Visit the oldest city in the United States and get your dose of warm Florida sun and fascinating history. St. Augustine is known for its gorgeous sandy beaches, breathtaking architecture, antiquated buildings and its significance to the shaping of our nation.

When you climb on board Old Town Trolley Tours of St. Augustine, you’ll have a chance to see the Ancient City in all its glory, from historical attractions like the site where Ponce de Leon first landed ashore, to unique attractions like the Alligator Farm. During the 90-minute tour, you’ll have the opportunity to get off and on the trolley as often as you wish, giving you a chance to stay at any of the stops for as long as you want.

Our local conductors make the tour even more entertaining by providing history and humor all rolled into one. Our conductors are recognized for their ability to captivate and entertain each of our guests. Local residents who come from various cities around the U.S., they share a common enthusiasm for history and talent to amuse folks. You’ll learn about the first settlers to the city and the powerful Spanish influence that still exists today. You’ll see the Castillo de San Marcos Fort that guarded the city against foreign invaders and is the oldest European fort of its kind still standing.

From museums to architectural masterpieces like The Ponce de Leon Hotel, now Flagler College, to the oldest wooden schoolhouse, you’ll see it all on the orange and green trolleys. Only Old Town Trolley Tours of St. Augustine offers the best of the city in one delightful tour.

Here are just a few reasons why Old Town Trolley is the best sightseeing tour in town:

St. Augustine was founded by the Spanish under Admiral Pedro Menéndez de Avilés in 1565.

• 100% Money Back Guarantee* (No Questions Asked)

• FREE Admission to St. Augustine History Museum

• Over 100 Points of Interest

• Your ticket is good for three consecutive days of unlimited use

• FREE Beach Shuttle to Alligator Farm, the Lighthouse Museum, and the beach

Join us aboard the trolley of the doomed, as your Ghost Host entrances you with tales of misfortune and mayhem. Hear accounts of long gone residents who can still be seen in numerous locations around the city. The tumultuous past transcends into the present as we travel through the ancient city.

The stories you’ll hear come from years of research, personal accounts and hauntingly real-life experiences.

On the Ghosts & Gravestones tour you will pass by some of the scariest and most sacred sites including the Huguenot Cemetery, the final resting place of the victims of yellow fever…or was it final? Some visitors to the burial grounds have reported seeing eerie apparitions and translucent orbs floating about.
 
If you keep a watchful eye while passing the City Gates, you might catch a glimpse of Elizabeth, a child victim of the yellow fever, waving to passerbys.  
 

You will also pass the Tolomoto Cemetery. Who’s playing games in the cemetery when the sun goes down? Is it the spirit of five-year-old James jumping from branch to branch in the trees or is it the Ghost Bride, still waiting for her walk down the aisle?

The St. Augustine Lighthouse Grounds
The Lighthouse has a long history of paranormal activity. Visitors and employees have seen moving shadows and have heard voices and unexplained noises. In 1870, the daughters of Hezekiah Pittee, Superintendent of Lighthouse Construction, drowned in a tragic accident and are now believed to haunt the Lighthouse grounds.  

You will end your journey with a visit to the Old Jail, one of the city’s most haunted locations. Listed on the Florida and National registry of Haunted Places, the Old Jail has been site of countless supernatural occurrences. Many criminals have met their maker here. A shiv in the back or a hangman’s noose ended numerous lives. Be on the lookout for former prisoner Charlie Powell, as he is just as mischievous dead as he was alive. Visitors to the Old Jail have experienced cold spots, strange odors, loud banging noises, orbs of light and even apparitions.

TONIGHT'S THE NIGHT….GHOSTS AND GRAVESTONES AWAITS…WHEN THE CONDUCTOR HOWLS “ALL ABOARD” – WILL YOU BE THERE

RESERVATIONS ARE REQUIRED!

Home to prisoners for over 60 years, the Old Jail in St. Augustine looks more like a resort than a maximum-security facility. The original structure was built in 1891 by Henry Flagler, and although it has been restored and renovated throughout the years, it looks very much the way it did when it opened over a century ago.

Today, visitors to the Old Jail can take a guided tour, learn about the many prisoners and practices that took place here and see where the Sheriff and his wife and family lived— adjacent to where the prisoners were housed.

