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 667 reviews from our trusted Jet Charter reviews
5 1 5 02/24/2022

All was good.

5 1 5 06/08/2021

Zach was pleasant, knowledgeable, efficient and a delight to deal with. I have usually used another broker but Zach won the charter for your company Joel. Well done.

5 1 5 01/08/2018

Always great working with you guys!

5 1 5 06/12/2022

Excellent Customer Service booking and during the flight!

5 1 5 04/24/2019

Another great experience with Joel & his team. From rental car arrangements to being ready for three small children Stratos handled everything. The equipment was beautiful and the crews were very kind! I never can say enough praise for Stratos!

5 1 5 01/24/2018

Once again: Joel, Sarah and Sandra delivered a seamless experience as well as the pilots and ground crew. There was 5 feet of snow in Steamboat Springs after a blizzard (Hayden Airport) and we took off perfectly and had a very smooth flight despite weather. The jet was beautiful and the awesome pilots tolerated our golden retriever trying to take over the navigation of the plane and two cats meowing. Stratos arranged for transportation home and the driver was so pleasant. Super happy again and will continue to only use them. Thank you again!

5 1 5 05/03/2021

Randy was so helpful during my scheduling of this trip and kept me informed. I will recommend Randy to all of our associates. Thank you for your service

5 1 5 02/05/2021

Great trip all round. Glenn and the team were terrific. The crew on the day were amazing.

5 1 5 02/02/2017

I have dealt with Stratos Jet for the past 10 years Always great response and outstanding service Highly recommend them for any charter service you may need

5 1 5 04/30/2018

Yes very

5 1 5 02/12/2014

This was a fantastic trip and our family will remember the rest of their life. Wife says it is the only way to travel via air. Everything was handled perfect

5 1 5 09/21/2021

We had a great experience, we will definitely use stratos again.

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 10/31/2022

Everything was great with the trip; it was a bit rushed on my part and Danny was a rockstar! He gave me many options and honest and frank feedback and advice. He made me feel like I was the only client he had and was incredibly responsive to all my questions and concerns. Stress-free and relaxing is the best way to summarize my experience. I will always use Stratos and Danny!! thank you to all the team as well!

5 1 5 10/14/2019

Always great to work with you guys.

5 1 5 11/28/2019

Joel and his team fire on all cylinders at all times. Every detail of the trip is always handled and communication is very proactive. We have special requests all of the time from exact wheels up times to ground transport changes and the team handles our trip with ease. I cannot recommend the Stratos Team enough and the value you get far exceeds our past charter and membership experiences. Thank you again Stratos Team

5 1 5 09/24/2020

Great rep!

5 1 5 05/18/2023

Everything was lovely, no hiccups. One piece of advice, when travelling to Turks and Caicos, make sure you have a clear address for your destination. The customs officer held us for twenty-five minutes trying to figure out where we were staying. That was a little frustrating, but it all worked out. We will most definitely use Stratos for our next trip.

5 1 5 02/23/2012

I do not think there is anything else that could have been done to make our flight enjoyable. The crew, Vincent Jordan and Nicholas Gambino, were very professional, extremely courteous and if we were to charter another flight in the future we would love having them as our crew.

5 1 5 12/21/2021

Transparant, smooth, easy working with the entire team

5 1 5 09/10/2012

First time flying on a private plane. Knowing the exact layout inside & manner of boarding. Originally inquired about a Lear jet 35 & then confirmed a citation ll. Not a problem for me & my husband but for the 102 year old traveling with us was difficult to board as initial step into plane was 18 inches & the crew had to find a step stool. Steps were little and required several people to board & inboard her. The crew of Lance & Meagan were exemplary & would fly with them anytime

5 1 5 07/24/2012

Hire more people like Kevin Bales. If you ever fire him he can work for me. Great job.

5 1 5 07/03/2019

Stratus extremely professional company.

5 1 5 06/15/2020

Thank you for using Business Jet Access, we appreciate your business and it was a pleasure working with the Stratos team. Information was provided in a timely manner and communication was clear. Thanks again and we look forward to future trips.

5 1 5 05/12/2016

Flight was for an elderly person and the tail number was provided a long time before the flight and I made sure the person flying had all the info written down by someone who could hear and got everything correct. Flyer had that until day before when tail number changed. I had to find someone who could hear me well and right down the correct info for the person traveling so he got it straight in his head and for driver.

5 1 5 08/21/2022

Kyle immediately answered the phone when I called, after normal work hours, needing a plane the next morning. He worked with me for hours to find the right plane. I flew out the next morning at 9am. Kyle followed along with both that flight as well as the return the next day to make sure everything was fine. I feel comfortable knowing that Stratos carefully chooses their planes with the highest safety ratings. Thank you to Kyle and his team for their attention to detail and care that their customers have an excellent and safe travel experience. I highly recommend Stratos Jet Charters

5 1 5 01/08/2023

Working with Kerry Hill and Joel A. Thomas from Stratos is always a pleasure for us at Regency. There is clear communication from start to finish. Client expectations are laid out, so that we can work our best to execute them. They communicate with us in a timely manner, and of course expect the same from us. Their clients are respectful of our jets and our crews. We definitely enjoy partnering and are looking forward to many more come 2023!

