Skip the seven-mile bridges and the five-hour drive down US-1 — Tampa to Key West is under an hour wheels-up to wheels-down. Land minutes from Duval Street, Mallory Square, and the boats, with the whole weekend still ahead of you. It's the definitive Florida day-trip flex, and one of our most-flown routes.
Key West runs on island time, and flying private means you actually get some of it. The drive from the mainland eats most of a day each way; the flight from Tampa is barely long enough for a drink. Land at Key West International, steps from Old Town, or use Marathon for the Middle Keys — either way you're on the water before the drivers hit Key Largo.
Popular for: Long weekends, fishing and sailing charters, Fantasy Fest, Hemingway Days, anniversary trips, boat deliveries and crew swaps.
On the island, Casa Marina Key West — the grande dame Waldorf resort — anchors the beach end of Old Town, while Ocean Key Resort & Spa puts you at the foot of Duval with front-row sunset views. The Marker offers waterfront rooms by the harbor. For a true escape, Little Palm Island on Little Torch Key is a private-island resort reachable by seaplane or launch — no cars, no kids, no shoes.
Book Latitudes on Sunset Key for the boat-ride-to-dinner experience, and Little Pearl for the island's most refined seafood tasting. Blue Heaven is the Bahama Village institution for breakfast beneath the roosters, while A&B Lobster House handles the classic harbor-view lobster dinner. Finish with key lime pie from Kermit's — you're contractually obligated.
Do the sunset ritual at Mallory Square, tour the Hemingway Home and its six-toed cats, and dive or snorkel the reef at Dry Tortugas National Park — the seaplane or fast cat out to Fort Jefferson is a bucket-list day. Charter a flats boat for tarpon, browse the galleries on upper Duval, and let the island do the rest.
Flying private means choosing the field closest to where you're actually headed — not just the big commercial hub. These are the airports we use for Key West:
Live planning estimates by aircraft class for the Tampa–Key West route, including taxes and fees — generated from the same logic as our flight estimator. Final pricing depends on aircraft availability, schedule, and routing; request a firm quote and a real person replies, usually within the hour.
Estimates only, shown in USD and inclusive of 7.5% federal excise tax. A one-way pre-tax minimum applies on shorter routes. Empty-leg pricing, when available, can be significantly lower.
ARGUS Gold rated. FAA Part 135. Our fleet flies on our own certificate with in-house maintenance and 24/7 operations; other aircraft are sourced through vetted operators. Tell us your dates — we'll handle the rest.