Private Jets From Jacksonville to Winter Haven
Nonstop in about 52 minutes on the Cirrus Vision Jet.
The Better Way to Fly Private to Winter Haven
Fly private between Jacksonville Executive at Craig Airport (CRG) and Winter Haven Regional Airport - Gilbert Field (GIF) aboard Flyte's Cirrus Vision Jet fleet. Featuring fixed $4,900 per leg pricing, on-demand availability, and advanced safety features.

Cirrus Vision Jet
The most advanced personal jet in the sky.
More Destinations
Hundreds of routes across Florida and beyond.

Garmin Autoland
The plane can detect an emergency and land itself.

CAPS Parachute
The only personal jet with a whole-aircraft parachute.

Private Cabin
The entire plane is yours. Four adults plus a child.

On Demand
Fly on your schedule. Any day, any time.
CRG to GIF by the Numbers
Jacksonville Executive at Craig Airport to Winter Haven Regional Airport - Gilbert Field, nonstop on the Vision Jet.
- Flight time
- 52 min
- Nonstop on the Cirrus Vision Jet
- Distance
- 158 mi
- 137 nautical miles as the jet flies
- Driving
- 3h
- 194 miles by road, without stops
- Time saved
- 2h 15m
- Each way, versus driving
The Onboard Experience
Everything you need for a smoother trip between Jacksonville and Winter Haven.

Wi-Fi onboard
Stay connected when you need to work or relax en route, with reliable cabin Wi-Fi on available Flyte flights.
Complimentary food and beverages
Curated snacks, drinks, and light bites are included so you land refreshed.
Built-in advanced safety features
Every Flyte Vision Jet includes autoland and a whole-aircraft parachute as part of the aircraft design.
White-glove support
Our team helps coordinate any custom details so your trip stays smooth from first call to the ramp.
Things to Do in Winter Haven and Jacksonville
A few ways to spend your time at both ends of the flight.
Visit LEGOLAND Florida Resort
Enjoy a day of fun and adventure at this family-friendly theme park with rides, shows, and attractions.
Explore Bok Tower Gardens
Stroll through beautiful gardens and enjoy the serene environment and the iconic Singing Tower.
Take a Scenic Boat Tour
Experience the Chain of Lakes with a guided boat tour, offering beautiful views and local wildlife.
Visit the Polk Museum of Art
Discover a diverse collection of art exhibits ranging from contemporary to classical pieces.
Enjoy Watersports on the Lakes
Engage in activities like kayaking, paddleboarding, or fishing on the numerous lakes in the area.
Explore Downtown Winter Haven
Discover local shops, restaurants, and entertainment venues in the charming downtown area.
Visit Jacksonville Zoo and Gardens
Explore a wide variety of animals and beautiful gardens.
Stroll through the Cummer Museum of Art & Gardens
Enjoy art collections and stunning riverfront gardens.
Relax at Jacksonville Beach
Spend a day sunbathing, swimming, or surfing.
Explore the Riverside Arts Market
Discover local arts, crafts, and food vendors every Saturday.
Take a walk in the Jacksonville Arboretum & Gardens
Enjoy nature trails and diverse plant life.
Visit the Museum of Science and History (MOSH)
Engage with interactive exhibits and planetarium shows.
Dine at the St. Johns Town Center
Experience a variety of dining options and upscale shopping.
Catch a game at TIAA Bank Field
Watch the Jacksonville Jaguars play during the NFL season.
Explore the Timucuan Ecological and Historic Preserve
Discover natural beauty and historical sites.
Other Airports Near Winter Haven
More Flyte network airports around Winter Haven Regional Airport - Gilbert Field (GIF).
FAQs
Everything you need to know about flying Jacksonville to Winter Haven with Flyte.
Ready to Fly to Winter Haven?
Book your next private flight from Jacksonville (CRG) to Winter Haven (GIF). Fixed pricing for the full aircraft, on-demand availability, and advanced safety features, all in a few taps.