There are 10 ways to get from Winter Park to Florida Keys by train, plane, bus, shuttle, car, bus (Flixbus, Greyhound), 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.
Train to Orlando, fly to Key West International Airport, bus
best- Take the train from Winter Park to Sand Lake Roadtrain
- 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
6h 9m$151–749Bus
cheapest- Take the bus from Orlando to Miami Airport Stationbus FlixBus 2411 / ...
- Take the bus from Miami Airport Station to Big Pine Keybus Greyhound US0720s
12h 42m$52–96Bus, shuttle
- Take the bus from Orlando - RedCoach Station, FL to Miami Airportbus Tallahassee
- Take a shuttle bus from Miami, FL - International Airport to Summerland Key - Mote Marine LabTo the Keys
12h 22m$209–296Train, bus
- Take the train from Winter Park Amtrak Station to Hollywood Amtrak Stationtrain Silver Meteor / ...
- Take the bus from Miami Airport Station to Big Pine Keybus Greyhound US0720s
12h 57m$93–198Drive 360.7 mi
- Drive from Winter Park to Florida Keyscar 360.7 mi
7h 30m$66–96Fly Orlando Sanford to Key West International Airport, bus
- Fly from Orlando Sanford (SFB) to Key West International Airport (EYW)plane SFB - EYW
- Take the bus from Whitehead & Eaton to Sugarloaf Key - Lower - Opposite Sugarloaf Lodgebus
4h 41m$162–393Fly Orlando to Miami International Airport, shuttle
- 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
8h 34m$756–1,289Train to Tampa, fly to Key West International Airport
- Take the train from Winter Park Amtrak Station to Tampatrain
- Fly from Tampa (TPA) to Key West International Airport (EYW)plane TPA - EYW
9h 6m$174–549Fly Orlando to Fort Lauderdale–Hollywood International Airport, shuttle
- 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 Big Pine Key, FL
9h 1m$436–809Bus via Pembroke Pines
- Take the bus from Orlando to Sheridan Tri-Rail Stationbus Orlando to Miami
- Take the bus from Miami Airport Station to Big Pine Keybus Greyhound US0720s
13h 4m$57–95
Winter Park to Florida Keys by bus, shuttle, and foot
Questions & Answers
The cheapest way to get from Winter Park to Florida Keys is to bus which costs $50 - $100 and takes 12h 42m.
The fastest way to get from Winter Park to Florida Keys is to fly and bus which takes 4h 41m and costs $160 - $400.
No, there is no direct bus from Winter Park to Florida Keys. However, there are services departing from W Morse Blvd & S New York Ave and arriving at Sugarloaf Key - Lower - Sugarloaf Lodge via N Garland Ave & W Amelia St, Orlando, Miami Airport Station and Big Pine Key - CVS / MM30. The journey, including transfers, takes approximately 12h 42m.
The distance between Winter Park and Florida Keys is 320 miles. The road distance is 362.8 miles.
The best way to get from Winter Park to Florida Keys without a car is to bus and shuttle which takes 12h 22m and costs $200 - $300.
It takes approximately 6h 9m to get from Winter Park to Florida Keys, including transfers.
Winter Park to Florida Keys bus services, operated by Flixbus USA, depart from Orlando station.
Winter Park to Florida Keys bus services, operated by Flixbus USA, arrive at Miami Airport Station.
Yes, the driving distance between Winter Park to Florida Keys is 363 miles. It takes approximately 7h 30m to drive from Winter Park to Florida Keys.
There are 973+ hotels available in Florida Keys.
What companies run services between Winter Park, FL, USA and Florida Keys, FL, USA?
You can take a bus from W Morse Blvd & S New York Ave to Florida Keys via N Garland Ave & W Amelia St, Florida Mall, Orlando, Miami Airport Station, Big Pine Key, Big Pine Key - CVS / MM30, and Sugarloaf Key - Lower - Sugarloaf Lodge in around 12h 42m.
- Website
- aa.com
Flights from Orlando to Key West International Airport via Miami International Airport
- Ave. Duration
- 3h 21m
- When
- Every day
- Estimated price
- $35–230
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $35–270
Flights from Tampa to Key West International Airport via Miami International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $35–250
- Website
- southwest.com
Flights from Orlando to Miami International Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $35–270
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $35–270
- Website
- flybreeze.com
Flights from Orlando to Key West International Airport
- Ave. Duration
- 1h 23m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–650
Flights from Tampa to Key West International Airport
- Ave. Duration
- 1h 14m
- When
- Wednesday, Saturday, Thursday, Sunday, Monday, and Friday
- Estimated price
- $65–390
- Website
- jetblue.com
Flights from Orlando to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $35–270
- Website
- allegiantair.com
Flights from Orlando Sanford to Key West International Airport
- Ave. Duration
- 1h 20m
- When
- Thursday and Sunday
- Estimated price
- $35–240
- Phone
- +1 855-724-5411
- [email protected]
- Website
- SunRail
Train from Winter Park to Sand Lake Road
- Ave. Duration
- 27 min
- Frequency
- Hourly
- Estimated price
- $2–3
- Website
- SunRail
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Winter Park Amtrak Station to Hollywood Amtrak Station
- Ave. Duration
- 5h 40m
- Frequency
- Twice daily
- Estimated price
- $70–160
- Website
- Amtrak
Train from Winter Park Amtrak Station to Tampa
- Ave. Duration
- 2h 43m
- Frequency
- Once daily
- Estimated price
- $26–60
- Website
- Amtrak
- 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
- +1 877 733 0724
- Website
- RedCoach
Bus from Orlando - RedCoach Station, FL to Miami Airport
- Ave. Duration
- 4h 25m
- Frequency
- 4 times a day
- Estimated price
- $55–110
- Website
- RedCoach
- 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
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
- Keys Shuttle
Rome2Rio's guide to Greyhound USA
Contact DetailsContact 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
- $18–35
- Website
- Greyhound
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $18–35
- Website
- Greyhound
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 40m
- Frequency
- 3 times a day
- Estimated price
- $18–35
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Orlando to Miami Airport Station
- Ave. Duration
- 4h 20m
- Frequency
- 5 times a day
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
- Phone
- (+1) 407 649 4994
- [email protected]
- Website
- Jet Set Express
Bus from Orlando to Sheridan Tri-Rail Station
- Ave. Duration
- 3h 30m
- Frequency
- Twice daily
- Estimated price
- $30–45
- Website
- Jet Set Express
- Schedules at
- Jet Set Express
- Book at
- Jet Set Express
- Adult
- $30–45
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