Key West, Florida Jet Charters

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This 7-square mile island resembles a stunning tropical oasis with lush vegetation, sandy beaches, and endless crashing waves. However, that’s not all it is. At its heart, Key West is a thriving, trendy town full of culture, trendy restaurants, and cozy bars offering breathtaking sunset views.

The arts and cultural scene is booming, with tons of exhibitions, art galleries, performance space, and studios. If you’re looking for a night out on the town, Key West has a ton of nightlife venues serving up delicious cocktails and fried seafood fare.

How Much Does a Private Flight to Key West Cost?

Key West plane charter pricing can vary from one private charter jet type to the next. At Stratos, we can help you find the perfect private plane from Miami to Key West and other convenient departure destinations. Let us help you find a private jet charter to the Conch Republic from various destinations.


  • Charter flights from Allentown to Key West

  • Charter flights from Cincinnati to Key West

  • Charter flights from New York to Key West

  • Charter flights from Miami to Key West

  • Charter flights from Fort Myers to Key West

  • Charter flights from Tampa to Key West

Key West Jet Charter Information

Key West has been dubbed numerous names over the decades: Cayo Hueso (Bone Island), the Last Resort, and many others. However, it’s laid back charm, southern location, and thriving nightlife draw in visitors from all over the world. Rife with historic architecture, Key West is romantic in its own way. The Caribbean-inspired homes that dot the seaside are quirky and create an eclectic feel that’s both homey and comforting. Among these dilapidated but charming homes lies the Ernest Hemingway Home and Museum built in 1851.

Where Do Private Planes Land in Key West?

Popular Things to Do in Key West

Key West is the perfect place for those who want to hit the water and explore beautiful coral reefs, either by scuba diving or snorkeling. Otherwise, rent some kayaks or head out on a boating tour to take advantage of the oceanfront locale. Key West was a favorite haunt of notable celebrities like Ernest Hemingway and Harry S. Truman. Their former residences remain tourist landmarks and are worth exploring. Other potential daytrip opportunities include:
  • Fort Zachary Taylor Historic State Park
  • Key West Butterfly & Nature Conservatory
  • Mallory Square
If you want to get out and explore the city, Duval Street is the place to go. It features an exciting array of:
  • Bars and clubs
  • Restaurants
  • Shops
Travelers flying on charter flights to Key West will have no shortage of high-end hotels and resorts to choose from. Ask your Stratos Jets Trip Support representative to arrange a booking at the hotel of your choice. If you’re not sure where to stay, we recommend any of the following options:
  • Sunset Key Cottages
  • Marquesa Hotel
  • Casa Marina Resort
  • Ocean Key Resort
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Key West

There’s just one way in and one way out of Key West, Florida. That is, unless you arrange Key West charter flights with Stratos Jets. Whether your point of origin is within the Sunshine State, or you’re flying to Key West from further afield, we have the ability to coordinate worry-free charter flights that provide the ultimate in:
  • Comfort
  • Air charter safety
  • Flexibility
We work tirelessly to ensure every Key West private jet charter that we book have the highest margin of safety possible. That begins with our company-wide philosophy to:
  • Follow best practices
  • Promote client education
  • Operate with transparency
At Stratos Jets, we do more than just charter planes. We offer a range of additional services that are designed to enhance your complete travel experience. Whether taking a private flight from Fort Myers to Key West or you’re traveling from the other side of the country, Stratos Jets can help you fly in comfort, style, and convenience.
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What Our Clients Are Saying

Every charter flight review on this page was submitted by a real Stratos Jets customer. In the interest of transparency, we never change reviews or use incentives to influence these reviews. This way, you can hear directly from our past and current clients about how we handled their private travel experience.

4.5/5 (22)
4.7/5 (25)
4.8/5 (568)
Overall rating (4.88 out of 5) Based on 635 reviews from our trusted Jet Charter reviews
5 1 5 07/12/2013

We had quite a number of issues booking this trip, which resulted in add'l work and follow up for me. As broker these issues should have been handled / caught prior to making a proposal. I believe I had to sign 4 different revised quote sheets for this trip! Also the final signed sheet stated we would land in LFMD on the return leg. Hence we booked transportation for pick up at LFMD. However flight landed in LFMN. This caused add'l stress and expense for no reason. I have only now seen that the last itinerary link showed an arrival at LFMN - but I never opened this one since all previous ones, including the contract reconfirmation showed LFMD. As for the aircraft itself: it was one of the oldest ones I have ever flown. The door / separation to the toilet / luggage area was broken (not the lock but the entire frame!) and the toilet was not accessible due to a lot of "stuff" (amenities, water bottles, etc.) being thrown in / stored in the area. Overall cleanliness was not superb either. Finally, the catering we requested was not available / not complete. Breakfast (eggwhite and sausage!!) was cold and wet and the fruitplatter had molded grapes; no ice bucket, nor champagne glasses were present. On the return leg, fruitplatter was nice but again no ice bucket nor champagne glasses were present. As a matter of fact, the soft drink container was not even replenished w new ice!! So overall - yes, we flew from A to B but the service experience was disappointing.

