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 neig... More

Come aboard our spacious state-of-the-art catamaran on St. Augustine's only all inclusive sunset sail! Indulge in complimentary beer, wine, soda, water, margaritas, champagne, and a snack, while enjoying live performances by some ... More

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 regu... More

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 n... More

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 frightening stop... More

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 Constitucion to s... More

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 land ma... More

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, Dolphins, Manatee... More

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 see a ple... More

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 from 6 year o... More

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and historic St Johns River. Observe various freshwater wildlife and... More

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, and ... More

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 - relaxing an... More

Support small local businesses by looking us up directly on the web; ExploreToursAndPickUps. This is an extensive and educational tour of St. Augustine. Explore the cultural events that made St. Augustine a key component in world ... More

A 'Progressive Style', Seated Food Adventure (Strolling): This tasting experience takes you to four handpicked venues — with each stop offering a dish featuring bold flavors, unique pairings, and unforgettable hospitality. From... More

Sunset Tour Our sunset tours are perfect for Date night, celebrating birthdays, anniversaries, retirements, and more. Let us take you on a tour of Historic St. Augustine and finish the evening with a gorgeous sunset. We look for... More

Cruise and 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 en... More

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 from the wa... More

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 1 to 6 pe... More

Step into the moonlit streets of America’s oldest city and embark on a haunted pub crawl unlike any other. In St. Augustine, history isn't just something you read about—it lingers in the shadows, whispers through the cobblesto... More