Best St Augustine Cultural Tours in 2026

St Augustine , Florida

From $ 36.00

Support small local businesses by looking us up directly on the web; ExploreToursAndPickUps.'com' This is an extensive and educational tour of St. Augustine. Explore the cultural events that made St. Augustine a key component in world history. The tour is conducted on our electric golf carts in the downtown area of St. Augustine passing by all the main historical structures and areas. Between The Mission Nombre de Dios, Castillo De San Marcos, The Ponce De Leon Hotel (now Flagler College), The Cathedral Basilica, The Tolomato Cemetery, The Saint Francis Barracks, and The Plaza De La Constitución...there are endless adventures waiting to be discussed. The driver is your guide and you are welcome to ask questions. During the historical tour your guide will point out historical attractions and places of interests while discussing the history of charming St. Augustine. We stay seated on the vehicle for the duration of the tour. *Please read your receipt/ticket for directions and details*

St Augustine , Florida

From $ 33.00

Step into 460 years of history on the most popular walking tour of St. Augustine. On this engaging small-group experience, explore America’s oldest city with a knowledgeable local guide who is part-historian and part-new friend and brings the streets, buildings, and stories to life. Discover how five different flags once flew above the Castillo de San Marcos and shaped the city’s unique past. Walk along the historic harbor, take in views of the oldest masonry fort in the United States, and explore the oldest grid street system in the country. Along the way, you’ll learn about the people who left their mark on St. Augustine, including Juan Ponce de León, Pedro Menéndez de Avilés, Henry Flagler, and Dr. Martin Luther King Jr. Designed to orient you to the city, this tour gives you the context and confidence to explore St. Augustine on your own after the walk, and we also highlight our favorite spots to eat and drink along the way in the "Best Food Town in the South"!

St Augustine , Florida

From $ 32.00

A golf cart tour is the best way to experience the entire downtown area and visit the sites on the north of the colonial city. Golf carts allows easy access to get off and take pictures; feel the breeze and provide uninterrupted views of the sites. For larger groups, please contact us.

St Augustine , Florida

From $ 30.00

The Wicked St. Augustine tour delves into the unwritten history of the nation's oldest city. You will hear stories of the illicit industries that made the town a financial success, all while avoiding the reputation of a sinful city. From its founding St. Augustine had a thriving tavern, gambling and prostitution industry, even while portraying a city founded on religious principles. See the locations of high stakes gambling, speak easy taverns, and private clubs which skirted around the laws of the day, like prohibition. Learn how the political powers knew of these activities, secretly supported their providers, all while keeping a squeaky clean image.

St Augustine , Florida

From $ 25.00

Enjoy a leisurely walk through the ancient streets of the nation's oldest city. A more intimate and in-depth telling of the history of the people and events that led the city through the trials and tribulations of the past. Learn the complete history of our Oldest City, from its founding by the Spanish, through the various colonial periods, into the territorial period and statehood and finally into the revitalization of the Gilded Age Renaissance of the city as an exclusive tourist destination. Groups are kept small by design, tours are interactive, ask all the questions you would like, and hear the a complete history not just a few blurbs of stories as you pass by. Let us introduce you to the real history of the Nation's Oldest Continuously Occupied European Settlement, or as we say, the Oldest City.

St Augustine , Florida

From $ 5.00

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.

St Augustine , Florida

From $ 9.75

Go at your own pace, anytime. This is a location aware smart phone guided walking tour. Get our app, put your phone in your pocket and let our patented technology guide you through St. Augustine and share stories written by tour guides, told by professional narrators and infused with music. On our historic adventure I’ll be guiding you to the historic sites linked to the history of the oldest city in America. You’ll see the Old City Gates, the narrowest street in America, the oldest schoolhouse, historic St. George Street, the old churches, shrines, forts, monuments, parks, statues and so much more. And along the way I’ll share with you the stories of the Spanish, Ponce De Leon and how he enslaved an island, Pirates of the Seas, The Red Coats, the Americans, the history of Slavery in Florida, The Oldest Market, the Greek shrine, the Minorcans, and we are just getting started. Want to listen later? No problem. Your tour never expires.

St Augustine , Florida

From $ 25.00

The uniqueness of this tour will provide you with visiting sites and discussing all that began to construct our Country. This tour is merely a City overview which will give you the knowledge to proceed with visiting our local sites. Our Cities History, founding Religion, and continued Spanish Architecture will be discussed. This is a walking tour so please wear suitable walking shoes. Our City has many streets that are extremely old, any personal accidents occurring on tour from improper footwear and issues concerning the streets are not the fault of our tour and will be hold harmless.

St Augustine , Florida

From $ 30.00

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.

St Augustine , Florida

From $ 19.99

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the exhibits are real, and the stories are legendary! On this walking tour, you‘ll take in more than 350 years of fascinating history with Context Travel expert and storyteller, Jennifer Geraghty. As you walk, she‘ll bring the city‘s colorful characters to life, recount epic battles, and point out the many historical firsts that shaped the city. Wander through historic districts, spotting architectural influences, and visiting iconic sites like the Ximenez-Fatio House and the Cathedral Basilica. Get unlimited use of this tour before your booking date and after it. You can use the virtual tour option at home, too. Once you have booked, you will receive instructions and a unique code to download the tour. The app displays directions to the starting point; when you’re in the right place, tap start.

St Augustine , Florida

From $ 13.49

Embark on a self-guided walking tour of St. Augustine, the nation's oldest city! Start your journey at the historic Castillo de San Marcos, exploring centuries-old fortifications. Next, uncover swashbuckling tales at the St. Augustine Pirate & Treasure Museum. Continue to Flagler College, marveling at its Gilded Age architecture. Conclude your adventure with a stroll across the iconic Bridge of Lions, witnessing breathtaking views and vibrant marine life. This tour connects you with the rich tapestry of St. Augustine's past and present. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

St Augustine , Florida

From $ 10.00

Scary, fun, affordable. This is the most responsive, low-bandwidth audio ghost tour on the market. No app. No data harvesting. No bloated code. Just streamlined, lightning-fast access—even in high-traffic zones. Scary, fun, and built for performance where others fail. Before booking any audio tour app, look at their App Store reviews.

St Augustine , Florida

From $ 14.99

On this self-guided audio tour, you will dig up the good, bad, and ugly stories buried under St. Augustine's historic streets. St. Augustine is the oldest, continuously occupied city in the United States. On this walking tour, you’ll follow the journey of founding father Pedro Menendez de Aviles, and the many others who gave everything they had to settle this hostile land. From the original city gates to Plaza de la Constitución in historic downtown St Augustine, I’ll show you the scars around every corner. Along the way, you’ll hear good, bad, and ugly tales about what it took to build a perfect fort, and how it was attacked many times but never taken. St. Augustine’s history is long, and its twisted tales are endless. This is a storytelling adventure into the lives and times of those who built this city. Whether you’re visiting St Augustine for the first time or are a curious local, this tour will give you a greater appreciation for the city and its rich cultural heritage.