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

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

**45' Corinthian Power Catamaran will be operating this tour from January 13th - March 1st 2026.** Sailing Catamaran tours will resume on March 2nd. Come aboard our spacious state-of-the-art catamaran on St. Augustine's only all ... 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

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

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

Taste and sip your way through the rich and fascinating history of the Ancient City, using its cuisine as your guide. Enjoy perfectly paired wine tastings and curated food selections, each stop thoughtfully chosen by our Certifie... More

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 wave to ... More

Ranked #8 in the U.S.A. on TripAdvisor, our award-winning Wine, Cocktail & Food Experience is the ultimate way to discover why St. Augustine was named Southern Living’s #1 Small Town Food City. In a relaxed, small-group setting,... More

Join us for the jolliest Nights of Lights Joy ride in St. Augustine, a fun-filled holiday tradition! Experience the magic of our stunning holiday lights from the comfort of an eco-friendly electric golf cart—cheer included! Thi... More

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 are able to... 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

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

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-new friend... More

Nights of Lights Holiday Boat Cruise - The Florida Version of a Sleigh Ride Make this season unforgettable with a Nights of Lights cruise — a holiday tradition that brings your whole crew together. It’s our Florida version of... 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... 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

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

Our tour takes a unique approach to tours in St. Augustine. We limit our groups smaller to create a more personal experience. Our certified guides offer the most experienced and entertaining historical narrative of the city of St.... More