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How to get fromKey West to Gloucesterby plane, train, shuttle, bus, or car

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There are 5 ways to get from Key West to Gloucester by plane, train, shuttle, bus, or car

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

  1. Fly to Boston Logan Airport, train

    best
    1. Fly from Key West International Airport (EYW) to Boston Logan Airport (BOS)plane plane EYW - BOS
    2. Take the train from Chelsea to Gloucestertrain train
    6h 5m
    $118–500

  2. Fly to Theodore Francis Green State Airport, train

    cheapest
    1. Fly from Key West International Airport (EYW) to Theodore Francis Green State Airport (PVD)plane plane EYW - PVD
    2. Take the train from TF Green Airport to Rugglestrain train
    3. Take the train from North Station to Gloucestertrain train
    10h 18m
    $109–405

  3. Shuttle, train

    1. Take a shuttle bus from Key West, FL to Miami, FL - International Airportshuttle bus
    2. Take the train from Miami Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bostontrain train
    4. Take the train from Chelsea to Gloucestertrain train
    40h 51m
    $728–1,360

  4. Bus, train

    1. Take the bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30bus bus Lks
    2. Take the bus from Big Pine Key to Miami Airport Stationbus bus
    3. Take the bus from Miami to Washington Union Stationbus bus
    4. Take the bus from Washington Union Station to Bostonbus bus
    5. Take the train from Chelsea to Gloucestertrain train
    41h 52m
    $295–536

  5. Drive 1,668.2 mi

    1. Drive from Key West to Gloucestercar car 1,668.2 mi
    29h 37m
    $305–440

Key West to Gloucester by bus, foot, taxi, and train

Calendar4Weekly Services
Duration41h 52mAverage Duration
Ticket$295Cheapest Price
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Questions & Answers

Map of how to get from Key West to Gloucester.ExpandLaunch map view
  • Distance: 1,408.2 mi
  • Duration: 6h 5m

What companies run services between Key West, FL, USA and Gloucester, MA, USA?

There is no direct connection from Key West to Gloucester. However, you can take the taxi to Key West International Airport (EYW) airport, fly to Boston Logan Airport (BOS), walk to Airport, take the bus to Chelsea, walk to Chelsea, then take the train to Gloucester. Alternatively, you can take a bus from Palm Ave & Charter Row to Gloucester via Whitehead & Eaton, Key West, FL, Miami, FL - International Airport, Miami Amtrak Station, Ny Moynihan Train Hall At Penn Station, Boston, South Station, Chelsea, and Chelsea in around 40h 51m.

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