Private charter · SSI → EYW
St. Simons Island to Key West
456 miles, about 2 hr 40 min in a Cirrus SR20. One price for the whole airplane.
Price your flight from St. Simons Island to Key West
The trip
St. Simons Island to Key West, door to door faster.
Trade about 10 hours on the road for about 2 hr 40 min in the air. Littlebird flies you direct from St Simons Island Airport in St. Simons Island to Key West International Airport in Key West, 456 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 456 mi
- Flight
- 2 hr 40 min
- Driving
- 10 hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers2 hr 40 min
- Cirrus Vision Jet · up to 5 passengers1 hr 25 min
Planned times in the air. Your quote shows exact departure and arrival times.
Departing St. Simons Island
Airports in St. Simons Island
SSI
Commercial airportSt Simons Island Airport
St Simons Island · KSSI
- From downtown
- Under 1 mi
- Longest runway
- 5,584 ft
BQK
Commercial airportBrunswick Golden Isles Airport
Brunswick · KBQK
- From downtown
- 8 mi
- Longest runway
- 8,001 ft
K4J6
Regional airportSt Marys Airport
St Marys
- From downtown
- 30 mi
- Longest runway
- 5,000 ft
Arriving Key West
Airports in Key West
EYW
Commercial airportKey West International Airport
Key West · KEYW
- From downtown
- 1 mi
- Longest runway
- 5,076 ft
When you land
Things to do in Key West
Key West sits at the end of the Overseas Highway, closer to Havana than to Miami, and that distance is part of its appeal. The island runs on its own rhythm: conch houses and gingerbread trim in Old Town, sunset at Mallory Square, Duval Street's bars and galleries, and a literary history that includes Ernest Hemingway, Tennessee Williams and Elizabeth Bishop. Tourism drives the economy, along with a Naval Air Station and a busy charter fishing and diving industry.
- 01
Mallory Square Sunset Celebration
Every evening, crowds gather on the waterfront to watch the sun set over the Gulf, accompanied by street performers, musicians, artists and food vendors.
- 02
Ernest Hemingway Home and Museum
The Spanish Colonial house where Hemingway lived and wrote during the 1930s is now a museum, famous for its dozens of six-toed cats, many descended from a cat given to him.
- 03
Duval Street
Key West's main drag runs from the Gulf to the Atlantic, lined with bars, restaurants, galleries and shops, including longtime landmarks like Sloppy Joe's.
- 04
Dry Tortugas National Park
About 70 miles west and reachable only by ferry, seaplane or private boat, this remote park protects massive 19th-century Fort Jefferson and clear water ideal for snorkeling.
- 05
Southernmost Point Buoy
The striped concrete marker at Whitehead and South streets, billed as the southernmost point in the continental U.S., is one of the most photographed spots on the island.
- 06
Fort Zachary Taylor Historic State Park
This Civil War-era fort sits beside one of Key West's best beaches, with snorkeling off the rocky shoreline, shaded picnic areas and sunset views.
Questions
St. Simons Island to Key West flights
How long is a private flight from St. Simons Island to Key West?
About 2 hr 40 min in a Cirrus SR20, for 456 miles direct. Driving the same trip takes about 10 hours.
Which airports do flights from St. Simons Island to Key West use?
You can depart from St Simons Island Airport (SSI), Brunswick Golden Isles Airport (BQK), or St Marys Airport (K4J6) and arrive at Key West International Airport (EYW). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from St. Simons Island to Key West cost?
The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.
Can I book a round trip between St. Simons Island and Key West?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Key West back to St. Simons Island are priced the same way.
Return flight
Key West to St. Simons Island
More flights from St. Simons Island
More flights to Key West
Explore St. Simons Island private charter and Key West private charter, airports and things to do. Arriving at Key West International Airport (EYW).
St. Simons Island to Key West, on your schedule
Choose your departure time and see an instant price for the whole airplane. Bring up to 5 passengers for the same price.
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