Source: Old Town Trolley Tours

As the oldest city in the United States, St. Augustine is a northern Floridian vacation destination. Filled with centuries-old history, 40-plus miles of spectacular beaches and nightlife options, this city has been entertaining visitors through the ages. Dating back to 1565, the city of St. Augustine has been featured in family albums across the world. Showcasing history, architecture and outdoor fun through its landmarks, restaurants and historic heritage, visitors from around the globe put St. Augustine on their vacation list annually.

The daytime hours are filled with sightseeing the country’s oldest schoolhouse, hanging out at museums, or enjoying the beaches, while the brilliant dark hours of the evening see people head to quaint cafes, various eateries and taking in ghostly and ghoulish tours. Spend a few hours at the pub, take your family for a night of ice cream or stroll the shops of St. George Street after dark. Wherever your flip-flop wearing feet take you, you’re bound to enjoy yourself in St. Augustine.

CRAWL THE MANY BARS AND PUBS

The bustling nightlife of St. Augustine is always hopping. Bars, pubs and restaurants flood the historic district and the surrounding area providing guests with the opportunity to pick their favorite spots. Hit the same pub every night or change it up. Grab your friends, your favorite drink and a delicious meal to end your epic day. Stay an hour or the entire evening – the doors are always open.

• Mardi Gras Sports Grill
• Scarlett O‘Hara’s
• Taberna del Caballo
• Stogies Cigar Bar
• Barley Republic
• Hoptinger
• Cellar 6
• Tini Martini Bar
• Barley Republic
• Burrito Works Taco Shop
• A1A Ale Works
• South-A-Philly Steaks & Hoagies
• Bar None Saloon
• Rendezvous Restaurant (original beer pub of St. Augustine)
• British Pub
• Damiana
• The Tide’s Oyster Co. and Grill
• Prohibition Kitchen
• White Lion
• Ice Plant
• Planet! Sarbez!
• Ancient City Brewing
• O’Loughlin Pub
• Hornski’s Vinyl Lounge
• Chatsworth Pub
• Backyard Island Café at Meehan’s
• The Floridian
• Salt Life Food Shack

OLD JAIL AFTER DARK

Prepare yourself for a spine tingling night you’ll never forget at The Old Jail After Dark. This 45-minute chilling experience allows visitors to participate in an actual paranormal investigation of St. Augustine’s Old Jail. Recognized as one of the most haunted buildings in the country, the Old Jail is shrouded in mystery and lore. The historic building housed prisoners from 1891 to 1953 when it was closed due to its deplorable conditions and the inflicted cruelty on its residents. Eight documented hangings were carried out on this site and many other deaths that can only be described as unnatural. Perhaps these are why many believe the Old Jail is an epicenter for paranormal activity and why it has become a popular destination for ghost hunters everywhere.

SING YOUR HEART OUT AT ANY OF THESE MUSIC VENUES

If you’re looking for some musical entertainment for your evening, head towards the spectacular sounds. Spend a fabulous evening listening to music, singing and dancing the night away in this Floridian paradise. Whether outdoors or in, stationary or digging the dance floor vibe, your nights will be better because they’re filled with music.

• Cellar Upstairs Wine and Jazz Bar
• Ponte Vedra Concert Hall
• Centro Restaurant and Piano Bar
• Cellar 6
• Stogies Jazz Club and Listening Room
• Bar with No Name
• Cobalt Lounge at Casa Monica
• St. Augustine Amphitheater

EXPLORE PARANORMAL POSSIBILITIES WITH A GHOST TOUR

Don’t leave St. Augustine without a glimpse into the ghoulish gatherings of the city’s heritage. Ghosts & Gravestones Tour by Old Town Trolley takes visitors around the city and showcases the paranormal, the spooky and the supernatural. Grab your friends, take your family and get your fill of unnatural magic.

ENTERTAINMENT OF ALL SORTS

Daylight might be for the magic of the sunshine but nighttime is for making your own kind of magic. Try your hand at billiards, grab your friends for the ultimate paint party, check out some movies on the big screen, take in the lights of this seaside spot or a show of your favorite kind. The laid back atmosphere of this lively city never sleeps – it’s ready for your energy and has more than one way to make you smile.

• Epic Movie Theater
• IMAX Theater
• Corazon Cinema and Cafe
• End Zone (billiards)
• Painting with a Twist!
• Limelight Theatre, Inc. (live theater)
• Old Town Trolley’s Famous Nights of Lights Tour (seasonal)

There’s something for everyone in this special city. The vibrant nightlife of the cobblestoned city offers entertainment for all ages. From martini bars to karaoke clubs, ghost tours or pirate sing-alongs, the country’s oldest city has you covered.