Top St Augustine Private Sightseeing Tours

Discover St. Augustine's historical sites with ease, without the hassle of research or figuring out transport, during this private guided tour. Ride in a vintage vehicle with guides dressed in 1920s fashion as you cruise past landmarks such Castillo de San Marcos, Flagler College, and St. George Street in the historic district, while learning more about the sites than you would on your own.

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 rate guide your personal interests to create a truly unique experience. The most luxurious and comprehensive way to see the Oldest City.

With hundreds of years of bloody wars, murders, and suspicious deaths, the oldest city in America has quite a haunted history. You’ll go bump in the night, too, as you cruise over the brick streets around St. Augustine’s historic district on this private electric golf cart ghost tour. Join your guide for a ride into the past where you’ll visit allegedly haunted sites like St. Augustine National Cemetery, Aviles Street, and St. George Street.

See St. Augustine's key landmarks—and enjoy a one-of-a-kind, environmentally friendly way of traveling—on a small-group electric golf cart tour. Choose a convenient morning or afternoon tour time, meet your guide in the city center, and hop on board. See St. Augustine landmarks, including the Castillo de San Marcos, Tolomato Cemetery, and Mission Nombre de Dios, and learn all about the city’s centuries of history.

Experience St. Augustine from the water on a private boat tour for up to six passengers. Cruise past the city’s historic waterfront with a dedicated captain who manages navigation while you relax and enjoy the views. Choose a daytime outing or plan around sunset for softer light and cooler temperatures, making this a flexible and intimate way to experience the city.

Explore St. Augustine’s paranormal hotspots on a private golf cart tour led by a local investigator. Designed for small groups of up to five people, this experience includes a hands-on introduction to paranormal investigation equipment and techniques. Travel between outdoor locations efficiently while hearing historical background and reported encounters, offering an interactive alternative to traditional ghost tours without entering buildings.

Have only a short amount of time to explore St. Augustine? Beat the crowds—and see most of the city's top highlights—all in one private, open-air electric vehicle tour. Meet your guide downtown, and hop aboard. You'll see highlights like the Mission Nombre de Dios, Castillo de San Marcos, and Cathedral Basilica of St. Augustine, and will learn all about the city's history.

Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most iconic streets, plazas, and landmarks. Starting near the Castillo de San Marcos, you’ll follow a route through Old Town, St. George Street, Aviles Street, and the city’s civic core. Along the way, you’ll uncover how Spanish colonists, Indigenous peoples, enslaved Africans, and later civil rights leaders shaped a city defined by survival, adaptation, and cultural exchange. This immersive audio experience is designed for independent travelers who want more than surface-level sightseeing. Stories unfold as you walk, connecting fortifications to daily life, power to resistance, and past events to the living city around you. Unlike a group tour, this experience lets you explore at your own pace—pause, rewind, or linger wherever you like.

Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. See highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche, and learn the stories behind the sights from your captain’s narration.

Enjoy a comfortable and flexible way to explore the best of St. Augustine on this narrated Old Town trolley tour. See dozens of points of interest, such as the Old Jail, Flagler College, and Spanish colonial neighborhoods. Along the way, discover more about America’s oldest city, founded in 1565, from your conductor, and listen as they share in-depth narration about St. Augustine's history.

Explore the freshwater tributaries along the scenic St. Johns River on a thrilling airboat ride that skims through a maze of shallow waterways. Watch for alligators, manatees, birds, and snakes as you speed through the watery Florida landscape, and learn the story of an infamous pirate ship that sank in the St. Johns River. This St. Johns River airboat tour includes personal headsets, so you won't miss a word of the captain's fun and informative commentary.

See St. Augustine from a new perspective with this leisurely sunset cruise. Climb aboard a boat for a scenic cruise including views of Castillo de San Marcos National Monument, the Bridge of Lions, and the St. Augustine Lighthouse. Sip beer or wine from the on-board bar with the Osprey, 21 and older option, or select the Island Breeze option for a family-friendly experience.

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 knowledgeable local experts. Cruise through brick-lined streets, past centuries-old architecture, and along the scenic waterfront as you soak in the rich history and vibrant culture of this enchanting destination. During the holiday season, see one of the top ten holiday lights displays in the world on your own personal golf cart tour. Downtown St. Augustine glows with holiday magic as millions of tiny white lights that drape the city's unique Spanish Colonial architecture and glow from the downtown sidewalks to the rooftops, over the Bridge of Lions, along historic buildings, public spaces, hotels, restaurants, and approximately 20 blocks of the Nation's Oldest City's historic district. No long lines, no waiting, and a central pick-up location.

