There are 11 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 36m$124–362Drive 336.1 mi
cheapest- Drive from Winter Haven to Florida Keyscar 336.1 mi
6h 54m$62–89Train, 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$129–222Bus, 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 13m$194–262Bus 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 40m$173–520Bus, line 25 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 John Young Pkwy & Amelia St to N Garland Ave & W Amelia Stbus
- 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
7h 53m$168–779Bus, 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$142–373Bus 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 9m$928–1,320Bus to Orlando, fly to Miami International Airport, shuttle
- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Fly from Orlando (MCO) to Miami International Airport (MIA)plane MCO - MIA
- Take a shuttle bus from Miami, FL - International Airport to Big Pine Key, FL
10h 26m$778–1,319Bus to Tampa, fly to Fort Lauderdale–Hollywood International Airport, shuttle
- Take the bus from Winter Haven Transportation Center to Tampa Bus Stationbus
- Fly from Tampa (TPA) to Fort Lauderdale–Hollywood International Airport (FLL)plane TPA - FLL
- Take a shuttle bus from Fort Lauderdale, FL - International Airport to Big Pine Key, FL
10h 34m$308–790Bus
- 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 35m$79–137
Winter Haven to Florida Keys by bus, tram, shuttle, and foot
Questions & Answers
The cheapest way to get from Winter Haven to Florida Keys is to drive which costs $60 - $90 and takes 6h 54m.
The fastest way to get from Winter Haven to Florida Keys is to drive and fly which takes 5h 36m 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 35m.
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 $120 - $230.
It takes approximately 5h 36m to get from Winter Haven to Florida Keys, including transfers.
Winter Haven to Florida Keys bus services, operated by Jefferson Lines, depart from Winter Haven Transportation Center station.
Winter Haven to Florida Keys bus services, operated by Jefferson Lines, 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 35m.
- Website
- aa.com
Flights from Orlando to Key West International Airport via Miami International Airport
- Ave. Duration
- 3h 10m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $35–230
Flights from Tampa to Miami International Airport
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $40–290
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $35–250
- Website
- flybreeze.com
Flights from Tampa to Key West International Airport
- Ave. Duration
- 1h 18m
- When
- Thursday, Sunday, Monday, Wednesday, Friday, and Tuesday
- Estimated price
- $70–390
Flights from Orlando to Key West International Airport
- Ave. Duration
- 1h 15m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $65–650
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $100–470
- Website
- southwest.com
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $35–250
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $40–300
- Website
- allegiantair.com
Flights from Orlando Sanford to Key West International Airport
- Ave. Duration
- 1h 18m
- When
- Thursday, Sunday, Monday, and Friday
- Estimated price
- $35–250
Flights from Saint Petersburg–Clearwater International Airport to Key West International Airport
- Ave. Duration
- 1h 4m
- When
- Wednesday, Thursday, Sunday, Monday, Friday, and Saturday
- Estimated price
- $35–240
- Website
- jetblue.com
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $40–300
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Winter Haven to Delray Beach Amtrak
- Ave. Duration
- 3h
- Frequency
- Twice daily
- Estimated price
- $50–110
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 800-874-7245
- [email protected]
- Website
- tri-rail.com
Train from Delray Beach Station to Miami Airport Station
- Ave. Duration
- 1h 24m
- Frequency
- Hourly
- Estimated price
- $5–9
- Website
- https://www.tri-rail.com
- Weekend | Holiday
- $5
- Weekday
- $6–9
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Miami Airport Station
- Ave. Duration
- 6h 30m
- Frequency
- Once daily
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $7–14
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $7–14
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
Bus from Winter Haven Transportation Center to Miami Airport Station
- Ave. Duration
- 6h 30m
- Frequency
- Once daily
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Book at
- https://www.jeffersonlines.com
- Adult
- $35–55
Bus from Winter Haven Transportation Center to Miami Airport Station
- Ave. Duration
- 6h 25m
- Frequency
- Once daily
- Estimated price
- $65–90
- Book at
- https://www.jeffersonlines.com
- Adult
- $65–90
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $22–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $22–35
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $22–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $22–35
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $23–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $23–35
Bus from Winter Haven Transportation Center to Miami Airport Station
- Ave. Duration
- 6h 25m
- Frequency
- Once daily
- Estimated price
- $65–90
- Book at
- https://www.jeffersonlines.com
- Adult
- $65–90
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $35–55
- Book at
- https://www.jeffersonlines.com
- Adult
- $35–55
- Phone
- +1 (305) 289-9997
- [email protected]
- Website
- keysshuttle.com
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
- https://www.keysshuttle.com
Shuttle from Miami, FL - International Airport to Big Pine Key, FL
- Ave. Duration
- 3h
- Frequency
- 3 times a day
- Estimated price
- $150–180
- Website
- https://www.keysshuttle.com
Shuttle from Miami, FL - International Airport to Big Pine Key, FL
- Ave. Duration
- 3h
- Frequency
- 3 times a day
- Estimated price
- $150–180
- Website
- https://www.keysshuttle.com
Shuttle from Fort Lauderdale, FL - International Airport to Big Pine Key, FL
- Ave. Duration
- 3h 30m
- Frequency
- 3 times a day
- Estimated price
- $170–200
- Website
- https://www.keysshuttle.com
- Phone
- +1 407-841-5969
- [email protected]
- Website
- golynx.com
Bus from John Young Pkwy & Amelia St to N Garland Ave & W Amelia St
- Ave. Duration
- 14 min
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.golynx.com
- Schedules at
- https://www.golynx.com/maps-schedules/routes-schedules.stml
- 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
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
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
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
- Phone
- +1 727-540-1900
- [email protected]
- Website
- psta.net
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
- psta.net
- Adult
- $3
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