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St Augustine Historical & Heritage Tours

  • Sunset Cruise of St. Augustine
    Likely to Sell Out
    Likely to Sell Out

    Get lost with the glorious wonder of St. Augustine's attractions. Our vessel OSPREY is specifically made for the adult crowd and welcomes anyone 21 and older. We have a beer and wine bar on board, with a fantastic selection, and non-alcoholic beverages available for purchase as well. Feel free to bring small appetizers and snacks on board, but no outside

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
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    $39
    from
    $39
  • St. Augustine Hop-On Hop-Off Trolley Tour

    Sit back as the talented Old Town Trolley conductors share the history, attractions and sights of America's oldest city. Founded by Pedro Menendez de Aviles in 1565, St. Augustine is a unique city filled with colonial Spanish neighborhoods, magnificent buildings and a charm all its own. The hop-on hop-off tour with 21 stops, features live narrations including 100 points of

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
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    $38.47
    from
    $38.47
  • Dolphin and Wildlife Adventure of St. Augustine
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    Likely to Sell Out

    Experienced Naturalist on board as your guide, you will be sure to leave with a new passion for our marine life. This part of Florida is beaming with estuary delights, all of which come together to form quite an ecosystem. We regularly see dolphin playing and hunting during our tours! Although nature is never guaranteed, we bring you to the

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $29
    from
    $29
  • St Augustine Shared Golf Cart Tour
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    Likely to Sell Out

    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.

     1 hour  Free Cancellation  Instant Confirmation
    from
    $32
    from
    $32
  • Walking History Tour of St. Augustine's Historic District

    Our tour takes a unique approach to tours in St. Augustine. We limit our groups smaller to create a more personal experience. Our certified guides offer the most experienced and entertaining historical narrative of the city of St. Augustine, locations of historic events and the citizens who helped create and maintain the oldest city in the nation. We will cover

     1 hour 30 minutes  Free Cancellation
    from
    $25
    from
    $25
  • 1 Hour Historical Tour of Saint Augustine Florida & FREE Parking
    Likely to Sell Out
    Likely to Sell Out

    Please support small businesses and consider booking us directly, just use a web search to find us: Pineapple Ride and Tour ***Nights Of Lights Tours are available on our website ONLY*** Our Historical Tour is informative, comfortable, and convenient. Our expert tour guides will take the time to get to know you and share many stories about the oldest continuously

     1 hour  Free Cancellation  Instant Confirmation
    from
    $48
    from
    $48
  • Private Guided Historic Electric Cart Tour of St. Augustine

    Join local guides on a tour of St. Augustine's walled city featuring the city's 450-plus-year history. This 90-minute, personally narrated tour occurs on the comfort and ease of an electric cart. This private tour is for groups of 1 to 7 people, ages 7 and up. Your group will not be combined with other people. Seatbelts and no alcohol permitted

     1 hour 30 minutes  Free Cancellation
    from
    $200
    from
    $200
  • Private Historical Tour of St. Augustine
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    Likely to Sell Out

    Support small local businesses by looking us up directly on the web; ExploreToursAndPickUps. This is an extensive and educational tour of St. Augustine, Florida. Explore 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

     1 hour  Free Cancellation
    from
    $200
    from
    $200
  • Guided Historical Tour of St. Augustine Per Person

    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

     1 hour  Free Cancellation  Instant Confirmation
    from
    $40
    from
    $40
  • Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City
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    Likely to Sell Out

    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

     1 hour 30 minutes  Free Cancellation
    from
    $30
    from
    $30
  • St Augustine Boat and Golf Cart Tour

    Unique opportunity to see the Old City from the water and land. Choose from two departure times daily: morning or sunset. Your guide will greet you at the Plaza de la Constitucion, for an introduction of the City of St. Augustine then we will drive you to the Marina were you will board the Victory III for the 75 minute

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $85
    from
    $85
  • Haunting Hour Walking Ghost Tour

    A tour for true believers. Step into the Supernatural with this hour long tour of our as we walk the streets of an old world city in North America. We will discuss classic St. Augustine ghost stories, personal accounts and theories on all things paranormal. Our tour guides have an excellent knowledge in the historical, mystical and metaphysical. We'll start on

     1 hour  Free Cancellation  Instant Confirmation
    from
    $18
    from
    $18
  • Old Jail Museum Tour in St. Augustine

    Located on San Marco Avenue in St. Augustine’s Uptown District, the Old Jail Museum offers an educational and intriguing look into what it would have been like to be a prisoner in the Nation’s Oldest City. Take a guided tour led by the “jailers” for a compelling look at the cells where imprisoned men and women once lived, the maximum

     30 minutes  Free Cancellation  Instant Confirmation
    from
    $18.09
    from
    $18.09
  • The Night Watchman Ghost Walking Tour
    Likely to Sell Out
    Likely to Sell Out

