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

This tour down dark bricks roads just might be the tour you are looking for. You may; See, Hear, Smell and Feel strange occurrences as witnessed by the Night Watchman whose kind have kept watch over the Nation's Oldest City since ... 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

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 first tim... More

Relax on a serene adults-only Sunset River Jazz Cruise along the historic St. Augustine bayfront. This two-hour journey features live jazz, artisanal charcuterie, and a complimentary glass of boutique wine while you watch the suns... More

Afterlife Tours is walking tour in historic St. Augustine, FL. that features real paranormal evidence that has been captured at every location by our team the Savannah Ghost Research Society. Every stop has been fully researched a... More

The Wicked St. Augustine tour delves into the unwritten history of the nation's oldest city. You will hear stories of the illicit industries that made the town a financial success, all while avoiding the reputation of a sinful cit... More

Located on San Marco Avenue in St. Augustine’s Uptown District, the Old Jail Museum offers an educational and intriguing look into what it would have been like to be a prisoner in the Nation’s Oldest City. Take a guided tour l... More

Walk the dark streets of St. Augustine. Put yourself in the scene of murders, or the set up, where victims were last seen; the last moments of their lives. Learn the details of the case, then you decide, was justice served? Is th... More

Embark on a mystical journey through the enchanting streets of downtown St. Augustine with our Tarot Tour. Glide effortlessly on our electric golf cart for 90 minutes as you explore the rich beauty and hidden gems of the nation’... More

What makes this experience truly unforgettable is the combination of wildlife, scenic views, and a one-of-a-kind perspective from a 100% clear kayak. As the sun sets behind the historic St. Augustine sights, you won’t just be wa... More

Embark on a spine-tingling adventure through the historic streets of St. Augustine with our captivating ghost tour. Guided by an expert in the city’s eerie past, you’ll explore iconic sites like Casa de la Paz and the Casablan... More

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 friends or... More

Pirates and Privateers will have you walking the plank into St. Augustine’s cutthroat pirate history. You’ll dive deep and learn about the men who set out on the high seas and helped make the Ancient City it is today. You’ll... More

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 informative, comfo... More

Set sail on a delightful 90-minute cruise aboard the Great Blue Heron, where culinary indulgence meets wildlife exploration. Enjoy an in-depth Dolphin Talk while sipping a mimosa from your onboard bar and savoring a curated Brunch... More

Come out and support a private small business! . Not only will you hear of the haunted past, but you'll also hear of guest experiences while on tour. The small cobblestone streets, old homes and businesses of St.Augustine at night... More

Welcome to Let’s Roam—the champions of epic scavenger hunts powered by your favorite app! Picture this: you’re on a quest through the city, hitting up all the iconic landmarks and uncovering hidden treasures. Along the way, ... More

In the charming city of St. Augustine, the annual "Nights of Lights" celebration transforms the historic streets into a dazzling spectacle from November through January. This captivating event features three million sparkling ligh... More

This is the tour that was our 11am and 2pm tour, just better! Discover the rich history of St. Augustine, the oldest city in the U.S., on an immersive 2-2 1/2 hour fully guided walking tour. This tour features personal audio devic... More