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How to get fromPortland to Shelter Islandby bus, train, unknown, plane, or car ferry

Find Transport to Shelter Island

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There are 8 ways to get from Portland to Shelter Island by bus, train, unknown, plane, or car ferry

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

  1. Bus, train, travel

    best
    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the train from Boston to Old Saybrook Amtrak Stationtrain train
    3. Walk from Old Saybrook Amtrak Station to Shelter Islandunknown unknown
    5h 13m

  2. Train, travel (Amtrak)

    1. Take the train from Portland to Bostontrain train
    2. Take the train from Boston to Old Saybrook Amtrak Stationtrain train
    3. Walk from Old Saybrook Amtrak Station to Shelter Islandunknown unknown
    5h 55m

  3. Bus, travel

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from Boston to Hartford Union Stationbus bus
    3. Take the bus from Asylum St @ Bushnell Park to Old Saybrook RR Stnbus bus 921
    4. Walk from Old Saybrook RR Stn to Shelter Islandunknown unknown
    7h 8m

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

    1. Fly from Portland (PWM) to John F. Kennedy International Airport (JFK)plane plane PWM - JFK
    2. Take the train from Jamaica to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Greenporttrain train
    4. Walk from Greenport to Shelter Islandunknown unknown
    5h 16m

  5. Train, car ferry, travel

    1. Take the train from Portland to Bostontrain train
    2. Take the train from Boston to New Londontrain train
    3. Take the carferry from New London to Orient Pointcarferry car ferry
    4. Walk from Orient Point to Shelter Islandunknown unknown
    7h 17m

  6. Bus, train, car ferry, travel

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the train from Boston to New Londontrain train
    3. Take the carferry from New London to Orient Pointcarferry car ferry
    4. Walk from 1st St/Adams St to Shelter Islandunknown unknown
    7h 37m

  7. Fly to Laguardia Airport, train, travel

    1. Fly from Portland (PWM) to Laguardia Airport (LGA)plane plane PWM - LGA
    2. Take the train from Woodside to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Greenporttrain train
    4. Walk from Greenport to Shelter Islandunknown unknown
    5h 57m

  8. Fly to Newark Liberty International Airport, train, travel

    1. Fly from Portland (PWM) to Newark Liberty International Airport (EWR)plane plane PWM - EWR
    2. Take the train from New York Penn Station to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Greenporttrain train
    4. Walk from Greenport to Shelter Islandunknown unknown
    6h 27m

Portland (PWM) to John F. Kennedy International Airport (JFK) flights

Calendar26Weekly Planes
Duration1h 23mAverage Duration
Ticket$46Cheapest Price
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Questions & Answers

Map of how to get from Portland to Shelter Island.ExpandLaunch map view
  • Distance: 245.6 mi
  • Duration: 5h 13m

What companies run services between Portland, ME, USA and Shelter Island, NY, USA?

There is no direct connection from Portland to Shelter Island. However, you can take the bus to Boston, MA - South Station, walk to Boston, take the train to Old Saybrook Amtrak Station, then travel to Shelter Island. Alternatively, you can take a train from Portland to Shelter Island via Boston, North Station, Back Bay, Boston, and Old Saybrook Amtrak Station in around 5h 55m.

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