    This tour down dark bricks roads just might be the tour you are looking for. You may; See, Hear, Smell and Feel strange occurrences as witnessed by the Night Watchman whose kind have kept watch over the Nation's Oldest City since 1565. Walk down ancient streets, past historic buildings, while submersing yourself in the paranormal world. We tell the stories

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
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    $30
    from
    $30
  • Blood On The Cobblestones True Crime Tour of St Augustine

    Beneath the charming facades and centuries-old cobblestone streets of St. Augustine lies a chilling truth: this city isn’t just the oldest in America—it’s one of the most haunted by history’s darkest deeds. Join us for the Blood on the Cobblestones Pub Crawl, a true crime walking tour that pairs cold cocktails with even colder cases, taking you through the shocking,

     2 hours  Free Cancellation  Instant Confirmation
    from
    $35
    from
    $35
  • Paranormal Encounter in St. Augustine
    Likely to Sell Out
    Likely to Sell Out

    We will investigate the spirits that linger near the Oldest Wooden School House on St. George Street with exclusive access to both the gardens and the School House itself. This building is documented on tax rolls since 1716 and was bought by Juan Genopoly in 1780. Genopoly was an indentured person who came to the Turnbull Plantation to grow and

     2 hours  Free Cancellation  Instant Confirmation
    from
    $75
    from
    $75
  • Medieval Torture Museum with Ghost Hunting and Tiny Art Gallery

    Gain entry into the Medieval Torture Museum in St. Augustine with this attraction ticket. Discover one of the largest torture museums in the United States. Explore the museum with an audio guide and learn about the terrible history of punishment, torture, and executions from humanity's darkest times. Enter the 5000 -square-foot exhibition and get your audio guide from the greeter.

     1 to 2 hours  Free Cancellation  Instant Confirmation
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    $24.99
    from
    $24.99
  • Ghosts of St. Augustine Walking Tour
    Likely to Sell Out
    Likely to Sell Out

    Get ready for a spooky stroll through the heart of St. Augustine, Florida, where centuries of mystery and legend come to life after dark! Designed with families in mind, this fun and frightfully delightful ghost tour brings together eerie tales, local lore, and a dash of the supernatural—perfect for kids and adults alike. Step into the moonlit streets of America’s

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $29.99
    from
    $29.99
  • Telling Elegies Adults Walking Tour in Saint Augustine
    Likely to Sell Out
    Likely to Sell Out

    Step into the shadows of America’s oldest city on a spine-tingling adults-only ghost tour through haunted St. Augustine. This isn’t your typical history lesson—this is the dark side of paradise, where whispers of murder, madness, and mayhem echo through centuries-old streets. Led by an expert storyteller, you’ll journey through eerie alleyways and forgotten corners, uncovering chilling tales too twisted for

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $34.99
    from
    $34.99
  • St Augustine Attractions Pass with Trolley

    Explore the oldest continuously occupied, European-settled city in the United States -- St Augustine -- your own way! There are several ways to experience St. Augustine's rich history and culture. With this pass, you are able to visit the Old Jail, engage in the Oldest Store museum experience, take the Old Town hop-on hop-off trolley tour - with 21 stops

     1 to 12 hours  Free Cancellation  Instant Confirmation
    from
    $66
    from
    $66
  • Walk the Oldest Streets of South St. Augustine Haunting Tour

    If you are looking to see ghosts this tour is not for you. It is EXTREMELY rare to see a Ghost on tour. You would need to stay in a haunted location and that is not promising either. The small cobblestone streets, old homes and businesses of St.Augustine at night add to the reality of the ghostly past giving a

     60 to 70 minutes  Free Cancellation  Instant Confirmation
    from
    $20
    from
    $20
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for St Augustine Historical & Heritage Tours?

A: According to verified reviews on Cool St. Augustine and TripAdvisor, the best St Augustine Historical & Heritage Tours are:

Q: What are the best kid-friendly options for St Augustine Historical & Heritage Tours Tours?

A: According to verified reviews on Cool St. Augustine and TripAdvisor, the best kid-friendly St Augustine Historical & Heritage Tours are:

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Q: Which St Augustine Historical & Heritage Tours have Instant Confirmation?

A: St Augustine Historical & Heritage Tours with Instant Confirmation include:

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Q: Which St Augustine Historical & Heritage Tours have Free Cancellation?

A: St Augustine Historical & Heritage Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

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Q: I need a ride! Which St Augustine Historical & Heritage Tours include Hotel Pickup?

A: No problem. These St Augustine Historical & Heritage Tours include Hotel Pickup:

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Q: Got any more St Augustine trip ideas?

A: We sure do. Check out our curated lists of hand-picked St Augustine Tours.

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Q: What are the most popular styles of Tours and Activities in St Augustine?

A: Based on our sales data over the past year, the most popular styles of tours and activities in St Augustine are:

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  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

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  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
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