St Augustine Small Group
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Featured St Augustine Small Group 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
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
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
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 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 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
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
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
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
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
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
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
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
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 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
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
St. Augustine Live Music Sail with Drinks & Sunset Option
Come aboard our spacious state-of-the-art catamaran and choose your perfect St Augustine experience! Opt for a two-hour live music sunset sail with all sails raised, or unwind on a 90-minute After Dark Live Music Cruise …
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St Augustine
Fright Night Investigation: Small Group St. Augustine
Are you tired of the walk & talk ghost tours and being just one of the crowd? We've proudly served Gettysburg for over twelve years as the premier Paranormal Investigators! Now we are here to experience what St. Augustin…
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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
Take a Scenic Boat Ride in St. Augustine
A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine a unique view of the city and a way to enjoy St. Augustine’s historic l…
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St Augustine
St Augustine Floating Tiki Boat Cruise with BYOB Option
Explore St. Augustine’s 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 fr…
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St Augustine
Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine
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, Dolphin…
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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
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…