Experience the historic charm of St. Augustine, Florida, in style with our luxury, 8-passenger including the guide, and golf cart tours. Discover the nation's oldest city from the comfort of your own personal golf cart, guided by ... 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

Celebrate the magic of Nights of Lights aboard our comfortable power catamaran with two festive options: Nights of Lights Sunset Tour (Narrated) Enjoy a beautiful sunset cruise followed by St. Augustine’s dazzling holiday light... More

Nightly Spirits Historic Haunted Booze & Boos Tours look at some of the spookiest places in St. Augustine while allowing time to really enjoy the "spirits" along the way. Our tours stop at several different local bars and give you... More

Parasailing in St. Augustine is unique because it combines thrilling ocean views with the rich history of America's oldest city. As you soar above the Atlantic, you may spot iconic landmarks like the Castillo de San Marcos and the... More

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with pristine views of the Spanish Fort, ancient city architecture, the great cross and... More

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. Explore themes like Haunted History, Spanish Colonial, Flagler Era & Gilded Age, Civil Rights or just tell your first... More

The Original Haunted Pub Tour takes a group of adventurous and fun loving pub crawlers on a quest to seek out and befriend the liquid and non-liquid spirits at the towns most haunted pubs. Each night is a unique masterpiece not to... More

This Independence Day, elevate your celebration with a luxurious catamaran cruise in St. Augustine. Set sail into the stunning waters, offering unparalleled views of historic landmarks like Castillo de San Marcos and the St. Augus... More

Prepare yourself for a night you’ll never forget at The Old Jail After Dark. The 2 hour and 30-minute paranormal experience allows you to participate in an actual paranormal investigation of St. Augustine’s most haunted buildi... More

Experience the best bourbon tour in St. Augustine, starting with a behind-the-scenes visit to the city’s celebrated distillery. Enjoy a guided bourbon tasting created just for our guests, and take part in a thieving demonstratio... More

Experience all of downtown through the comfort of an open-air electric tour vehicle. Hear the true ghostly tales on the north side, south side, and deep into the historic downtown. See the haunted sight of a true crime murder myst... More

The Creepy Crawl Haunted Pub Tour in St. Augustine invites guests to explore the city's most haunted pubs and historic sites while enjoying a night of ghost hunting and storytelling. Real EMF meters are provided for a hands-on par... More

Please support small businesses and look us up on the web to book directly. Just do a search for: Pineapple Ride and Tour ***Nights Of Lights tours are available directly on our website ONLY*** See Saint Augustine like you neve... More

Toast of St. Augustine is a historic pub crawl based on the history of St. Augustine. Our licensed and certified guides will tell you thoroughly researched stories about the true history of St. Augustine. Our pubs are internationa... More

**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 certified guides... More

Discover the enchanting Nights of Lights in St. Augustine from the comfort of a private electric golf cart. Perfect for groups of up to 12, this eco-friendly adventure takes you through the city to marvel at the dazzling holiday d... More

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour. Choose a daytime narrated cruise or a romantic Champagne Sunset Cruise, both featuring 360° views of iconic landmarks like the Castillo de... More

In a small group experience, you will learn how to assess seemingly haunted phenomena and what compromises an actual haunting using your senses and research equipment! You will be instructed in: what kind of phenomena make a “g... More

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 the... More