See Key West landmarks from above on a 10-minute private helicopter flight
Approximately 10 minutes
Up to 4 people
Safety gear, headsets
Take off on a private helicopter tour for a quick aerial look at Key West’s best-known sights. In about 10 minutes, you’ll fly a 20-mile route over beaches, islands, and historic landmarks.
Weight limits apply per seat and per group; passengers over 300 pounds must purchase a comfort seat (confirm details with Greetwell before booking). Late arrivals can reduce flight time, and arrivals more than 10 minutes after departure time are non-refundable.
48-hour cancellation policy. Late arrivals, no-shows, and cancellations within 48 hours are non-refundable. $50 non-refundable re-booking fee for flights re-booked outside 48 hours. Full refund if weather disrupts your flight and they cannot reschedule.
Arrive 20–30 minutes before your scheduled departure to allow time for check-in and the pre-flight briefing.
If you arrive at the flight time, your flight time may be reduced so the helicopter still lands at the scheduled time. If you arrive more than 10 minutes after the scheduled flight time, your flight is non-refundable.
Bring state/government-issued identification. Guests age 18 and over must bring a government-issued photo ID.
3471 S Roosevelt Blvd Key West, FL US 33040
Damian (also spelled Damien in some reviews) is clearly the heart of this operation, and he comes up again and again as the reason people love their experience. Guests describe him as friendly, knowledgeable, and genuinely attentive, pointing out wildlife like sharks, turtles, stingrays, and dolphins mid-flight. One aerial photographer even praised his ability to nail specific angles and flight patterns for professional reef photography, which speaks to a level of skill that goes well beyond the typical tour pilot. The rides themselves get consistent praise for being smooth and scenic, with the Florida Keys providing a backdrop that reviewers say simply cannot be appreciated from the ground. One guest has now flown four times over six years, which says a lot. A practical tip from the reviews: ask about removing the doors for completely unobstructed views if that appeals to you. There is one isolated complaint about difficulty reaching someone by phone for a booking inquiry, so if you have trouble getting through, it may be worth trying a different contact method rather than giving up entirely. That aside, the overwhelming pattern here is of a well-run, memorable experience led by a pilot who genuinely cares about showing guests the best of the Keys.
Amazing addition to the trip. Highly recommend as kids loved the helo, the views are amazing, and you really get a feel for the ecosystem with all the islands, and inlets. Do it early as it helps you understand the island and all the others activities being offered. Fly Key West Helos team was great, and even refunded us for unused flights.
Jeremey Thomas
July 2, 2026
Amazing addition to the trip. Highly recommend as kids loved the helo, the views are amazing, and you really get a feel for the ecosystem with all the islands, and inlets. Do it early as it helps you understand the island and all the others activities being offered. Fly Key West Helos team was great, and even refunded us for unused flights.
Jeremey Thomas
July 2, 2026