Grand Cayman, Cayman Islands Jet Charters

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Located in the Western Caribbean Sea, the Cayman Islands have been a popular destination for sunseekers and beach goers for decades. The Caymans consist of three islands, Grand Cayman, Cayman Brac, and Little Cayman. When you book charter flights to Grand Cayman, you’ll enjoy stunning tropical views, access to some of the best beaches in the world, hundreds of exciting dive sites, a vibrant night life, fabulous local cuisine, luxurious accommodations and so much more.

Grand Cayman Jet Charter Information

To most of the world, Grand Cayman is synonymous with beaches and banking. This global financial center is also home to world-class resorts, unrivalled white-sand beaches, thrilling diving sites, and lush tropical hiking trails. Grand Cayman is the largest of the three islands known as the Cayman Islands. Grand Cayman is also home to the territory’s capital, George Town, and serves as a busy hub for cruise ship passengers and tourists. If you’re looking for an exciting beach day, Seven Mile Beach has the largest concentration of sunseekers.

Grand Cayman Jet Charter Airports

Popular Things to Do in Grand Cayman

No trip to the Cayman Islands would be complete without at least one beach day. How to some of the best beaches in the world, the Caymans are a sun-seeker, beach lover’s ultimate destination. Seven Mile Beach, arguably the island’s busiest beach, has been consistently voted as one of ‘the world’s best beaches’ in Tripadvisor’s Traveler’s Choice awards. The powdery white sand and stunningly clear water are undoubtedly part of the reason for this accomplishment. When you book charter flights to Grand Cayman, you'll be able to enjoy the beach in person. Stingray City is also a popular attraction for travelers hoping to experience island living. This sandbar is home to friendly stingrays that seek out attention from guests enjoying the waist-deep water. Another attraction that should be included in any traveler’s itinerary is Bioluminescence Bay. At night, the tiny plankton light up the crystal water, giving the bay a surreal atmosphere. If you’re booking charter flights to Grand Cayman, be sure to stop by this bay at night. Bring a kayak for a truly memorable experience. For the thrill seekers in the group, the underwater world surrounding these islands are full of interesting and exciting dive sites. In fact, the Cayman Islands are recognized as the birthplace of recreational diving. With roughly 365 dive sites to choose from, you’ll be able to glimpse colorful, abundant marine life, deep trenches and chasms, and perilous wrecks. If you’d like to experience the wonders of the island, a hike along the Mastic Trail is a must. Here you’ll be able to enjoy the native flora and fauna, several different bird species, and spectacular stalactites and stalagmites. And if you’re lucky, you may even catch a glimpse of the rare and endangered Blue Iguana. Read More

Grand Cayman

Booking charter flights to Grand Cayman has never been easier. At Stratos, we offer three simple and effective ways to book a private jet. For those that prefer to make travel plans over the phone, our private flight advisors are available via phone 24 hours a day. For those that enjoy the convenience of using a smart phone to make travel plans, we’ve recently launched an app that allows travelers to book and manage flights right at the tips of their fingers. Travelers can also request quotes directly on our website. When you book with Stratos, you’ll soar higher than ever before.Read More

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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 (4.89 out of 5) Based on 673 reviews from our trusted Jet Charter reviews
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 11/13/2013

None. It was great. Had to go for a medical problem with my dad and Ricky was absolutely tremendous. I can't say enough good about him and how he handled things in a very difficult situation. the flight was awesome too. If I CAN ever justify the cost of flying private again like that Ricky and / or your company will get a call. Thanks so much.

5 1 5 03/30/2010

Thank you for making this very easy for us!! I look forward to a long relationship with Stratos Jet Charter!!

5 1 5 06/02/2021

Joel got us a plane in less than 24 hours as we needed it for an emergency- thank you so much we are very grateful!

5 1 5 09/13/2013

None that I can think of. Very Satisfied.

5 1 5 01/28/2022

Always a pleasure to work with the friendly staff. The communication is concise and timely. Looking forward to future bookings!

5 1 5 08/03/2022

Daniel was very responsive late into the night and early morning and was able to arrange our flight in hours. Time from first contact to wheels up was less than 12 hours. The FBO's and crew provides were very accommodating and helpful. 5 stars!

5 1 5 10/14/2014

You can not improve on perfect !!

