Top St Augustine Historical Tours

Discover the United States’ oldest city as you embark on a historic walking tour through St. Augustine. Join a small group and visit top landmarks such as the oldest masonry fort in the US, the oldest grid system, and Flagler College. While you explore, your guide sheds light on the tumultuous history of the 450-year-old city.

Discover St. Augustine's historical sites with ease, without the hassle of research or figuring out transport, during this private guided tour. Ride in a vintage vehicle with guides dressed in 1920s fashion as you cruise past landmarks such Castillo de San Marcos, Flagler College, and St. George Street in the historic district, while learning more about the sites than you would on your own.

See St. Augustine's key landmarks—and enjoy a one-of-a-kind, environmentally friendly way of traveling—on a small-group electric golf cart tour. Choose a convenient morning or afternoon tour time, meet your guide in the city center, and hop on board. See St. Augustine landmarks, including the Castillo de San Marcos, Tolomato Cemetery, and Mission Nombre de Dios, and learn all about the city’s centuries of history.

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for playful dolphins, one of the highlights of the experience, as you enjoy 360° views of iconic landmarks like the Castillo de San Marcos and the St. Augustine Lighthouse & Maritime Museum. Choose a daytime narrated cruise or a romantic Champagne Sunset Cruise while your captain shares engaging stories spanning more than 450 years of St. Augustine’s rich history and points out native birds and other local wildlife along the way. Includes soda and water on all cruises, plus a complimentary champagne toast on the sunset tour. Perfect for families, couples, and groups. Tours from November 21 - January 18th will include Nights of Lights viewing

Discover the oldest city in the nation and meet other visitors during this shared golf cart tour of St. Augustine. Hop into the cart with your certified guide and learn all about the history, culture, and architecture of this beautiful city. You’ll hear haunted stories at the Huguenot Cemetery, view the 1695-built masonry fort, and make a stop in the Lightner Museum.

Enjoy a 90-minute walking tour through the nation’s oldest city, exploring centuries of history, architecture, and hidden stories that shaped St. Augustine. From the Castillo de San Marcos to charming colonial streets, and the beautiful waterfront, this tour hits all the highlights—perfect for first-time visitors or anyone looking to truly understand the city. The beauty of a free walking tour is that you get to decide what it's worth to you personally. Your licensed local guides receive no salary of any kind other than what they receive from guests on a tip basis. If you have a group larger than 6, please contact us in advance to make sure we can accommodate.

Go beyond the guidebooks and discover a different side of St. Augustine on a haunted walking tour that combines ghost stories with visits to local bars. The tour explores the city's haunted history while stopping at historic watering holes, where you'll have time to purchase drinks along the way. Blending local legends, historical storytelling, and a lively social atmosphere, it's a unique alternative to a traditional ghost tour.

Experience St. Augustine from the water on a sightseeing cruise that combines local wildlife viewing with views of the city’s historic waterfront. Traveling by boat allows you to see key landmarks from a different perspective while avoiding crowded streets and walking routes. This relaxed cruise offers a steady pace and open views, making it an easy way to enjoy both nature and history in one outing.

This is the tour that was our 11am and 2pm tour, just better! Discover the rich history of St. Augustine, the oldest city in the U.S., on an immersive 2-2 1/2 hour fully guided walking tour. This tour features personal audio devices which allow you to hear every detail of the tour without dealing with noise pollution, other guest conversations or any of a number of distractions. Ideal for history buffs and curious travelers, this tour offers insights into the city's colonial past, well up into the Gilded Age and included architectural wonders, including the famous Castillo de San Marcos. Explore the historic district with an experienced guide who brings the stories of this vibrant city to life. A great introduction to St. Augustine before your lunch plans. And yes, WE ARE ALWAYS PET FRIENDLY!

Discover a different side of St. Augustine on a small-group walking tour that explores the city’s lesser-known stories and landmarks. Go beyond the standard history tours as your guide shares insider stories and overlooked details about America’s oldest city. Limited to just 12 participants, this experience offers a more personal, informative way to explore St. Augustine sights, from the Huguenot Cemetery to the Government House Museum and Bridge of Lions.

