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How to get fromAnnapolis to Southamptonby bus (Flixbus), train (Amtrak), car, bus, plane, train, or bus (Greyhound)

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There are 8 ways to get from Annapolis to Southampton by bus (Flixbus), train (Amtrak), car, bus, plane, train, or bus (Greyhound)

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

    best
    1. Take the bus from Annapolis to New Yorkbus bus FlixBus 2601
    2. Take the bus from 40th & Lex to Southamptonbus bus Montauk-Eastbound / ...
    6h 37m
    $72–141

  2. Drive 292 mi

    cheapest
    1. Drive from Annapolis to Southamptoncar car 292 mi
    5h 53m
    $54–77

  3. Train

    1. Take the train from Baltimore Penn Station to Ny Moynihan Train Hall At Penn Stationtrain train Acela
    2. Take the train from Jamaica to Southamptontrain train Montauk Branch
    8h 15m
    $80–184

  4. Bus to Ronald Reagan Washington National Airport, fly to John F. Kennedy International Airport, train

    1. Take the bus from Annapolis to Washington Union Stationbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to John F. Kennedy International Airport (JFK)plane plane DCA - JFK
    3. Take the train from Jamaica to Southamptontrain train
    6h 43m
    $937–1,869

  5. Bus, train

    1. Take the bus from West St & Church Cir to Patapsco Light Rail Station Bay 3bus bus 70
    2. Take the train from Baltimore Penn Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from New York Penn Station to Southamptontrain train
    8h 16m
    $81–183

  6. Bus via Baltimore

    1. Take the bus from West St & Church Cir to Patapsco Light Rail Station Bay 3bus bus 70
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the bus from Hudson Yards to Southamptonbus bus
    9h 52m
    $79–184

  7. Line 70 bus to Baltimore-Washington International Airport, fly to Long Island Mac Arthur Airport, train

    1. Take the bus from COLLEGE AVE & BLADEN ST eb to Cromwell Light Rail Station Bay 1bus bus
    2. Fly from Baltimore-Washington International Airport (BWI) to Long Island Mac Arthur Airport (ISP)plane plane BWI - ISP
    3. Take the train from Patchogue to Southamptontrain train
    6h 35m
    $69–405

  8. Bus to Ronald Reagan Washington National Airport, fly to Westchester County Airport, train

    1. Take the bus from Annapolis to Washington Union Stationbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Westchester County Airport (HPN)plane plane DCA - HPN
    3. Take the train from Jamaica to Southamptontrain train
    9h 55m
    $137–737

Annapolis to Southampton by bus, tram, foot, and train

Calendar48Weekly Services
Duration8h 15mAverage Duration
Ticket$80Cheapest Price
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Questions & Answers

Map of how to get from Annapolis to Southampton.ExpandLaunch map view
  • Distance: 346.6 mi
  • Duration: 6h 37m

What companies run services between Annapolis, MD, USA and Southampton, NY, USA?

You can take a bus from Annapolis to Southampton via New York, 34 St-Hudson Yards, Grand Central-42 St, and 40th & Lex in around 6h 37m. Alternatively, you can take a bus from COLLEGE AVE & BLADEN ST eb to Southampton via Cromwell Light Rail Station Bay 1, Glen Burnie, Mt. Royal / MICA, Baltimore Penn Station, Ny Moynihan Train Hall At Penn Station, New York Penn Station, and Jamaica in around 8h 15m.

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