Top St Augustine Historical Tours

Explore St. Augustine’s historic districts on a small-group tour designed to provide clear historical context without extensive walking. Traveling by low-speed vehicle, cover key landmarks efficiently while hearing structured commentary through a premium sound system. With pickup included and a maximum of seven guests, this tour offers a more personalized way to understand the city’s layered history in a compact timeframe.

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.

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.

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.

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.

This relaxing cruise is great for nature lovers, families, or those who simply enjoy being out on the water. Cruise the Intracoastal Waterway—an inland waterway that runs parallel to the coastline—for a calm ride exploring St. Augustine’s estuaries. Keep your eyes peeled for marine life such as dolphins, manatees, sea turtles, pelicans, osprey, and spoonbill. Along the way, you’ll spot landmarks including the Bridge of Lions, Castillo de San Marcos, St. Augustine Lighthouse, and more.

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.

Make the most of your day in St Augustine and save money in the process with a package that includes admission to three historic attractions plus a hop-on hop-off trolley tour of the city. Visit the Old Jail, the St Augustine History Museum and the Oldest Store Museum Experience, plus dozens of other points of interest among the city’s top attractions.

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.

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.

Explore the darker side of St. Augustine on a golf cart ghost tour that combines historic storytelling with modern comfort. Travel between haunted locations efficiently in a low-speed vehicle equipped with immersive lighting and sound. Cover more ground than walking tours while your guide shares documented history and reported encounters, offering a deeper and more atmospheric look at the city’s supernatural past.

Visit the Medieval Torture Museum and get the Ghost Hunting Experience and Tiny Art Gallery Admission with all inclusive package. You can enjoy all three activities at one visit.

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.

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.

Experience all of downtown through the comfort of an open-air electric tour vehicle. Hear the true ghostly tales on the north side, south side, and deep into the historic downtown. See the haunted sight of a true crime murder mystery, hear of the bloody pirate attacks, and other horrific events that have plagued historic St. Augustine. Jump on the Goth Cart and cruise through the dark and bloody history of downtown and especially deep into the south end's narrow streets. All stories spun are true and thoroughly researched and include hauntings, gruesome murders, and vile pirate attacks.

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.

Go beyond St. Augustine's traditional history tours with a walking experience exploring the city's most notorious true crime cases. Visit the locations connected to historic and modern crimes while your guide examines the evidence, theories, and lasting mysteries behind each story. With a small-group format encouraging conversation and questions, gain a deeper insight into the events that continue to intrigue locals and visitors alike.

Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. See highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche, and learn the stories behind the sights from your captain’s narration.

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.

Explore St. Augustine on a guided, small-group bourbon and history walking tour. Visit a local distillery for an educational tasting and demonstration, then continue through the historic district with stops at select venues for additional samples and pairings. With a planned route and guidance, this experience offers a convenient way to combine tastings with local context, without arranging separate reservations.

St. Augustine, renowned as the oldest city in the United States, is more than just a historical destination; it’s a vibrant community offering a unique blend where the past and present seamlessly intertwine. The history and charm captivate every visitor. A day spent strolling its historical streets is not just a walk-through time, but an opportunity to make lasting memories. Begin your journey with some of the city's most iconic landmarks.

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.

Many people don’t know that St. Augustine was founded in 1565, making its history rich and colorful. This walking tour supports a privately owned small business and takes you to some of the oldest city sites, including Tolomato Cemetery, Huguenot Cemetery, and San Marco Avenue. Unlike other tours, you can use a ghost app to capture any paranormal activity you might see, and hear guest experiences shared on the tour.