Private Jets From Winter Haven to St Augustine
48 minutes wheels up to wheels down. The drive is 2 hours 50 minutes.
The Better Way to Fly Private to St Augustine
Flyte flies Winter Haven to St Augustine on demand, the whole jet for one price. Every Florida pair is $4,900 one way, $8,900 round trip, no hourly math. You save about 2 hours 2 minutes each way against the drive.

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.
Winter Haven to St Augustine Airports
The airports this route uses, with flight time and fare.
Winter Haven to St Augustine by the Numbers
Straight-line distance, block time, and what the drive would cost you.
- Flight time
- 48 min
- Nonstop on the Cirrus Vision Jet
- Distance
- 133 mi
- 116 nautical miles as the jet flies
- Driving
- 2h 45m
- 159 miles by road, without stops
- Time saved
- 2h 2m
- Each way, versus driving
Things to Do in St Augustine and Winter Haven
A few ways to spend your time at both ends of the flight.
Visit Castillo de San Marcos
Explore the oldest masonry fort in the continental United States, offering historical reenactments and stunning views of the bay.
Stroll Down St. George Street
Enjoy shopping, dining, and entertainment on this pedestrian-only street in the heart of the historic district.
Tour the St. Augustine Lighthouse & Maritime Museum
Climb the 219 steps to the top for panoramic views and learn about the area's maritime history.
Relax on St. Augustine Beach
Unwind on the sandy shores, enjoy water sports, or take a leisurely walk along the coastline.
Explore the Lightner Museum
Discover a diverse collection of art, antiques, and curiosities housed in a former hotel built in 1888.
Take a Ghost Tour
Experience the spooky side of St. Augustine with a guided tour of its most haunted locations.
Visit the Fountain of Youth Archaeological Park
Learn about the legend of Ponce de León and explore the beautiful grounds and exhibits.
Enjoy a Scenic Cruise
Take a boat tour to see the city from the water and spot local wildlife like dolphins and manatees.
Discover the Colonial Quarter
Step back in time and experience life in the 16th, 17th, and 18th centuries with interactive exhibits and live demonstrations.
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.
FAQs
Everything you need to know about flying Winter Haven to St Augustine with Flyte.
Keep Exploring
More from Winter Haven
- Winter Haven to Bartow26 min · $4,900
- Winter Haven to Lake Wales27 min · $4,900
- Winter Haven to Lakeland28 min · $4,900
- All 93 destinations
More to St Augustine
- Jacksonville to St Augustine30 min · $4,900
- Palatka to St Augustine30 min · $4,900
- Palm Coast to St Augustine31 min · $4,900
- All 117 origins
Coming Back
Ready to Fly to St Augustine?
Book your next private flight from Winter Haven (GIF) to St Augustine (UST). Fixed pricing for the full aircraft, on-demand availability, and advanced safety features, all in a few taps.