Private charter · Key West, FL
Private charter to & from Key West
Fly private to Key West and skip the long Overseas Highway drive to Duval Street, Mallory Square sunsets and world-class fishing.
- EYW
Price a private flight from Key West
Fly private in Key West
Key West, without the hub.
- 1
- Airport
- 5
- Passengers
- 68
- Direct routes
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.
Anglers come for tarpon, permit and bonefish on the flats and for sailfish and mahi offshore, while divers explore the Florida Reef, the only living coral barrier reef in the continental United States. Day trips run to Dry Tortugas National Park by seaplane or ferry. Driving from Miami takes several hours on a largely two-lane road where a single accident can stop traffic; flying privately skips that drive entirely and lets you arrive in time for sunset. For couples and small groups, booking the whole airplane means the island weekend starts the moment you leave home.
Airports
Charter to and from Key West airports
Fly into whichever airport puts you closest to where you're going. Littlebird flies to and from these airports in and around Key West, and the price is for the whole airplane, however many seats you fill.
EYW
Commercial airportKey West International Airport
Key West · KEYW
- From downtown
- 1 mi
- Longest runway
- 5,076 ft
Top attractions
Things to do in Key West
When to go. December through April brings Key West's best weather, with dry, breezy days, though it is also the busiest season. The Conch Republic Independence Celebration takes over in April, Hemingway Days arrive in July and Fantasy Fest, the island's biggest party, fills the streets in late October. Summer and early fall are hot and humid, and hurricane season runs from June through November, so plan with flexibility during those months.
- 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.
Popular routes
Private flights from Key West

Key West Miami
130 mi · about 45 min

Key West Nassau
281 mi · about 1 hr 40 min

Key West Atlanta
654 mi · about 3 hr 45 min

Key West Birmingham
689 mi · about 4 hr

Key West Freeport
236 mi · about 1 hr 20 min

Key West Orlando
277 mi · about 1 hr 35 min
Key West Savannah
522 mi · about 3 hr

Key West Huntsville
757 mi · about 4 hr 25 min

Key West Tampa
238 mi · about 1 hr 25 min

Key West Marsh Harbour
325 mi · about 1 hr 55 min

Key West St. Simons Island
457 mi · about 2 hr 40 min

Key West Gulf Shores
537 mi · about 3 hr 5 min
Flights to Key West
- Nassau281 mi · about 1 hr 40 min
- Freeport236 mi · about 1 hr 20 min
- Marsh Harbour325 mi · about 1 hr 55 min
- Exuma382 mi · about 2 hr 15 min
- Harbour Island329 mi · about 1 hr 55 min
- Eleuthera350 mi · about 2 hr
- Bimini178 mi · about 1 hr
- Treasure Cay316 mi · about 1 hr 50 min
- Staniel Cay337 mi · about 1 hr 55 min
- Andros251 mi · about 1 hr 25 min
- Rock Sound354 mi · about 2 hr 5 min
- Great Harbour Cay260 mi · about 1 hr 30 min
Every route from Key West
- Miami130 mi · about 45 min
- Nassau281 mi · about 1 hr 40 min
- Atlanta654 mi · about 3 hr 45 min
- Birmingham689 mi · about 4 hr
- Freeport236 mi · about 1 hr 20 min
- Orlando277 mi · about 1 hr 35 min
- Savannah522 mi · about 3 hr
- Huntsville757 mi · about 4 hr 25 min
- Tampa238 mi · about 1 hr 25 min
- Marsh Harbour325 mi · about 1 hr 55 min
- St. Simons Island457 mi · about 2 hr 40 min
- Gulf Shores537 mi · about 3 hr 5 min
- Exuma382 mi · about 2 hr 15 min
- Jacksonville395 mi · about 2 hr 15 min
- Mobile572 mi · about 3 hr 20 min
- Augusta616 mi · about 3 hr 35 min
- Fort Lauderdale150 mi · about 50 min
- Harbour Island329 mi · about 1 hr 55 min
- Montgomery605 mi · about 3 hr 30 min
- Lake Oconee613 mi · about 3 hr 35 min
- West Palm Beach183 mi · about 1 hr 5 min
- Eleuthera350 mi · about 2 hr
- Athens656 mi · about 3 hr 50 min
- Tuscaloosa694 mi · about 4 hr
- Boca Raton163 mi · about 55 min
- Bimini178 mi · about 1 hr
- Columbus581 mi · about 3 hr 20 min
- Auburn600 mi · about 3 hr 30 min
- Naples109 mi · about 40 min
- Treasure Cay316 mi · about 1 hr 50 min
- Macon583 mi · about 3 hr 25 min
- Lake Martin620 mi · about 3 hr 35 min
- Fort Myers143 mi · about 50 min
- Staniel Cay337 mi · about 1 hr 55 min
- Blue Ridge729 mi · about 4 hr 15 min
- Florence793 mi · about 4 hr 35 min
- Sarasota198 mi · about 1 hr 10 min
- Andros251 mi · about 1 hr 25 min
- Dothan512 mi · about 3 hr
- Pine Mountain603 mi · about 3 hr 30 min
- St. Petersburg232 mi · about 1 hr 20 min
- Rock Sound354 mi · about 2 hr 5 min
- Thomasville454 mi · about 2 hr 40 min
- Clearwater244 mi · about 1 hr 25 min
- Great Harbour Cay260 mi · about 1 hr 30 min
- Gainesville684 mi · about 4 hr
- Long Island432 mi · about 2 hr 30 min
- Tallahassee433 mi · about 2 hr 30 min
- Valdosta444 mi · about 2 hr 35 min
- Cat Island394 mi · about 2 hr 15 min
- Albany507 mi · about 2 hr 55 min
- Pensacola524 mi · about 3 hr
- San Salvador460 mi · about 2 hr 40 min
- Destin495 mi · about 2 hr 50 min
- Rome701 mi · about 4 hr 5 min
- Panama City454 mi · about 2 hr 40 min
- Daytona Beach325 mi · about 1 hr 55 min
- Gainesville354 mi · about 2 hr 5 min
- Ocala320 mi · about 1 hr 50 min
- Melbourne255 mi · about 1 hr 30 min
- Vero Beach230 mi · about 1 hr 20 min
- Stuart206 mi · about 1 hr 10 min
- Lakeland242 mi · about 1 hr 25 min
- St. Augustine370 mi · about 2 hr 10 min
- Fort Pierce215 mi · about 1 hr 15 min
- Punta Gorda162 mi · about 55 min
- Sebring204 mi · about 1 hr 10 min
- Kissimmee260 mi · about 1 hr 30 min
Questions
Flying private in Key West
Which airports can I charter a private flight to or from in Key West?
Littlebird flies in and out of Key West International Airport (EYW). Choose the one closest to where you're going; smaller regional airports usually mean a shorter walk from the car to the airplane.
How do I book a private charter from Key West?
Enter your departure airport, destination, date and number of passengers above. You'll see an instant price for the whole airplane, with taxes and fees included, and you can book online in a few minutes.
How many passengers can fly on a charter from Key West?
Up to 5 passengers, depending on the aircraft. You pay one price for the whole airplane, not per seat, so traveling together lowers the cost per person.
What are popular private flights from Key West?
Popular trips include Miami (about 45 min), Nassau (about 1 hr 40 min), Atlanta (about 3 hr 45 min), and Birmingham (about 4 hr). Every route is priced instantly online.
Is private charter in Key West, FL safe?
Littlebird flights are operated under FAA Part 135 by Jetvia, in Cirrus aircraft that each carry a parachute for the entire airframe (CAPS).
More destinations in Florida
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