Meet Sheriff Joe Perry who had a reputation as being a harsh and strict warden – one of the toughest in the South. Walk through the men’s and women’s cells and see where executions took place in the gallows. Discover the history behind judicial practices in the 19th century and see an array of weapons and artifacts.

Adults and children are thoroughly entertained by our costumed actors who portray deputies from the early days and everyone gets a chance to try and escape! The Old Jail is one of just a few prisons of its kind still standing and makes for a great sightseeing and history adventure.

In addition to being a national tourist destination and the continental United States' oldest city settled by Europeans, St. Augustine was also a pivotal site for the civil rights movement in 1963 and 1964.

Gain a greater understanding of the evolution of Florida, the people who helped shape its future and the rich past that it represents at the St. Augustine History Museum.

Stroll through a myriad of displays and exhibits to learn how four different nations ruled over this quaint beach town and how each one made an indelible mark on its culture and personality. In the St. Augustine History Museum, a Spanish treasure room showcases a magnificent collection of items found on actual sunken ships. A Timucuan Indian Village and Florida Cracker trading post provide an up-close look at how the earliest settlers lived and made a living.

Visitors will learn the amazing facts about the different periods of St. Augustine’s history where the British, Spanish and French dominated the city and how it came to be a part of the United States of America. More than four centuries of war, government and heritage are featured throughout the museum’s various displays.

Discover Henry Flagler’s undeniable influence upon the city, from his stunning architectural masterpieces that still stand throughout St. Augustine, to his historic triumphs in the railroad industry.

Florida was a United States territory until 1845 when it became a U.S. state

The St. Augustine History Museum is an ideal stop for guests of any age - an educational and enlightening experience that offers an in-depth look at Florida’s amazing history.

For school children, there’s no better way to learn Florida’s history than reliving it during one of our extraordinary field trips. Our educational tours offer visits to many of St. Augustine’s most significant historical sites, an assortment of choices for itineraries and much more.

Bring your students to see first-hand the places you’re discussing in your history lessons. Let them witness the magnitude of the Castillo de San Marcos, the largest Spanish Fort in America and one of the few structures of its kind still in existence. They’ll enjoy a guided tour of this imposing Castillo and gain a perspective of how the soldiers during that era lived and fought to defend St. Augustine. Also included is a fully narrated Old Town Trolley Tour that showcases 100 points of interest throughout the city. And you may pick two of the following sites to visit: The Old Jail, the Oldest Store Museum Experience or the St. Augustine History Museum.

Our field trips can also include stops at the Oldest Wooden School House, the Fountain of Youth, The Lighthouse & Museum, Alligator Farm and more. And the best part? You can design your own adventure to suit the needs of your students—our experienced planners will assist you in customizing your excursion so it is most beneficial to you and the children.

Adhering to the educational standards set forth by the state, each of our field trips is designed to bring your history curriculum to life. Each participating class will receive a 16-page activities book sent via email as a PDF file. Pre and post trip activities provide you with educational materials that also entertain. All materials were created by curriculum specialists and are based on Florida Sunshine Standards.

If you’re looking for an unforgettable way to teach Florida’s fascinating history, our tours are ideal. Spend a couple of hours or an entire day exploring all the glorious historical sites in the ancient city. Your students will be delighted, entertained and most importantly—enlightened!

Do you love chocolate? Come with us on a tantalizing guided journey of chocolate surprises! Learn the history of chocolate and chocolate creations while sampling truffles, pastries and gooey delights from the finest chocolatiers in all of St. Augustine. You’ll think you’ve won the Willie Wonka Golden Ticket as you step aboard our confectioner’s trolley to enjoy a chocolate paradise.

You will be transported to several locations of chocolate culinary creations.

When your journey has ended, your chocolate pleasure has not…you will leave with a fine sample of Whetstones Chocolates to carry you home.

December 15, 2010 through February 2011.
RESERVATIONS REQUIRED.

Watch in amazement as our friendly clerks, butcher and snake oil salesman demonstrate the very latest inventions for turn-of-the-century living. Meet the proprietor, Mr. C.F. Hamblen. Step back in time and discover the latest and best time saving miracles from 1900!

• Steam-driven tractors
• Tonics & elixirs
• Farm equipment
• Health underwear
• Worm syrup
• Corn sheller
• Collars & corsets
• Guns & ammunition
• Grain thresher
• Goat powered washing machine
• Bikes & trikes
• Gossip and so much more