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    1. Local experiences
    2. /Things to do in Key West…
    3. /Aerial Activities
    4. /Scenic Flights
    5. /Key West Backcountry Private Flight
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    Key West Backcountry Private Flight

    Explore historic landmarks and backcountry waters on a private scenic flight

    4.9 stars• 273 reviews
    From$0incl. taxes and fees

    Duration

    30 mins

    Ideal For

    Up to 4 people

    Includes

    Safety gear, headsets

    Highlights

    Explore Key West's historic landmarks and the shallow waters of the Backcountry on a private scenic flight. Extra viewing time lets you linger when interesting sights appear along the route.
    • Take in historic city landmarks from the air
    • Scan shallow Backcountry waters for marine life
    • Watch for possible dolphin sightings and sunken shipwrecks
    • Learn about local history through guided narration

    What's Included

    • Safety equipment
    • Headsets
    • Additional ear protection

    Know before you go

    • Arrive 20–30 minutes before departure for check-in and a pre-flight briefing
    • Bring government-issued photo ID if you are 18 or older
    • A minimum of 2 paying guests is required
    • Weight limit: 275 lb per seat and 600 lb per group
    • Wear shoes secured around your ankle or heel for doors-off flights; loose clothing, jewelry, and hats are not allowed
    • Bring only a cell phone or an operator-harnessed GoPro for doors-off flights
    • Keep phones, cameras, body parts, and safety equipment inside the aircraft at all times
    • Flights may be changed, canceled, or upgraded due to operations, air traffic control, weather, or pilot discretion

    Cancellation Policy

    Cancel at least 48 hours before departure for a refund minus booking charges. Late arrivals, no-shows, and cancellations within 48 hours are non-refundable. A $50 non-refundable fee applies to rebookings made more than 48 hours before departure. Full refund if weather prevents the flight and it cannot be rescheduled.

    FAQs

    Lap infants must be under 2 years old at the time of the flight.

    Meeting details

    3471 S Roosevelt Blvd, Key West, FL 33040

    Experience provided by Fly-KeyWest
    Experience provided by Fly-KeyWest

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #7VCJRH

    Lap Infant

    $0

    Ages Under 2 at Time of Flight

    0

    Private Flight

    $557.46

    Up to 4 guests maximum

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    273 reviews•Google Maps
    257
    8
    0
    0
    4

    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.

    What people are saying

    Review 1 of 5
    5/5

    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.

    Photo of Jeremey Thomas

    Jeremey Thomas

    July 2, 2026

    Review 1 of 1
    5/5

    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.

    Photo of Jeremey Thomas

    Jeremey Thomas

    July 2, 2026

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