Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Key West…
    3. /Aerial Activities
    4. /Helicopter Tours
    5. /30-Minute Private Sunset Helicopter Flight In Key West
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Gallery image

    30-Minute Private Sunset Helicopter Flight In Key West

    Private sunset helicopter flight over Key West with a champagne toast

    4.9 stars• 273 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

    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
    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

    Nearby activities

    60-Minute Scenic Flight Over Key West & Seven Mile Bridge
    Scenic Flights

    60-Minute Scenic Flight Over Key West & Seven Mile Bridge

    See Key West and the Seven Mile Bridge on a 60-minute scenic flight

    See Key West and the Seven Mile Bridge on a 60-minute scenic flight
    4.9 • 273 reviews
    $854/ person
    45-Minute Scenic Flight to Marquesas Keys From Key West
    Scenic Flights

    45-Minute Scenic Flight to Marquesas Keys From Key West

    Fly over the Marquesas Keys and spot marine life from the air

    Fly over the Marquesas Keys and spot marine life from the air
    4.9 • 273 reviews
    $644/ person
    See Key West Marine Life on a 20-Minute Flight
    Scenic Flights

    See Key West Marine Life on a 20-Minute Flight

    Take a short aerial tour over reefs, shipwrecks, and Key West backcountry

    Take a short aerial tour over reefs, shipwrecks, and Key West backcountry
    4.9 • 273 reviews
    $227/ person
    30-Minute Key West Backcountry Scenic Flight
    Scenic Flights

    30-Minute Key West Backcountry Scenic Flight

    See Key West landmarks and backcountry waters on a 30-minute scenic flight

    See Key West landmarks and backcountry waters on a 30-minute scenic flight
    4.9 • 273 reviews
    $329/ person
    10-Minute Key West Helicopter Tour
    Helicopter Tours

    10-Minute Key West Helicopter Tour

    See Key West landmarks from above on a quick helicopter flight

    See Key West landmarks from above on a quick helicopter flight
    4.9 • 273 reviews
    $113/ person
    Marine Life Aerial Tour in Key West
    Scenic Flights

    Marine Life Aerial Tour in Key West

    Private 20-minute flight for aerial views of reefs and marine life

    Private 20-minute flight for aerial views of reefs and marine life
    4.9 • 273 reviews
    $375& up