5 1 5 05/17/2020

Plane was not clean. One pilot claimed to have a mask but never wore it, despite being told to. My booking with Stratos was clear and should have been obvious even if I hadn’t specifically asked for a clean plane and a masked crew. My wife and I neither ate (to not remove our masks) nor used the bathroom ( the unmasked pilot had to use the bathroom shortly after departure). By far our most uncomfortable air travel made worse by the fact that it was private.

________________

Thank you for bringing this to our attention.  I appreciate the feedback and opportunity for me to address this with the air carrier. I have contacted them and shared your experience with them.  Your health and safety is of the utmost importance to us.  While operating in this COVID-19 environment brings new challenges; sharing your experience, has allowed Stratos to identify opportunities to improve the customer experience by implementing several pro-active steps as well as additional QA requirements on the day of flight.  We sincerely appreciate our relationship with you and your willingness to help us get better every day! 

 

Soar Higher - Joel A. Thomas / CEO

5 1 5 01/08/2023

I took a trip to NYC for New Year's Eve with my wife and another couple, the whole Times Square experience was amazing. Danny is a ROCKSTAR, he took care of every detail and stays in constant contact with me ensuring all my trips are seamless and effort-free on my part. This trip had a snag or two with planes and availability. Danny once again handled everything in a truly professional manner and kept me in the loop, even texting and talking to me on Sunday night! I will never go anywhere unless Danny is in my corner. THANK YOU!

5 1 5 08/07/2017

My experience with Stratos has been very good since I started booking jets several years ago. Joel and his team provide excellent service and followup at every stage. We recently had a flight where the incoming plane had a mechanical and they were able to replace it with a comparable one within just a few hours. Our original take off time was only missed by less than a half hour. The Stratos team communicated with us all along the way and everything was fine. The pilots are very good at what they do and the ground organization is thorough and efficient. I would recommend them to a friend.

5 1 5 12/20/2019

Enjoyed flight; booking easy; would gladly recommend Stratos

5 1 5 06/18/2020

I will recommend Stratos and will give them Randy name/number, he was very professional, on the ball in all aspects!!!!! I had contacted 4 other companies - Randy was the best, that is why we went with Stratos .

5 1 5 08/31/2020

Beginning to end it was a first tier experience. Great value, great front end service and follow through, trip support, rental cars ready on the apron, super helpful staff. A genuinely wonderful experience.

5 1 5 08/10/2020

I wanted to thank you for making the arrangements for my trip up north on 7/29/20 & the return flight yesterday with Tyler et all to Orlando. Everyone was very polite, timely, and helpful and we felt completely safe & comfortable traveling with Stratos Jet Charters.

Wishing you well & grateful for a wonderful alternative for traveling.

5 1 5 10/04/2013

Chris was SUPERIOR - great customer service on his behalf. Most certainly will contact him directly for next charter flight. Thank you.

5 1 5 03/26/2021

Katie was great on very short notice. Here is were the 5th star was lost: No on board bathroom and I was not told about it. I specifically asked about quality of safety and maintenance by operator and got incorrect information initially; although there was no apparent problem .

5 1 5 07/22/2020

5 1 5 01/04/2019

There are not enough words to express how incredible Stratos is. From start to finish, my experiences with them are the highest quality of service and performance.

5 1 5 10/11/2020

Everything went well , the plane and it’s crew were excellent. A very favorable experience

5 1 5 01/04/2024

The flight itself was fine. Glenn was in communication with me frequently but shortly before my flight the Tail Number changed to a new plane and I was not given a new itinerary with the correct arrival point. We flew into Modern Aviation but I expected to be a Hawthorne Aviation. My ride was at the wrong location and I had to adjust that myself after landing. She was livid at the lack of notification on the change. It wasn't a pleasant ride home.

5 1 5 10/14/2019

Kim was such a pleasure to work with and always kept in contact with us whenever there was a change or new request. She was professional and courteous, I look forward to working with her in the future if Stratos chooses to book from our fleet again :)

5 1 5 09/09/2017

Great experience all around. simon was great - awesome customer service mentality and communication throughout.

5 1 5 03/27/2018

As always, Joel and his team made this a seamless trip. We enjoyed every moment from booking to take off and landing and everything in between. Thank you!

5 1 5 09/17/2021

Other than car rental issue it was great.

5 1 5 03/03/2021

I thought it was very well-organized and information flows were smooth. The broker worked with me to get an excellent option at an attractive pricing point. The flight was smooth and professional. An outstanding experience!

5 1 5 09/17/2018

I always enjoy working with Stratos Jets. They have a great operation that is seamless.

5 1 5 06/14/2017

Great Trip Support Team We love working with Stratos Jets! They are fast to respond, reasonable to work with, and their brokers and trip support team are very detail oriented which leaves little room for error. I would highly recommend them!

5 1 5 03/13/2024

Pilots were wonderful. Dave even brought food for us when he saw we hadn't ordered any catering on the return flight.

5 1 5 04/01/2016

I was the Charter Director for MOB and BFM for years and now in Accounting….hands down,  your organization is THE BEST in the market.  From the aircraft you recommend, to the pilots, accounting, and especially sweet Daryl!  All awesome. I am certain you all will be hearing from us soon.

5 1 5 06/21/2021

Fantastic experience as always with Stratos! Joel and his team found us a great flight with a brand new airplane that accommodated all of our family and our schedule. The value can’t be over stated Joel always places us with the right equipment for the right trip

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