There are 7 ways to get from Massachusetts to Key West (Island) by plane, bus (Flixbus, Greyhound), train, bus, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Boston Logan Airport
best- Fly from Boston Logan Airport (BOS) to Key West International Airport (EYW)plane BOS - EYW
5h 8m$112–502Fly from Bradley International Airport
cheapest- Fly from Bradley International Airport (BDL) to Key West International Airport (EYW)plane BDL - EYW
7h 8m$110–514Bus
- Take the bus from Boston to Washington Union Stationbus
- Take the bus from Washington Union Station to Miami Airport Stationbus
- Take the bus from Miami Airport Station to Key West Airportbus
37h 40m$272–427Train, bus
- Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Hollywood Amtrak Stationtrain
- Take the bus from Miami Airport Station to Key West Airportbus
39h 30m$834–1,960Drive 1,641.3 mi
- Drive from Boston to Key Westcar 1,641.3 mi
28h 52m$300–433Train to Theodore Francis Green State Airport, fly
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Key West International Airport (EYW)plane PVD - EYW
7h 53m$120–566Train, train to Laguardia Airport, fly
- Take the train from Springfield to New Haventrain
- Take the train from New Haven to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Key West International Airport (EYW)plane LGA - EYW
8h 52m$175–689
Massachusetts to Key West (Island) by bus
Comparing Your Travel Options
The cheapest way to get from Massachusetts to Key West (Island) is to fly which costs $110 - $500 and takes 5h 8m.
The fastest way to get from Massachusetts to Key West (Island) is to fly which takes 5h 8m and costs $110 - $500.
No, there is no direct bus from Massachusetts to Key West (Island). However, there are services departing from Boston and arriving at Key West Airport via Washington Union Station and Miami Airport Station. The journey, including transfers, takes approximately 37h 40m.
The distance between Massachusetts and Key West (Island) is 1386 miles. The road distance is 1650.9 miles.
The best way to get from Massachusetts to Key West (Island) without a car is to bus which takes 37h 40m and costs $270 - $430.
It takes approximately 5h 8m to get from Massachusetts to Key West (Island), including transfers.
Massachusetts to Key West (Island) bus services, operated by Flixbus USA, depart from Boston station.
The best way to get from Massachusetts to Key West (Island) is to fly which takes 5h 8m and costs $110 - $500. Alternatively, you can bus, which costs $270 - $430 and takes 37h 40m.
Massachusetts to Key West (Island) bus services, operated by Flixbus USA, arrive at Washington Union Station.
Yes, the driving distance between Massachusetts to Key West (Island) is 1651 miles. It takes approximately 28h 52m to drive from Massachusetts to Key West (Island).
What companies run services between Massachusetts, USA and Key West (Island), FL, USA?
American Airlines and JetBlue Airways fly from Boston Logan Airport (BOS) to Key West International Airport (EYW) twice daily. Alternatively, you can take a bus from Boston to Key West Airport via Washington Union Station and Miami Airport Station in around 37h 40m.
- Website
- aa.com
Flights from Boston Logan Airport to Key West International Airport
- Ave. Duration
- 3h 51m
- When
- Saturday
- Estimated price
- $110–500
Flights from Boston Logan Airport to Key West International Airport via Miami
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $110–500
Flights from Bradley International Airport to Key West International Airport via Charlotte
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $110–550
Flights from Bradley International Airport to Key West International Airport via Miami
- Ave. Duration
- 6h 57m
- When
- Tuesday
- Estimated price
- $100–500
Flights from Theodore Francis Green State Airport to Key West International Airport via Charlotte
- Ave. Duration
- 5h 55m
- When
- Every day
- Estimated price
- $120–550
Flights from Theodore Francis Green State Airport to Key West International Airport via Philadelphia
- Ave. Duration
- 5h 54m
- When
- Tuesday and Wednesday
- Estimated price
- $110–550
Flights from Laguardia Airport to Key West International Airport
- Ave. Duration
- 3h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Laguardia Airport to Key West International Airport via Miami
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $120–600
- Website
- delta.com
Flights from Bradley International Airport to Key West International Airport via Atlanta
- Ave. Duration
- 5h 55m
- When
- Every day
- Estimated price
- $120–550
Flights from Theodore Francis Green State Airport to Key West International Airport via Atlanta
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $130–600
Flights from Laguardia Airport to Key West International Airport
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $120–600
Flights from Laguardia Airport to Key West International Airport via Atlanta
- Ave. Duration
- 6h 3m
- When
- Every day
- Estimated price
- $130–650
- Website
- flybreeze.com
Flights from Bradley International Airport to Key West International Airport via Tampa
- Ave. Duration
- 6h 9m
- When
- Monday and Friday
- Estimated price
- $170–950
Flights from Theodore Francis Green State Airport to Key West International Airport via Tampa
- Ave. Duration
- 5h 11m
- When
- Sunday
- Estimated price
- $110–550
- Website
- jetblue.com
Flights from Boston Logan Airport to Key West International Airport
- Ave. Duration
- 3h 39m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–500
- Website
- united.com
Flights from Bradley International Airport to Key West International Airport via Washington Dulles
- Ave. Duration
- 6h 7m
- When
- Every day
- Estimated price
- $110–500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 4h 2m
- Frequency
- Every 3 hours
- Estimated price
- $120–200
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Hollywood Amtrak Station
- Ave. Duration
- 27h 51m
- Frequency
- Once daily
- Estimated price
- $750–1,200
- Website
- Amtrak
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- $30–55
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 3h 49m
- Frequency
- Every 4 hours
- Estimated price
- $50–750
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $50–490
- First Class
- $200–750
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 30m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from New Haven to 125th Street - Harlem
- Ave. Duration
- 1h 55m
- Frequency
- Every 30 minutes
- Estimated price
- $18–28
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $18–21
- Peak
- $25–28
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to Washington Union Station
- Ave. Duration
- 9h 45m
- Frequency
- Twice daily
- Estimated price
- $75–120
- Schedules at
- Flixbus USA
Bus from Washington Union Station to Miami Airport Station
- Ave. Duration
- 21h 25m
- Frequency
- 4 times a week
- Estimated price
- $170–260
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston to Washington Union Station
- Ave. Duration
- 10h
- Frequency
- Once daily
- Estimated price
- $85–130
- Website
- Greyhound
Bus from Miami Airport Station to Key West Airport
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $27–40
- Website
- Greyhound
Bus from Miami Airport Station to Key West Airport
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $27–40
- Website
- Greyhound
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
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
Booking & Getting There
Book your Massachusetts to Key West (Island) bus tickets online with Omio and FlixBus.
There are 920+ hotels available in Key West (Island).