5 1 5 09/05/2018

Glenn and team were responsive and kept me apprised of the status of our flight, despite dynamic weather. Pilots were experienced and jet was on time and flight was smooth.

5 1 5 11/03/2016

Peace of mind!!! My family and I just completed our first charter on a private jet with Stratos. My wife and I have been on a few of our friend’s charters before and I fly regularly on my company's aircraft but this was the first charter of our own. Stratos and specifically Joel Thomas made my wife and I feel that we were in great hands throughout the planning, selection and ultimately flight process. Family loved it!!! Great experience.

5 1 5 03/23/2022

Start to finish the team was very professional.

5 1 5 05/28/2024

Yes, Joel is the best guy you could ever hope to charter with!!

5 1 5 06/29/2023

Came through for me in the clutch! Sanity saving charter ;-)

5 1 5 07/26/2024

Daniel was great. He arranged a charter flight at nearly midnight and was able to get my AOG part (in less than 12 hours from request) delivered to the plane. We fight fires with planes so thank you for helping us get back to scooping/dropping water quickly.

5 1 5 01/06/2018

As the operator, this client showed great brokerskills. Precise emails and everything was provided shortly after requested. Would love to work with StratosJets again soon.

5 1 5 11/25/2018

The whole team is always professional and great to work with. You can tell there's a lot of integrity and experience in the company. Thank you folks!!

5 1 5 07/24/2017

Very professional, very knowledgeable - truly care about their clients. Stratos is always very good to work with. When one of their requests come in we know we will be treated equitably, politely, and professionally, as the Operator. The Stratos team is always friendly and thorough. The Stratos Guests are always very good to our Flight Crews, which we appreciate very much. I would highly recommend Stratos Jet Charters. Malachi Mountain Aviation.

5 1 5 04/27/2021

I look forward to booking again..

5 1 5 07/31/2024

The entire experience from beginning to end was “top flight”. My agent, Steve Stogner was extremely patient, diligent-to-a-fault and unyielding in his efforts to provide us with great service and prioritization of our safety, notwithstanding some difficulties with the inclement weather conditions and cell phone communication challenges due to our location in a remote wilderness area of the mountainous Northern Georgia Chatahoochie National Forest. The pilots were extremely professional, affable and ostensibly competent. In sum, I would enthusiastically recommend the Stratos Charter Jet service and overall private flight experience to anyone! Dr. James R. C.

5 1 5 05/17/2021

Yes, would recommend Stratos to anyone looking for a charter!

5 1 5 02/13/2017

Stratos takes the complicated process of private air charter and makes it simple. They have helped me through the process and Joel even turned down my offer for purchasing a Pre-paid Jet card because he advised that it would not be a good fit for my home airport and family lifestyle. I shortly became a client after that because that experience was indicative of the company's overall honesty and great ethos. We have Chartered with Joel on multiple occasions and always get the the 3Gs of private air travel - Great Safety, Great Plane & Great Price. Stratos is a great company and they put your safety 1st and make the process easy. You can text or call them at anytime and their response time is amazing. You truly feel special. Flying on chartered planes is something we really value and keep very personal and discrete. Joel assists us in keeping the experience special and within our schedule and budget. I recommend Stratos to friends who have jet cards, fractional ownership and 1st timers alike. If you are considering charter, the 1st call to make is to Stratos. They never pressure you and value the relationship. I can not say enough about this team - A great experience!

5 1 5 01/20/2022

Worked with Glenn and he really worked to find the right plane at the right time! Aircraft crew were professional and courteous. Two great cross country flights.

5 1 5 10/04/2014

the flight and service was great.

5 1 5 09/19/2013

None, Ricky Gomulka takes care of everything, and I honestly like dealing only with him everytime I call. Very hard working and goes over and beyond for me.

5 1 5 03/26/2021

Glenn was great - very responsive. Would have given our experience 5 stars had the airport we intended to land (Ocean Reef) been secured when I paid the monies, instead of 3 days before our scheduled departure from HPN.

5 1 5 09/15/2017

We decided at the last minute to escape from Florida as hurricane Irma was bearing down on us, and Stratos came through for us. Despite our first choice airport running out of fuel, they managed to get some at another and we got out with about 1 hour to spare. It was a hectic time, with everyone else scrambling to escape, but Stratos made the whole experience simple and efficient for us. We will definitely fly with them another time, preferable when we're not all stressed about a hurricane aimed right at us!

