St Augustine Trolley Tours
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St Augustine
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 Sp…
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St Augustine
Haunted Trolley Tour of St Augustine
Explore the darker side of the Nation’s Oldest City and let our Ghost Host be your guide. Climb aboard our Trolley of the Doomed as we journey to St. Augustine’s most haunted locations. Be Warned! Experience a frightenin…
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St Augustine
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 a…
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St Augustine
1 Hour Historical Tour of Saint Augustine Florida & FREE Parking
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 informat…
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St Augustine
Adventure Boat Tours - Sunset Water Tour in St. Augustine
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 - r…
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St Augustine
Riding with the Ghosts a Golf Cart Ghost Tour in St Augustine
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 Constit…
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St Augustine
St Augustine Sunset Boat Tour
There is not a better way to witness the sunset of St. Augustine, then on our boat tour. Our tour guides will educate you on some of the historic sites in Saint Augustine. While we’re on the water, hopefully we will see …
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St Augustine
Dolphin, Manatee and SeaTurtle SUP Adventure Tour of St Augustine
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 fro…
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St Augustine
Dolphin and Wildlife Adventure of St. Augustine
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 ecosyste…
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St Augustine
Walking History Tour of St. Augustine's Historic District
**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 certif…
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St Augustine
Sunset Cruise of St. Augustine
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 sele…
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St Augustine
Red Boat Tours - BYOB Sunset Cruise on St. Augustine’s Waterway
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 s…
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St Augustine
Self-Guided Walking Tour of St. Augustine’s Old Town
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. Startin…
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St Augustine
St. Augustine Ghost Tour: A Ghostly Encounter
Ideal for families, this ghost tour of St. Augustine’s spookiest sites combines light-hearted fun with spine-tingling tales of the city’s past. Alongside a costumed guide, you visit cemeteries, the ground of the Old Fort…
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St Augustine
Guided Historical Tour of St. Augustine Per Person
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 it’s your f…
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St Augustine
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 t…
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St Augustine
St Augustine Shared Golf Cart Tour
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 unint…
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St Augustine
History Walking Tour in St. Augustine
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-ne…
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St Augustine
Wine Tasting Cruise in St. Augustine
Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will give you a tour on nature, wildlife, and famous historic landmarks. We are lucky to…
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St Augustine
Ghost Tour of St. Augustine: The Original Haunted History Tour
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 f…
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St Augustine
St. Augustine Dolphin Watch and Historical Harbor Tour
Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view local bottle-nose dolphins as they frolic, feed, and engage …
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St Augustine
Adventure Boat Tours Dolphin Tails & History Cruise St Augustine
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 sights…
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St Augustine
Corks & Forks Pairing Tour (St. Augustine, Strolling)
A 'Progressive Style', Seated Food Adventure (Strolling): This tasting experience takes you to four (4) handpicked venues — with each stop offering a dish featuring bold flavors, unique pairings, and unforgettable hospi…
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St Augustine
: Step back in time with pastime private historical tours
There isn’t 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 …