Private Jets From St Simons Island to Winter Haven
Nonstop in about 1 hour and 2 minutes on the Cirrus Vision Jet.
The Better Way to Fly Private to Winter Haven
Fly private between St Simons Island Airport (SSI) and Winter Haven Regional Airport - Gilbert Field (GIF) aboard Flyte's Cirrus Vision Jet fleet. Featuring a whole-aircraft fare confirmed before you pay, on-demand availability, and advanced safety features.
Cirrus Vision Jet
The most advanced personal jet in the sky.
More Destinations
Hundreds of routes across the Southeast 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.
SSI to GIF by the Numbers
St Simons Island Airport to Winter Haven Regional Airport - Gilbert Field, nonstop on the Vision Jet.
- Flight time
- 1h 2m
- Nonstop on the Cirrus Vision Jet
- Distance
- 215 mi
- 186 nautical miles as the jet flies
- Driving
- 5h
- 262 miles by road, without stops
- Time saved
- 3h 30m
- Each way, versus driving
The Onboard Experience
Everything you need for a smoother trip between St Simons Island 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 St Simons Island
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.
St. Simons Lighthouse Museum
Explore the historic lighthouse and enjoy panoramic views of the island.
Neptune Park
Relax at this waterfront park with picnic areas, a playground, and a mini-golf course.
Fort Frederica National Monument
Visit the ruins of a colonial fort and learn about the island's history.
East Beach
Enjoy sunbathing, swimming, and beachcombing on this popular sandy beach.
St. Simons Island Pier
Stroll along the pier for fishing, sightseeing, and beautiful sunset views.
Christ Church
Tour this historic church surrounded by ancient oaks and beautiful gardens.
Cannon's Point Preserve
Hike through this nature preserve with diverse wildlife and scenic views.
Golden Isles Olive Oil
Sample and purchase a variety of gourmet olive oils and vinegars.
Island Bicycle
Rent a bike and explore the island's scenic trails and charming neighborhoods.
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 St Simons Island to Winter Haven with Flyte.
Ready to Fly to Winter Haven?
Book your next private flight from St Simons Island (SSI) to Winter Haven (GIF). Pick your date and passengers and see your whole-aircraft fare before you pay.