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

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

EXPERIENCE OUR ST. AUGUSTINE FLAGSHIP TOUR! Join us for a laid-back adventure through the heart of St. Augustine, where every step leads you to a handpicked dining gem. Highlights: CULINARY DELIGHTS: From savory bites to decaden... 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

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

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

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

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

The Perfect Pairing Experience blends wine, cocktails, food, and history to create an incredible afternoon for your family and friends. Take in the picturesque streets and architecture between sipping on colorful cocktails, noshin... 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

Let's go explore America’s oldest city and learn about the three different countries that controlled St. Augustine for most of the past 450 years. You will walk along our famous harbor and see the oldest masonry fort in America.... 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

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

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

TAKE YOUR TASTE BUDS ON A CULINARY JOURNEY! Travel in style, as you explore some of our favorite venues in St. Augustine, via an open-air electric vehicle! Highlights: LUXURY TASTING TOUR: Delve into St. Augustine's culinary sce... More

Please support small businesses and consider booking us directly, just use the web to find us. Our Historical Tour is informative, comfortable, and convenient. Our expert tour guides will take the time to get to know you and sha... 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

This is a food and wine tour that celebrates our history, today. Not only do we focus on local establishments to provide the best of the true St. Augustine cuisine, our licensed guides are fully knowledgeable in all aspects of our... More