Turn a Key West flight into a beachside proposal
30 mins
Up to 4 people
Private flight, beach banner
Plan your proposal from the air on a private flight over Key West. Fly past local landmarks and over clear waters before circling a beach banner with your message.
Cancel at least 48 hours before your scheduled flight for a refund minus booking charges. Cancellations within 48 hours, late arrivals, and no-shows are non-refundable. A $50 non-refundable rebooking fee applies outside 48 hours. Receive a full refund if weather disrupts the flight and rescheduling is unavailable.
Wear shoes that secure around your ankle or heel. Do not wear loose clothing, jewelry, or hats, and tie up long hair securely. You may want a jacket.
Bring only a cell phone or GoPro; a harness is provided. Other camera types are not permitted.
Keep all items and body parts inside the aircraft at all times. You are responsible for any loss or damage caused to the aircraft, equipment, or environment.
3471 S Roosevelt Blvd, Key West, FL 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