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    5. 30-Minute Private Sunset Helicopter Flight In Key West
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    30-Minute Private Sunset Helicopter Flight In Key West

    Private sunset helicopter flight over Key West with a champagne toast

    4.9 stars• 269 reviews
    From$591incl. taxes and fees

    Duration

    Approx. 30 minutes

    Ideal For

    Up to 4 people

    Includes

    Private flight, Champagne toast

    Highlights

    Fly above the Mallory Square crowds on a private helicopter at sunset, with an unobstructed view as the sky changes color. Enjoy a short twilight ride over Key West waters and historic landmarks, plus a complimentary champagne toast.

    • Soar above Mallory Square for an unobstructed sunset view
    • Enjoy a private flight for your group of up to 4 passengers
    • Toast the evening with complimentary champagne
    • See Key West waters and historic landmarks from the air
    • Plan a short experience with an approximate 30-minute flight

    What's Included

    • Private helicopter flight
    • Champagne toast

    Things to know

    Arrive 20–30 minutes before departure for check-in and pre-flight briefing. Maximum weight is 275 pounds per seat; maximum group weight is 600 pounds for flights of 30 minutes or less. Departures are from the General Aviation side of Key West International Airport (3471 S Roosevelt Blvd, Key West, FL 33040).

    Cancellation Policy

    Cancel at least 48 hours before your scheduled flight to avoid being charged. Late arrivals, no-shows, and cancellations within 48 hours are non-refundable. A $50 non-refundable re-booking fee applies if you re-book outside 48 hours. Full refund if weather prevents flight and rescheduling.

    FAQs

    Arrive 20–30 minutes before your scheduled departure for check-in and the pre-flight briefing. If you arrive at the time of the flight, your flight time may be reduced to keep the scheduled landing time. If you arrive more than 10 minutes after the scheduled flight time, it is non-refundable.

    Bring a government-issued photo ID for each guest age 18 or older.

    Yes. Maximum weight per seat is 275 pounds. Maximum total group weight is 600 pounds for flights of 30 minutes or less (or 525 pounds for flights up to 60 minutes).

    Meeting details

    3471 S Roosevelt Blvd Key West, FL US 33040

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

    Related locations

    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 #2Y2X5H

    Private Flight

    $591.66

    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
    269 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 4
    5/5

    Our helicopter ride was one of most enjoyable experience the pilot is fantastic. He told us to look out to see sharks.

    Photo of Jessica Rodriguez

    Jessica Rodriguez

    April 8, 2026

    Review 1 of 1
    5/5

    Our helicopter ride was one of most enjoyable experience the pilot is fantastic. He told us to look out to see sharks.

    Photo of Jessica Rodriguez

    Jessica Rodriguez

    April 8, 2026

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