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We hope to make this your favorite memory to your visit in St Augustine - sharing the history and nature of St Augustine are our favorite things. Being on our tour boat is like floating by the sights on a front porch - rβ¦
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 Spβ¦
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 informatβ¦
Explore the darker side of the Nationβs Oldest City and let our Ghost Host be your guide. Climb aboard our Trolley of the Doomed as we journey to St. Augustineβs most haunted locations. Be Warned! Experience a frighteninβ¦
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 ecosysteβ¦
The best way to reach all areas of the Oldest City in search of ghosts without the need to walk. Embark on a fun adventure to experience the dark side of St. Augustine. You will meet your guide at the Plaza de la Constitβ¦
Explore St. Augustineβs beautiful Intracoastal Waterway on your private floating tiki boat! This BYOB cruise is the perfect way to relax, take in scenic waterfront views, spot local dolphins, and enjoy good times with frβ¦
There are only a few places in the world where you can encounter the West Indian Manatee and St. Augustine is one of them! Come join us for a once in a lifetime experience that is great for all skill levels. Everyone froβ¦
Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most iconic streets, plazas, and landmarks. Startinβ¦
Bring your own beverages, kick back, and relax with a cold one and let us show you St. Augustine from OUR point of view! As the shadows get long and the sun sets behind the skyline, you'll feel the stresses of the week sβ¦
We are family friendly and welcome children on our sunset tours. You are welcome to bring drinks snacks and adult beverages on board (small coolers allowed). We will search for dolphin as we travel and take in the sightsβ¦
**IMPORTANT: If you are booking this tour after June 1st 2026, see Spyglass on this site to book our new improved experience** We take a unique approach to tours in St. Augustine, using the latest technology. Our certifβ¦
Best first way to see St. Augustine. See the highlights of St. Augustine the easy way on a small group golf cart tour. The best first way to see St. Augustine is with Explore Tours and PickUps, especially if itβs your fβ¦
Beneath the charming facades and centuries-old cobblestone streets of St. Augustine lies a chilling truth: this city isnβt just the oldest in Americaβitβs one of the most haunted by historyβs darkest deeds. Join us for tβ¦
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 seleβ¦
Come join us for a once in a lifetime experience as we paddle down the pristine waterways of St. Augustine and get an up close encounter with some of the most amazing wildlife that Florida has to offer including, Dolphinβ¦
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 hoβ¦
There isnβt a funnier way of Sightseeing in Saint Augustine, riding around in our unique vehicles are guides dressed up in 1920s fashion. You become one of our city's attractions as you often have your picture taken and β¦
The Haunted History Tour is taking a different approach for your paranormal experience. The tour is based in the complete and accurate history of the city of St. Augustine and the sites that are visited. All guides are fβ¦
National Geographic has selected The Ancient City, one of the top-10 places in the world to see Christmas lights, for over a decade! Each year, more lights are added and the Nights of Lights Festival becomes more and morβ¦
Meet the proprietor, Mr. C.F. Hamblen and watch the friendly clerks, butcher and snake oil salesman demonstrate the very latest inventions for turn of the century living at St. Augustine's Oldest Store Museum Experience.β¦
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 β¦
Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas River while enjoying stunning views of the nation's oldest city fβ¦
The Original Haunted Pub Tour takes a group of adventurous and fun loving pub crawlers on a quest to seek out and befriend the liquid and non-liquid spirits at the towns most haunted pubs. Each night is a unique masterpiβ¦