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How to get fromBoston to Winter Havenby ferry, plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, or train

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There are 10 ways to get from Boston to Winter Haven by ferry, plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, or train

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

  1. Ferry to Boston Logan Airport, fly to Orlando, bus

    best
    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Orlando (MCO)plane plane BOS - MCO
    3. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    8h 36m
    $156–726

  2. Bus to Worcester Regional Airport, fly to Orlando, bus

    cheapest
    1. Take the bus from Boston to Worcesterbus bus
    2. Fly from Worcester Regional Airport (ORH) to Orlando (MCO)plane plane ORH - MCO
    3. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    10h 30m
    $121–583

  3. Train (Amtrak)

    1. Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Winter Haventrain train Silver Meteor
    29h 4m
    $739–1,759

  4. Bus

    1. Take the bus from Boston to NYC Downtownbus bus
    2. Take the bus from New York City Chinatown to Orlando Bus Stationbus bus
    3. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    29h 54m
    $211–331

  5. Drive  1,324 mi

    1. Drive from Boston to Winter Havencar car 1,324 mi
    23h
    $242–349

  6. Ferry to Boston Logan Airport, fly to Tampa, bus

    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Tampa (TPA)plane plane BOS - TPA
    3. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    8h 32m
    $145–1,126

  7. Bus to Manchester Airport, fly to Orlando, bus

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Orlando (MCO)plane plane MHT - MCO
    3. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    9h
    $281–629

  8. Train to Theodore Francis Green State Airport, fly to Orlando, bus

    1. Take the train from South Station to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Orlando (MCO)plane plane PVD - MCO
    3. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    9h 27m
    $232–582

  9. Ferry to Boston Logan Airport, fly to Sarasota–Bradenton International Airport, bus

    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Sarasota–Bradenton International Airport (SRQ)plane plane BOS - SRQ
    3. Take the bus from Sarasota Cattlemen Transfer Center to Tampa Bus Stationbus bus
    4. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    10h 53m
    $135–593

  10. Ferry to Boston Logan Airport, fly to Jacksonville, bus

    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Jacksonville (JAX)plane plane BOS - JAX
    3. Take the bus from Jacksonville to Orlando Bus Stationbus bus
    4. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    11h 58m
    $155–660

Boston to Winter Haven by bus and foot

Calendar5Weekly Services
Duration29h 54mAverage Duration
Ticket$211Cheapest Price
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Comparing Your Travel Options

Map of how to get from Boston to Winter Haven.ExpandLaunch map view
  • Distance: 1,186.8 mi
  • Duration: 8h 36m

What companies run services between Boston, MA, USA and Winter Haven, FL, USA?

You can take a train from Boston to Winter Haven via Ny Moynihan Train Hall At Penn Station and Winter Haven in around 29h 4m. Alternatively, you can take a bus from Boston to Winter Haven Transportation Center via NYC Downtown, New York City Chinatown, and Orlando Bus Station in around 29h 54m.

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