There are 8 ways to get from Winter Haven to Islamorada by train, bus, bus (Greyhound), car, plane, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, bus
best- 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 Islamoradabus
7h 59m$140–214Drive 270.9 mi
cheapest- Drive from Winter Haven to Islamoradacar 270.9 mi
5h 25m$47–67Bus (Greyhound)
- Take the bus from Winter Haven Transportation Center to Miami Airport Stationbus Greyhound US0740s
- Take the bus from Miami Airport Station to Islamoradabus Greyhound US0720s
9h 30m$60–90Bus 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 Islamorada, FL
7h 23m$682–1,257Bus 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 Islamorada, FL
7h 48m$242–457Bus 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 Islamorada, FL
7h 45m$731–1,256Bus to Orlando, fly to Fort Lauderdale–Hollywood International Airport, shuttle
- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Fly from Orlando (MCO) to Fort Lauderdale–Hollywood International Airport (FLL)plane MCO - FLL
- Take a shuttle bus from Fort Lauderdale, FL - International Airport to Islamorada, FL
8h 10m$451–1,026Bus to Tampa, fly to Key West International Airport, bus
- 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
- Take the bus from Key West Airport to Islamoradabus
7h 49m$71–209
Winter Haven to Islamorada by bus (Greyhound)
Comparing Your Travel Options
The cheapest way to get from Winter Haven to Islamorada is to drive which costs $45 - $70 and takes 5h 25m.
The fastest way to get from Winter Haven to Islamorada is to drive which takes 5h 25m and costs $45 - $70.
No, there is no direct bus from Winter Haven to Islamorada. However, there are services departing from Winter Haven Transportation Center and arriving at Islamorada via Miami Airport Station. The journey, including transfers, takes approximately 9h 30m.
The distance between Winter Haven and Islamorada is 290 miles. The road distance is 272.5 miles.
The best way to get from Winter Haven to Islamorada without a car is to train and bus which takes 7h 59m and costs $140 - $220.
It takes approximately 7h 59m to get from Winter Haven to Islamorada, including transfers.
Winter Haven to Islamorada bus services, operated by Greyhound USA, depart from Winter Haven Transportation Center station.
Winter Haven to Islamorada bus services, operated by Greyhound USA, arrive at Miami Airport Station.
Yes, the driving distance between Winter Haven to Islamorada is 272 miles. It takes approximately 5h 25m to drive from Winter Haven to Islamorada.
Book your Winter Haven to Islamorada bus tickets online with Omio and FlixBus.
What companies run services between Winter Haven, FL, USA and Islamorada, FL, USA?
You can take a bus from Winter Haven Transportation Center to Islamorada via Miami Airport Station in around 9h 30m.
- Website
- aa.com
Flights from Tampa to Miami International Airport
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $35–260
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $35–260
- Website
- flybreeze.com
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $100–270
Flights from Tampa to Key West International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $45–170
- Website
- southwest.com
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $40–300
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $35–260
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $40–300
- Website
- jetblue.com
Flights from Tampa to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 4m
- When
- Every day
- Estimated price
- $40–300
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $40–300
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 Islamorada
- Ave. Duration
- 2h
- Frequency
- 5 times a day
- Estimated price
- $13–21
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Miami Airport Station
- Ave. Duration
- 6h 30m
- Frequency
- Twice daily
- Estimated price
- $45–70
- Website
- Greyhound
Bus from Miami Airport Station to Islamorada
- Ave. Duration
- 2h
- Frequency
- 5 times a day
- Estimated price
- $13–21
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Key West Airport to Islamorada
- Ave. Duration
- 2h 5m
- Frequency
- 5 times a day
- Estimated price
- $14–22
- Website
- Greyhound
- Phone
- +1 (305) 289-9997
- [email protected]
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Islamorada, FL
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $120–140
- Website
- Keys Shuttle
Shuttle from Fort Lauderdale, FL - International Airport to Islamorada, FL
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $130–160
- Website
- Keys Shuttle
Shuttle from Miami, FL - International Airport to Islamorada, FL
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $120–140
- Website
- Keys Shuttle
Shuttle from Fort Lauderdale, FL - International Airport to Islamorada, FL
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $130–160
- Website
- Keys Shuttle
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
Booking & Getting There
There are 193+ hotels available in Islamorada.