The coastal town of St Augustine is renowned as the oldest European settlement in the United States. On this private tour, benefit from the undivided attention of your guide and enjoy a tour itinerary tailored to your group’s interests. Traveling by electric vehicle, visit areas normally only accessible on foot, stop at historic landmarks and churches.

Once a holding site for St. Augustine’s hardest criminals, the Old Jail Museum now offers visitors an educational look at life in the Nation’s Oldest City. Tour a maximum security area and regular cells alike that held prisoners until 1953, learning about fascinating historical accounts of criminal lives in St. Augustine as you go. Tickets provide direct entry without the need for exchange.

This food and wine tour offers an efficient way to explore St. Augustine’s culinary scene alongside its history. Guests benefit from guidance by a sommelier and historian, providing clear context behind each pairing and location. The electric cart format reduces walking and allows access to multiple stops with ease. With pre-selected tastings included, it delivers a curated experience combining dining, local insight, and convenient transport.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

Seeing spooky spots in a city isn’t done justice unless you’re up close and personal. This South St. Augustine haunted history tour takes you by foot so you can see some of St. Augustine’s homes, businesses, and streets with the most mysterious stories up close. A guide tells you all about St. Augustine’s past—by lantern no less during this unique experience with a small group.

In a small group experience, you will learn how to assess seemingly haunted phenomena and what compromises an actual haunting using your senses and research equipment! You will be instructed in: what kind of phenomena make a “genuine haunting”, how to approach investigating such phenomena, to employ your senses and respect your psychic feelings, learn about various types of paranormal equipment, and you’ll get equipped with two great tools to track paranormal activity. This tour has been going on almost every night since January 2002. We will share stories and anecdotes from the tour related to the sites we visit and relevant historical details. The tour is not designed to frighten but to engage and educate you in the investigation of haunted phenomena. During the history of the tour, we have experienced a wide range of paranormal phenomena including occasional sightings, as well as paranormal sounds, scents, and tactile encounters.

Your tour blends St. Augustine’s haunted legends with real history, atmospheric streets, and some of the city’s most iconic landmarks. Led by an engaging local guide, this walking experience is spooky, fun, and easy to enjoy, with stories that bring the nation’s oldest city to life after dark. Rather than relying on cheap scares, we focus on powerful storytelling, atmospheric locations, and the strange, fascinating events that have shaped St. Augustine for centuries. Guests will visit iconic historic sites, hear chilling local legends, and experience the city’s old streets after dark with an engaging guide who brings each stop to life. It is spooky, entertaining, and rooted in the history that makes St. Augustine unforgettable.

Take your exploration of St. Augustine from the historical streets to the coast when you rent this Polaris Slingshot. This car rental lets you visit the many landmarks, attractions, and restaurants of the greater St. Augustine area. Use the pre-loaded digital map on your phone or a provided paper map to easily access sites such as the St. Augustine Lighthouse, Lightner Museum, and Casa Monaca.

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. Explore themes like Haunted History, Spanish Colonial, Flagler Era & Gilded Age, Civil Rights or just tell your first rate guide your personal interests to create a truly unique experience. The most luxurious and comprehensive way to see the Oldest City.

See the streets of St. Augustine is a spooky new way on this evening ghost walking tour. As one of the oldest cities in the United States, St. Augustine has collected plenty of creepy legends and lore across the centuries. Hear about some of the city's most chilling past events, all while following your guide straight to its historic highlights.

St. Augustine’s original “frightseeing” tour provides an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the town’s streets as you pass supposedly haunted hot spots, and visit Potter’s Wax Museum. Expect a tour so scary, it comes with a warning: not recommended for under-13s.

Climb aboard your zero-emissions EV cart and discover the crimes and murders through the history of beautiful St. Augustine. This 60-minute ride will take you through the oldest city’s winding streets, from the storied north side to the charming south end. Along the way, you’ll hear chilling tales of notorious crimes, unsolved murders, bloody battles and pirate attacks- the kind of history you won’t find in any textbook. The bloody legends that still haunt this cobblestone streets are rarely heard by other tour companies and will leave you questioning every shadow. Are you brave enough to face what the darker side of the Ancient City has to offer? Come for the sights. Stay for the stories. Book today - if you dare!