Prashant Dhingra
Wave 6 · America's Most Famous Halloween Destinations

St. Augustine, Florida: Exploring America's Oldest City During Halloween Season

Founded in 1565, St. Augustine has collected more than four and a half centuries of history : and, according to local guides, more than a few ghosts.

Key takeaways

  • Founded in 1565, St. Augustine is the oldest continuously inhabited European-founded city in the continental U.S.
  • Classic haunts: the St. Augustine Lighthouse, the Old Jail, the Huguenot Cemetery and the old Spanish quarter.
  • The Castillo de San Marcos (completed 1695) is the oldest masonry fort in the continental U.S.
  • Mild October weather and walkable streets make it great for families.

Long before the Pilgrims landed at Plymouth, Spanish settlers founded St. Augustine on Florida's northeast coast. That was 1565, and the city has been continuously inhabited ever since. Four and a half centuries of sieges, pirate raids, fires, epidemics and shipwrecks have given St. Augustine a deep store of stories : and made it one of the South's favorite Halloween destinations.

A short history

The result is a small city with Spanish colonial streets, British and American layers, and some of the oldest buildings in the country.

The Castillo de San Marcos

The Castillo de San Marcos, completed in 1695, is the oldest masonry fort in the continental United States. Built of coquina : a soft stone made from compressed shells : it absorbed cannonballs rather than shattering. It was never taken by force. Today it's a National Monument managed by the National Park Service. Explore the gun deck, the vaulted rooms and the moat, and look out over Matanzas Bay. Its long history as a fort and prison has inspired its share of ghost stories.

Haunted sites

St. Augustine Lighthouse

The black-and-white striped lighthouse on Anastasia Island, completed in 1874, is one of the most visited lighthouses in America and a fixture of paranormal television. Local lore centers on the tragic deaths of children of the builder's superintendent during construction. The lighthouse museum offers nighttime ghost-themed tours during the season.

The Old Jail

Built in 1891 and used until 1953, the Old Jail housed prisoners and the sheriff's family under one roof. Costumed guides tell the stories of inmates and the notorious sheriff of the era.

Huguenot Cemetery

Opened in the 1820s as a Protestant burying ground during a yellow-fever epidemic, this small cemetery near the City Gate is a highlight of evening ghost walks.

Tolomato Cemetery

A historic Catholic cemetery on Cordova Street with roots in the Spanish colonial period; opened to visitors on certain days.

The Spanish Quarter and St. George Street

The pedestrian streets of the old town : lined with colonial houses, courtyards and balconies : are the backdrop for most walking ghost tours.

Flagler's hotels

The former Hotel Ponce de León, now Flagler College, is a stunning Spanish Renaissance Revival landmark with its own legends; campus tours run regularly.

Ghost tours

St. Augustine has an enormous range of ghost experiences:

Format Good for
Lantern walking tours Classic storytelling through the old town
Trolley ghost tours Covering more ground; families; anyone who'd rather not walk far
Lighthouse night tours Paranormal-focused tours of a famous haunt
Old Jail tours History with a dark side
Pub crawls Adults who like a story with a drink
Investigation tours Hands-on ghost hunting with equipment

Many operators run family-friendly versions in the early evening and scarier adult tours later. Book ahead for Halloween weekend.

Halloween events

In October the city's streets, museums and attractions host Halloween programming, and families trick-or-treat in historic neighborhoods. Downtown shops along St. George Street often hand out candy to costumed kids. Check the city's visitor bureau for current-year events.

Beyond the ghosts

Practical tips

  1. Weather: October is warm and pleasant, with lower humidity than summer : ideal for evening walks.
  2. Parking: Use the historic downtown parking facility and walk; the old town's streets are narrow.
  3. Comfort: Wear walking shoes and bring bug spray for twilight tours.
  4. Lodging: Historic inns and B&Bs fill quickly for Halloween; book early.
  5. Respect: Cemeteries and churches are active and fragile : follow posted rules.

Plan a southern swing

St. Augustine is about three hours by car from Savannah, making the two cities a natural pair. Add Charleston and New Orleans for the ultimate southern ghost trip : see Halloween in the American South and Savannah, Georgia at Halloween. If you'd rather mix history with screams, Orlando's theme-park events are about two hours away: Universal Halloween Horror Nights.

Questions & answers

Why is St. Augustine called America's oldest city?

St. Augustine was founded by Spanish admiral Pedro Menéndez de Avilés in 1565 and has been continuously inhabited since, making it the oldest continuously occupied European-established settlement in the continental United States.

Is St. Augustine haunted?

St. Augustine is known for ghost stories tied to its long history of colonial conflict, epidemics, shipwrecks and old burial grounds. Many tour companies offer ghost tours, and sites like the lighthouse and Old Jail feature in paranormal television shows.

What is there to do in St. Augustine for Halloween?

Popular activities include walking, trolley and lantern ghost tours, nighttime tours of the St. Augustine Lighthouse, the Old Jail tour, visiting the Castillo de San Marcos, exploring St. George Street, and family-friendly Halloween events around town.

Is St. Augustine good for kids at Halloween?

Yes. Many ghost tours offer family-friendly versions, the fort and lighthouse are fun to explore, and St. George Street's pedestrian lanes are easy to walk with children.

Tour schedules, prices and access to historic sites change seasonally. Confirm details with operators and the National Park Service before visiting.

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Part of a 50-article Halloween series by Prashant Dhingra.