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Labor Day Events

colonial quarter st augustine trolley

Celebrate Labor Day Weekend in St Augustine

Old Town Trolley Tours of St. Augustine has provided vacation guests and locals with more than 20 years of historic tours, news, and events. Each month the Trolley Team publishes upcoming events in St. Augustine for visitors and residents to enjoy. If you’re visiting during the St Augustine Labor Day Weekend, don’t forget to include the Old Town Trolley Tour in your itinerary.

The best way to visit all the St Augustine attractions and historic sites in one weekend is to hop aboard Old Town Trolley when you arrive and see the best sites first. This allows you to plan your vacation around the activities that interest you and your family the most.

Verify info of all events & locations listed. Dates & times may vary due to COVID-19.

You can hop on and off at your leisure all day!

st augustine plaza de la constitucionConcerts in the Plaza

Thursday Before Labor Day 
Plaza de la Constitución
. Located a few steps from trolley stop #14 is the historic and famous Plaza de la Constitución. The Concerts in the Plaza season comes to a close with the annual free Labor Day concert. Bring a picnic, lawn chairs and your family and friends.

indoor picture of a spooky looking room with a library, table, lantern, spider webs and a ghostGhosts & Gravestones

Haunted Tours
 all weekend!
 Explore the haunted past of the Nation’s Oldest City before the Halloween crowds start up. Climb aboard the Trolley of the Doomed for a chilling “frightseeing” tour you’ll never forget.

 

 Hometown Pass program

If you are a St. Augustine resident, take advantage of the Old Town Trolley Tours Hometown Pass program. After your registration is verified, you will receive free admission to the historic St. Augustine Tour each time you bring a full paying adult guest. Learn more about the Hometown Pass today.

First Friday Art Walk in St. Augustine

First Friday of each month, 5pm – 9pm

The Art Walk in St. Augustine falls on Labor Day Weekend this year. Join one of the city’s most popular events with live music and entertainment. You’ll see the latest exhibits at over 20 participating galleries. Old Town Trolley offers attendees a free shuttle service to many of the galleries, with shuttles running every 30 minutes.

Old City Farmer’s Market

Every Saturday, 8:30am – 12:30pm

Check out the Old City Farmer’s Market at the St. Augustine Amphitheater for baked goods, fresh produce and handcrafted items from the area’s best organic farms. This is great fun for the whole family with live performances and much more! Admission is free.

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.
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