Chelsea, South Station, Boston, New London, New London, Orient Point, Orient Point Ferry Dock, East Hampton LIRR, and East Hampton in around 10h 57m.

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