There are 9 ways to get from Winter Haven to Florida Keys by car, plane, train, bus, shuttle, 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.
Drive to Orlando Sanford, fly to Key West International Airport
best- Drive from Winter Haven to Orlando-Sanford-Airport-SFBcar
- Fly from Orlando Sanford (SFB) to Key West International Airport (EYW)plane SFB - EYW
5h 40m$123–361Drive 336.1 mi
cheapest- Drive from Winter Haven to Florida Keyscar 336.1 mi
6h 54m$58–83Train, bus
- Take the train from Winter Haven to Delray Beach Amtraktrain
- Take the train from Delray Beach Station to Miami Airport Stationtrain
- Take the bus from Miami Airport Station to Big Pine Keybus
11h 9m$152–232Bus, shuttle
- Take the bus from Winter Haven Transportation Center to Miami Airport Stationbus Greyhound US0740s
- Take a shuttle bus from Miami, FL - International Airport to Summerland Key - Mote Marine LabTo the Keys
12h 18m$199–253Bus to Tampa, fly to Key West International Airport
- Take the bus from Winter Haven Transportation Center to Tampa Bus Stationbus
- Fly from Tampa (TPA) to Key West International Airport (EYW)plane TPA - EYW
7h 36m$179–711Bus, bus to Orlando, fly to Key West International Airport
- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Take the bus from Orlando Bus Station to Orlandobus
- Fly from Orlando (MCO) to Key West International Airport (EYW)plane MCO - EYW
- Take the bus from Whitehead & Eaton to Sugarloaf Key - Lower - Opposite Sugarloaf Lodgebus
8h 25m$153–580Bus, line 300 bus to Saint Petersburg–Clearwater International Airport, fly to Key West International Airport
- Take the bus from Winter Haven Transportation Center to Tampa Bus Stationbus
- Take the bus from Marion Transit Parking Lot to Psta 34Th St Complex - Shelter - Dbus
- Fly from Saint Petersburg–Clearwater International Airport (PIE) to Key West International Airport (EYW)plane PIE - EYW
- Take the bus from Whitehead & Eaton to Sugarloaf Key - Lower - Opposite Sugarloaf Lodgebus
8h 52m$128–354Bus to Tampa, fly to Miami International Airport, shuttle
- Take the bus from Winter Haven Transportation Center to Tampa Bus Stationbus
- Fly from Tampa (TPA) to Miami International Airport (MIA)plane TPA - MIA
- Take a shuttle bus from Miami, FL - International Airport to Big Pine Key, FL
10h 8m$199–441Bus (Greyhound)
- Take the bus from Winter Haven Transportation Center to Miami Airport Stationbus Greyhound US0740s
- Take the bus from Miami Airport Station to Big Pine Keybus Greyhound US0720s
12h 40m$72–108
Winter Haven to Florida Keys by bus, tram, shuttle, and foot
Comparing Your Travel Options
The cheapest way to get from Winter Haven to Florida Keys is to drive which costs $55 - $85 and takes 6h 54m.
The fastest way to get from Winter Haven to Florida Keys is to drive and fly which takes 5h 40m and costs $120 - $370.
No, there is no direct bus from Winter Haven to Florida Keys. However, there are services departing from Winter Haven Transportation Center and arriving at Sugarloaf Key - Lower - Sugarloaf Lodge via Miami Airport Station and Big Pine Key - CVS / MM30. The journey, including transfers, takes approximately 12h 40m.
The distance between Winter Haven and Florida Keys is 384 miles. The road distance is 338.1 miles.
The best way to get from Winter Haven to Florida Keys without a car is to train and bus which takes 11h 9m and costs $150 - $240.
It takes approximately 5h 40m to get from Winter Haven to Florida Keys, including transfers.
Winter Haven to Florida Keys bus services, operated by Greyhound USA, depart from Winter Haven Transportation Center station.
Winter Haven to Florida Keys bus services, operated by Greyhound USA, arrive at Miami Airport Station.
Yes, the driving distance between Winter Haven to Florida Keys is 338 miles. It takes approximately 6h 54m to drive from Winter Haven to Florida Keys.
There are 958+ hotels available in Florida Keys.
What companies run services between Winter Haven, FL, USA and Florida Keys, FL, USA?
You can take a bus from Winter Haven Transportation Center to Florida Keys via Miami Airport Station, Big Pine Key, Big Pine Key - CVS / MM30, and Sugarloaf Key - Lower - Sugarloaf Lodge in around 12h 40m.
- Website
- aa.com
Flights from Orlando to Key West International Airport via Miami International Airport
- Ave. Duration
- 3h 30m
- When
- Every day
- Estimated price
- $35–240
Flights from Tampa to Miami International Airport
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $35–240
- Website
- allegiantair.com
Flights from Orlando Sanford to Key West International Airport
- Ave. Duration
- 1h 20m
- When
- Friday, Monday, Thursday, and Sunday
- Estimated price
- $35–250
Flights from Saint Petersburg–Clearwater International Airport to Key West International Airport
- Ave. Duration
- 1h 4m
- When
- Thursday, Sunday, Wednesday, Saturday, Monday, and Friday
- Estimated price
- $35–240
- Website
- flybreeze.com
Flights from Tampa to Key West International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $90–600
Flights from Orlando to Key West International Airport
- Ave. Duration
- 1h 23m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $65–470
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Winter Haven to Delray Beach Amtrak
- Ave. Duration
- 3h
- Frequency
- Twice daily
- Estimated price
- $85–140
- Website
- Amtrak
- Phone
- +1 800-874-7245
- [email protected]
- Website
- Tri Rail
Train from Delray Beach Station to Miami Airport Station
- Ave. Duration
- 1h 24m
- Frequency
- Hourly
- Estimated price
- $5–9
- Website
- Tri Rail
- Weekend | Holiday
- $5
- Weekday
- $6–9
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $23–35
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Miami Airport Station
- Ave. Duration
- 6h 30m
- Frequency
- Once daily
- Estimated price
- $45–70
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Miami Airport Station
- Ave. Duration
- 6h 30m
- Frequency
- Once daily
- Estimated price
- $45–70
- Website
- Greyhound
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $23–35
- Website
- Greyhound
- Phone
- +1 (305) 289-9997
- [email protected]
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Summerland Key - Mote Marine Lab
- Ave. Duration
- 3h 30m
- Frequency
- 3 times a day
- Estimated price
- $150–180
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Big Pine Key, FL
- Ave. Duration
- 3h
- Frequency
- 3 times a day
- Estimated price
- $150–180
- Website
- Keys Shuttle
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Orlando Bus Station to Orlando
- Ave. Duration
- 20 min
- Frequency
- Every 3 hours
- Estimated price
- $1–2
- Schedules at
- Flixbus USA
- Phone
- +1 305-809-3700
- Website
- cityofkeywest-fl.gov
Bus from Whitehead & Eaton to Sugarloaf Key - Lower - Opposite Sugarloaf Lodge
- Ave. Duration
- 36 min
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- Key West Transit
Bus from Whitehead & Eaton to Sugarloaf Key - Lower - Opposite Sugarloaf Lodge
- Ave. Duration
- 36 min
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- Key West Transit
- Phone
- +1 727-540-1900
- [email protected]
- Website
- Pinellas Suncoast Transit Authority
Bus from Marion Transit Parking Lot to Psta 34Th St Complex - Shelter - D
- Ave. Duration
- 50 min
- Frequency
- Every 3 hours
- Estimated price
- $3
- Schedules at
- Pinellas Suncoast Transit Authority
- Adult
- $3
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