Our St. Augustine tour is 8.5 miles long and averages 90 minutes from start to finish, but our hop-on, hop-off tour is designed for you to hop off at any stop, explore a St. Augustine attraction or neighborhood, and hop back on when you are ready to resume your St. Augustine sightseeing experience.

The St. Augustine tour travels through the Historic District, St. George Street, and Plaza de la Constitución and offers a shuttle to St. Augustine Beach.

Our St. Augustine tours run 364 days per year (365 in leap years). We’re only closed on Christmas Day.

Old Town Trolley Tours of St. Augustine operates the city’s largest fleet of sightseeing vehicles, and this allows us to pick up and drop off more frequently than any other trolley company. The frequency of the trolleys depends on the time of the year, traffic, and weather conditions.

Located in the heart of St. Augustine, this architectural marvel has played a significant role in America’s history. From the time it was built in 1672, to date, the fort has witnessed countless wars and struggles, yet it still stands tall and strong. The best way to visit the fort is by taking the Old Town Trolley Tour. The trolley stops at all of the major landmarks and monuments in St. Augustine, including Castillo de San Marcos. Not only will you get a chance to see the stunning fort but you’ll also be able to explore the city’s rich history and culture.

Built in 1891, the St. Augustine Old Jail Museum was once home to some of the most notorious residents of the city. The jail was used until 1953 and has since been transformed into a living museum. As you walk through the old cells, you can imagine what life was like for those who were incarcerated for everything from drunkenness to murder. If you really want to get the most out of your visit to the Old Jail, book a guided tour. Your guide will tell you stories about prisoners and their families, the jail wardens, and life in the city. You’ll learn about the health and safety concerns of the prisoners and how they passed their time while locked behind bars.

If you have only one day in St. Augustine, you can still experience the best of the city. You can start with the Old Town Trolley Tour, which will take you to the Historic District, containing the Castillo de San Marcos and St. George Street, where you can stroll through Colonial-era buildings turned into quaint boutiques and cafes. After the tour, head to Flagler College, the Lightner Museum, and Ponce de Leon’s Fountain of Youth Archaeological Park. End your day with a local seafood dinner at Raintree Restaurant or Harry’s Seafood Bar and Grille.

While it is technically possible to walk everywhere in St. Augustine, it can be quite tiring, especially in the hot summer months. Additionally, some attractions are quite spread out, such as Ponce de Leon’s Fountain of Youth Archaeological Park and the St. Augustine Lighthouse & Maritime Museum. The Old Town Trolley Tour is a great way to get around and see all the must-visit spots without getting too exhausted. The trolley tour takes you on a 90-minute loop, covering all the key attractions and landmarks in the city.

St. Augustine, Florida is not only known for its historical significance but also for its luxurious lifestyle and high-end estates. Many famous personalities, including celebrities and politicians, have chosen St. Augustine as their second home. Whether you are a tourist or a local, knowing where these celebrities reside can be quite thrilling.

First off, let’s talk about the famous personalities that have houses in St. Augustine. Oprah Winfrey is among the A-listers who have chosen St. Augustine as their secondary residence. Winfrey’s property is located on a private island inside the boundaries of Gates Grille Reserve. Another popular celebrity who calls St. Augustine home is Michael Jordan, the famous basketball player. He has a lavish mansion situated in the upscale community of Glenmoore, which is also home to other prominent personalities like Andre Agassi and Steffi Graf. American actor Richard Boone, famously known for his lead role in “Have Gun – Will Travel,” also had a house in St. Augustine.

Magnolia Avenue’s beautiful cobblestone road will take you back in time and give you a glimpse of what life was like in America’s early days. As you walk down this street, you’ll feel like you’re in a movie set, surrounded by buildings that have stood the test of time. The street is renowned for its distinctive Victorian-era homes and spawling magnolia trees, as well as the Spanish Colonial architecture on display at the Ponce de Leon’s Fountain of Youth Archaeological Park and the historic Mission Nombre de Dios site. Magnolia Avenue is a display of St. Augustine’s architectural heritage showcasing the testaments to our country’s progress and resilience.

But, no visit to St. Augustine is complete without a stop at St. George Street. This pedestrian-only thoroughfare is lined with shops, galleries, restaurants, and historic homes. Take a stroll down the quaint cobblestone street and admire the stunning architecture, including the Spanish Colonial-style buildings and charming courtyards.

The Old Town Trolley Tour takes you past the iconic shopping mecca known as St. George Street as well as Magnolia Avenue’s unique architecture.

St. Augustine is a city steeped in history and culture, making it the perfect place for a night out. With so much to see and experience, it can be overwhelming to decide what to do. A night out in St. Augustine is an experience like no other. From jazz bars to spine-tingling ghost tours, there is something for everyone.

At night, the Colonial Quarter is illuminated by lanterns, giving it a magical feel. You can take a stroll through the Quarter and experience what life was like in old St. Augustine. As the home to some of the best jazz clubs in Florida, you’ll find plenty of options to choose from. Take a stroll down St. George Street, the hub of the local jazz scene, and St. Augustine will not disappoint.

Feeling spooky? St. Augustine is said to be one of the most haunted cities in the United States, and the city’s ghost tours are a testament to that. Head over to the Old Jail Museum. The historic prison looks like something out of a horror movie, making it the perfect spot. A Ghosts & Gravestones tour will take you through the Old Jail as well as other haunted locations around the city. Be prepared for some spine-tingling tales and eerie experiences. It’s sure to be an unforgettable night out in St. Augustine.