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

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There are 8 ways to get from Boston to Winter Haven by 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. Fly Boston Logan Airport to Tampa, bus

    best
    1. Fly from Boston Logan Airport (BOS) to Tampa (TPA)plane plane BOS - TPA
    2. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    6h 46m
    $229–1,040

  2. Fly Boston Logan Airport to Orlando, bus

    cheapest
    1. Fly from Boston Logan Airport (BOS) to Orlando (MCO)plane plane BOS - MCO
    2. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    6h 52m
    $170–698

  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
    $469–1,559

  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
    $221–369

  5. Drive 1,324 mi

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

  6. 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 1m
    $219–683

  7. 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 23m
    $171–464

  8. Fly Boston Logan Airport to Sarasota–Bradenton International Airport, bus

    1. Fly from Boston Logan Airport (BOS) to Sarasota–Bradenton International Airport (SRQ)plane plane BOS - SRQ
    2. Take the bus from Sarasota Cattlemen Transfer Center to Tampa Bus Stationbus bus
    3. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    9h 14m
    $174–714

Boston to Winter Haven by bus and foot

Calendar5Weekly Services
Duration29h 54mAverage Duration
Ticket$221Cheapest Price
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Questions & Answers

Map of how to get from Boston to Winter Haven.ExpandLaunch map view
  • Distance: 1,246.8 mi
  • Duration: 6h 46m

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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