5 1 5 07/14/2020

5 1 5 01/10/2020

Jennifer said that last night was the best flight of her whole life!! I heard it was a brand new plane – lucky ladies of last night!! Thanks again for everything and I’m sure we’ll be working together again soon 😊 Kris

5 1 5 10/14/2019

Stratos Jets has always been a great company to work with, very friendly staff.

5 1 5 04/17/2021

Anthony was great to work with and quickly provided all updates and changes for his client for us to communicate to our pilots and prepare the trip. We were glad for the opportunity to work with you all and look forward to helping with more trips in the near future!!

5 1 5 07/31/2023

Daniel is professional and engaged throughout the entire trip. From booking to wheels down.

5 1 5 12/23/2019

Prompt excellent cost saving service. Many choices. Always working to meet my needs.

5 1 5 07/03/2019

We truly value our relationship with Stratos Jets and appreciate their business. They are organized and communicate well making sure all of the trips we do together happen seamlessly. We look forward to a long lasting relationship, thank you again for selecting our team and aircraft for your clients!

5 1 5 11/06/2023

Once again the whole experience was great from start to finish. I felt well taken care of.

5 1 5 01/01/2022

Hi! All was well except for when we are relaying delays, service issue etc several different people will respond at the company with different questions or concerns. Having one, main point of contact for each trip would be helpful so we don't get calls or emails from several different people within the company. Besides that we love you guys and the booking process is always easy. Deb

5 1 5 03/26/2020

Picture perfect. If I had one small complaint it was the outbound plane had no water in the bathroom

5 1 5 02/07/2020

Sarah and Glen were awesome to work with to make the trip successful.

5 1 5 06/22/2020

Excellent service from the first point of contact to disembarking from the flight. Kyle was amazing to deal with in the booking phase and the execution of the flight was flawless. Great pilots, equipment, handling, all on time. Highly recommended.

5 1 5 01/02/2014

I think you all did a great job!!! If we book with enough notice, maybe a newer ride? Not to say that the Hawker we flew was not great.. Only my thoughts. Joe"

5 1 5 05/03/2021

Stratos was great and we for sure will recommend our broker to our friends

5 1 5 10/18/2013

It was a perfect flight!

5 1 5 02/19/2020

From the first email until the time we were wheels down in St. Thomas, the responsiveness, service, professionalism and attention to detail were exceptional. There is absolutely no chance I will ever use anyone else and I will be sure to share my experiences with my colleague’s here on Capitol Hill and in my professional and personal circles. A special acknowledgement to Glenn, for everything he did to make this a seamless business experience! Regards, Larnell Director, Travel, Security and Facilities,

5 1 5 12/21/2021

See above.

5 1 5 12/16/2018

Sherman is a great pilot and so was his co-pilot. Looking forward to many future endeavors.

5 1 5 02/03/2022

Great experience on a nice small private jet.

5 1 5 05/20/2020

Great experience.

5 1 5 11/23/2020

The entire Stratos Jets support team is always a pleasure to work with. As an operator, we appreciate the exceptional communicativeness of the SJ team; Kyle Jones was excellent as our SJ contact for this trip. Payment for the trip is always prompt. Any and all information we need is provided and day-of support is phenomenal. We are looking forward to working with you again soon! -Flying Zebra Team

5 1 5 10/28/2019

This trip was unusual in that on the return there was a tropical storm that hit our area. Joel stayed in constant contact with me and flight operations so there was never a time that I was uninformed. I have no hesitancy to recommend Joel, a pilot himself and in charge of Stratos, to others seeking a charter operator.....in fact I have done just that.

5 1 5 06/08/2021

Easy to book with a lot of options regarding the type of aircraft needed

5 1 5 05/03/2021

All aspects of our interaction with Stratos was perfect. My wife and I will definitely use their services in the future.

5 1 5 06/20/2021

Probably the best charter experience I have ever had. Zach really came through for me when I was in a bind. Thanks Zach and keep up the good work.

5 1 5 02/17/2020

Would definitely recommend Statos Jets. Always know Kerry Hill is doing her best for us.

5 1 5 12/27/2016

We have been using Stratos for a couple of years now and appreciate their dedication to using only the safest charter operators. Just completed the front end of a back to back for the Christmas Holiday.