5 1 5 06/29/2018

As always, your staff is a pleasure to work with, and are very good with their communication, etc. I (of course) wish we didn't have the snafu with your client cutting the trip short, only to change his mind - costing us an additional 3 hours of flight time (approx. $10,000) - since we cancelled a trip with another operator to accommodate his request to leave early. I think there should have been a consideration for a 2 hour cancellation fee or something there. We understand that this wasn't Stratos Jets' doing - but I believe your client should have been penalized in some way as he was informed we had another trip and he told us to cancel it to accommodate him. This was very disappointing (and financially detrimental) for us, especially as we had lowered the cost of the trip (in addition to removing all minimums) prior to booking. The only way it made sense for us to do that was to fly while sitting transient.

5 1 5 01/16/2018

Working with Stratos vs other jet charter companies lends a personal touch that seems lacking in others. I wouldn’t hesitate to recommend Stratos to friends.

5 1 5 05/23/2018

Dr and Mrs. J <redacted> were delighted with the recent trip, thank you!

5 1 5 05/27/2014

lower cost flights :)

5 1 5 01/01/2022

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

5 1 5 05/03/2021

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

5 1 5 04/07/2021

The Team at Stratos arranged another great flight for our family. We had a great Lear 45 with a brand new interior! The pilots could not have been kinder and sweeter with our boys and the entire journey was totally seamless. If you are considering Charter you are missing out if you are not using Stratos- THE BEST SAFETY, SERVICE & PRICE value combination- period! Thank you Stratos Team again.

5 1 5 06/03/2021

Glenn and the team constantly exceed expectations. Nothing is too much bother. Every detail is taken care of. The crew and operators are always well briefed. Thanks team!

5 1 5 07/31/2023

Danny, my Stratos Rep, was in contact with me on a regular basis. The rest of his team provided excellent support to ensure there weren’t any issues. The entire experience was better than my highest expectations. I’m already planning my next trip.

5 1 5 07/19/2021

From start to finish everything was perfect. Steve Stogner was awesome, professional, efficient, great follow up . Our pax’s said “ absolutely loved the experience, great pilots, beautiful aircraft “

5 1 5 12/15/2023

Anthony is the best. It's always hectic trying to get the details right and he stays on top of it so I don't have to!

5 1 5 10/31/2020

No complaints. Thank you for your help. Art

5 1 5 06/04/2020

I will definitely use Stratos Jets again and will recommend the company without hesitation. It has been several years since I have chartered a jet and this process was very easy and friendly.

5 1 5 08/24/2018

Everything great but itineraries always change last minute (tail #, terminal) which has caused problems.

5 1 5 06/12/2023

As always, you guys set a great example for what working with a broker should be like. :)

5 1 5 05/15/2013

Garett is the best!

5 1 5 03/21/2020

The experience was first class , the booking was very easy , everything was extremely well handled, would recommend this to anyone [who can afford it], flight was smooth as silk, excellent comfort ,everyone was extremely helpful, beyond my expectations,.... would love to travel like that all the time [I wish]!! Thanks for an experience to remember!!

5 1 5 12/26/2017

As always the flight and booking process was handled with ease and professionalism. Our pilots were very personable and the aircraft was exactly what we were looking for.

5 1 5 07/31/2024

Our commercial flight was being delayed out of Asheville and there were no other flights that day or the next day. Finally at 8 o’clock at night we called Simon to see if he could come and pick us up. By 1030 we were on the plane and on our way home. It was amazing. Simon is, incredibly efficient and thoughtful. Great experience.

5 1 5 07/28/2021

Randy was great. He helped with every aspect of the trip including time changes and catering. Both crews we had were great as well. Explaining, loading and unloading baggage, considerate and very polite. I would definitely use your service again.

5 1 5 12/24/2016

You did great. Garett was great, ground transportation was clean, easy and on-time and seamless. It was a good trip and I have already asked for another quote. Don't know if I will use it depending upon cost as this next one is purely personal. But I would like to.

5 1 5 12/03/2024

All Good!!

5 1 5 01/07/2014

Pricing to be competitive with Marquis etc.

5 1 5 10/18/2012

Since it was my first charter I have no comparisons

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