When you think of a Florida getaway, you probably picture sprawling theme parks or the flashy swagger of Miami. But tucked away on the northeast coast is a city that trades mega-resorts for cobblestone streets and beachfront clubs for 17th-century stone forts.
St. Augustine is famous for its romantic, old-world charm and its deep, captivating history. What’s not as well-known is that travelers can score incredible deals on flights into nearby Jacksonville this autumn, making the dream of a unique Florida escape a truly attainable reality.
So why should you head to America’s oldest city this fall? Let’s check out what’s happening in this special corner of the United States.
Why Visit St. Augustine Now?
While other Florida towns are winding down from the summer rush, St. Augustine comes alive in the fall with some of its most iconic events.
This city consistently ranks as one of the most haunted in America, and it fully embraces its spooky reputation throughout October. The historic district becomes the main stage for world-class ghost tours, with the Ghosts & Gravestones trolley tour being a local favorite. It’s the perfect time to explore the city’s centuries-old cemeteries and hear the chilling legends of its past residents.
Then, as the air turns crisp in November, the city transforms into a breathtaking spectacle for its world-famous Nights of Lights festival. Kicking off on November 22, 2025, this event sees the entire colonial downtown draped in over 3 million tiny white lights. It’s an award-winning display that creates a magical atmosphere, perfect for a romantic evening stroll or a festive trolley ride.
What’s Also Available in St. Augustine?
No matter when you visit this fall, the city’s timeless attractions are waiting. The star of the show is the imposing Castillo de San Marcos, a 17th-century Spanish stone fortress that offers stunning views of the Matanzas Bay.
From there, you can lose yourself in the pedestrian-only St. George Street, a narrow lane lined with unique boutiques, art galleries, historic pubs, and chocolatiers. For a fantastic beach day, head over the Bridge of Lions to St. Augustine Beach or Crescent Beach, both offering wide, sandy shores perfect for relaxing and soaking up the autumn sun.
Keep in mind that September and October are still within hurricane season. But starting in November, St. Augustine enjoys its dry season, offering arguably the best weather of the year—pleasantly warm, sunny, and far less humid.
How About Those Cheap Flight Deals?
So, what’s the deal with the chatter over cheap flights? Our team spotted a bumper crop of cheap flights into nearby Jacksonville International Airport (JAX), just a 50-minute drive away. Dates extend throughout the fall, with major airlines offering significantly lower ticket prices.
Here are a few standout deals we found:
- Nonstop, roundtrip flights from Atlanta (ATL) on Delta are available for as low as $135.
- Nonstop, roundtrip flights from Washington D.C. (IAD/DCA) on United and American start at just $178.
- Nonstop, roundtrip flights from New York City (LGA/JFK) on JetBlue and Delta can be found for as low as $195.
As always, check the fine print. The cheapest Basic Economy fares on these airlines will likely charge extra for seat selection and checked bags, and some may not permit a standard carry-on.
The Smart Choice For A Different Kind Of Florida Getaway
Ultimately, that’s for you to decide. St. Augustine may not have the wild nightlife of Key West or Miami, but it offers something arguably more unique: a chance to step back in time. It promises a captivating, romantic, and historic getaway, and now, you can save a lot of money on airfare to get there this fall.
Happy Fall Travels!
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