5 1 5 02/26/2018

Pre trip work up seemed very professional. Crew had plane positioned on time and assisted with loading. Just my wife and I and two dogs. It was the dogs first flight so we had some concerns but the crew did a great job in getting them aboard and settled down. flight was uneventful and all worked as planned. No issues at all. Very good

Same on return flight except we arrived a good half hour early but crew jumped to task and loaded us and dogs promptly for return. Only item worth mentioning was during climb out to altitude both my wife and I heard numerous bumping sound on both sides of fuselage up and down the sides and top. We have owned our own planes and owned shares in jets through Flight Options and chartered often over the years and we have never had this type of noise. It almost sounded like rivets coming out or random bird strikes (which I knew it was not). I mentioned it to the co-pilot and he told me to report it so maintenance could be sure to check it out. Said it may be a maintenance issue on an older aircraft but a first for me. After attaining altitude the noise did not reoccur. All else went according to schedule and the pilots were very professional and assisted on and off with dogs and luggage. I would use again this service. Thank

Joel Thomas:  Hi William!  Thanks for the opportunity to serve you and your wife.  We are always grateful when our clients take the time to offer feedback.  We reached out to Chief Pilot of the air carrier you flew with regarding the noise you mentioned and here is what they said:  "Frequently you'll hear noises that sound like that and its just the airplane expanding as altitude, temperature and humidity change.  Its actually very common."  Looking forward to working with you all again soon!  All my best

5 1 5 07/09/2021

Superb service.

5 1 5 07/31/2023

Great communication, everything on time and accurate, highly recommended

5 1 5 05/31/2022

Timely, efficient customer service, perfectly executed departure and arrival, concierge service no hassle and easy

5 1 5 04/27/2021

Booking was great, Kyle is wonderful a asset to your company. However the pilots were not. They were not there on time never offered an apology or explained as to why. When questioned they were extremely RUDE. I was told that the Pilots went to eat lunch so they kept myself and family waiting over an hour past wheels up time. I arrived at 12:30 for a 1:00 flight they arrived at 1:30 for a 1:00 flight with BAD attitudes

5 1 5 06/28/2021

Glenn was wonderful, the jet was clean and the crew was fantastic.

5 1 5 02/17/2020

Always there to take care of any problem that arise. Professional quality cost effective service

5 1 5 07/25/2017

Its always a pleasure working with Stratos Jets. I work with Joel and Kerry a majority of the time and my experiences have been great. The communication is clear and we work through every scenario available to provide the right aircraft for each mission. I look forward to continued growth of our relationship together.

5 1 5 10/14/2019

Always great to work with you guys.

5 1 5 03/22/2023

Excellent service on very short notice! Since I was stranded at the Orlando Airport, Anthony got me out of bind of trying to get back home with impending work commitments. Good aircraft and crew....very smooth ride from Orlando to Jackson, MS. Stratos did a great job!

5 1 5 10/28/2019

Stratos Jet Charters is always professional and easy to work with. I would highly recommend them. They care about their customers and work hard to keep you happy and comfortable the entire flight.

5 1 5 10/14/2021

Excellent experience with booking, the flights, ground services, etc.

5 1 5 08/13/2012

Pilot did a terrible job of synchronizing the engines. It was bad enough at one point that the two guest passengers were worried we would need an emergency landing. I have flown on Hawkers for 15 years now and never had that experience. Crew was very nice, but the pilot needs some instruction. It was very disconcerting.

5 1 5 09/04/2023

Once again the whole experience was great. I was informed every step of the way. There were concerns from a big storm that was coming in. The Stratos team went above and beyond to make sure everything went as smoothly as possible and got me home safe. Anthony Angelini is the best.

5 1 5 11/03/2016

THANK YOU STRATOS!! I have been working with Stratos Jet Charters for almost 3 years now & could not be happier with the services they provide! Working with me on many last minute changes, they are always quick & efficient, extremely professional, genuinely honest & immensely knowledgeable of all products and services they offer. They truly look out for the best interests of their clients. I trust them to always guide me in making the appropriate aircraft choices for our company. I find the ENTIRE team to be THE BEST in the charter aircraft business!!

5 1 5 07/09/2018

Very Professional! Top notch aircraft and crew. Will certainly be using Stratos in the future!!

5 1 5 09/30/2014

Professionalism and attention to detail come to mind when working with Stratos Jet Charters, Inc. From initial engagement to the jets to take off - they didn't miss a beat. My Employer is extremely concerned with privacy and professionalism and Stratos Jet Charters did not disappoint.

5 1 5 10/10/2020

Glenn like usual is great to work with and is always on top of it.

5 1 5 01/27/2021

Incredibly responsive, great service, sourced a great plane, would definitely recommend to friends.

5 1 5 11/05/2021

Stratos helped us make an amazing memory … I flew my elderly parents (90+ years old) from SC to PA for the day to spend time with our entire family. Everything from the planning, scheduling and coordination was seamless and went off smooth and in time. The pilots were so kind and gracious with my parents and made the 1.5 hour flight enjoyable. I must say at the heart of this entire experience was Kerry Hill of Stratos, she made it her mission to make this truly special, she went above and beyond… thank you so much Kerry & Stratos! All the best … Billy

5 1 5 03/22/2021

I have already recommended your firm to a friend and will continue to do so assuming, of course, my future travels with you remain consistent with my inaugural experience

5 1 5 07/03/2019

Good experience, although your emails sometimes look more as a marketing email than an itinerary revision. Still getting used to the sales force platform, but if I may give you guys a feed back, try to avoid too many colors and pictures on the email as they sometimes look like marketing/sales email then important information about the trip. That's my 2 cents.

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