The annual Night of Lights celebration is one of St. Augustine’s most popular events. Running from November through January, the Ancient City lights up with more than 3 million sparkling lights that dance along the centuries-old architecture. Explore Old Town and other historical areas illuminated by this joyous event during a private golf cart tour. No matter if you love holidays or history, this special experience is sure to leave a smile on your face.

Go at your own pace, anytime. This is a location aware smart phone guided walking tour. Get our app, put your phone in your pocket and let our patented technology guide you through St. Augustine and share stories written by tour guides, told by professional narrators and infused with music. On our historic adventure I’ll be guiding you to the historic sites linked to the history of the oldest city in America. You’ll see the Old City Gates, the narrowest street in America, the oldest schoolhouse, historic St. George Street, the old churches, shrines, forts, monuments, parks, statues and so much more. And along the way I’ll share with you the stories of the Spanish, Ponce De Leon and how he enslaved an island, Pirates of the Seas, The Red Coats, the Americans, the history of Slavery in Florida, The Oldest Market, the Greek shrine, the Minorcans, and we are just getting started. Want to listen later? No problem. Your tour never expires.

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’s oldest city. Along the way, our expert guide will unveil the stories and secrets that lie beneath the surface—blending historical sightseeing with the intrigue of Tarot and Oracle card readings. Let the whispers of the cards reveal insights into your past, present, and future as you soak in the city’s mystical ambiance. During your personalized Tarot/Oracle session, our skilled reader will interpret the messages meant just for you, deepening your understanding of your path and purpose. This one-of-a-kind experience seamlessly weaves together scenic exploration and the spiritual art of Tarot and/or Oracle readings—perfect for those seeking wonder, wisdom, and a little magic. Please note: Not all seats face forward. For entertainment purposes only.

St. Augustine’s original “frightseeing” tour provides an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the town’s streets as you pass supposedly haunted hot spots, and visit Potter’s Wax Museum. Expect a tour so scary, it comes with a warning: not recommended for under-13s.

Sail along St. Augustine’s picturesque coastline—and indulge in a number of generous wine samples—during this two-in-one tour. Make your own way to the dock, hop aboard the pontoon boat, and get comfortable: as you set off, you’ll see landmarks like the Castillo de San Marcos, the Bridge of Lions, and more. You’ll also taste six different wines, and will have access to the on-board bar.

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 displays. Each tour features two separate golf carts driven by licensed guides who share the rich history and festive spirit of the area. Enjoy a unique and personalized experience as you glide through the twinkling streets of this historic city. - Private tour for groups of up to 12 with two eco-friendly golf carts - Licensed guides provide insights into St. Augustine's history and lights - Enjoy a leisurely ride through the stunning holiday displays - Perfect for families, friends, or festive gatherings during the holiday season Please note we do not enter any buildings and not all seats face forward.

Experience the Nights of Lights in St. Augustine on a private electric golf cart tour. Travel through the historic streets with your group, viewing illuminated landmarks from a comfortable, open-air vehicle. The private format offers a more flexible and efficient way to see the lights compared to walking, with easy navigation through busy areas and space for up to seven guests.

Explore the rich history and heritage of St. Augustine, the oldest city in America, on a horse-drawn carriage tour that brings the past to life. As you travel through the city's charming historic districts, your guide shares captivating stories of triumph, challenge, and intrigue drawn from meticulous research. Blending authentic local history with family-friendly ghost tales, this tour offers a unique way to experience St. Augustine’s cultural legacy while celebrating the enduring tradition of horse-drawn carriages in America. Perfect for history enthusiasts, families, and anyone seeking a memorable journey through the nation's oldest city. - Ride through historic St. Augustine by horse-drawn carriage - Hear authentic history and family-friendly ghost stories - Pass by centuries-old landmarks and heritage sites - Support one of America’s oldest carriage traditions

St. Augustine Mobile Wine Tasting Tour: Sip, Savor & Explore Experience the charm of St. Augustine like never before with our exclusive Mobile Wine Tasting & Food Pairing Tour. Perfect for wine enthusiast and curious newcomers, this intimate, chauffeur-guided experience blends indulgence, education, and scenic exploration. What to Expect Glide through historic streets of St. Augustine in a quiet, eco-friendly vehicle while enjoying curated wine tastings, gourmet charcuterie pairings, and personalized service. Ideal for couples, friends, or small groups (up to 12). Call larger groups 877-4-WINETOUR Tour Highlights: •Downtown Parking for a hassle-free start. • Concierge-Style Guidance • Exclusive Tastings with charcuterie & dessert. • Scenic Views of St. Augustine’s landmarks. • Inspiring Atmosphere with soft music & great conversation. • History & Wine Education from expert guides. • Handpicked Stops at top local venues. Uncork an unforgettable journey in the Nation’s Oldest City!

If you’re brave enough to stroll the streets of St. Augustine alone, this self-guided audio tour will take you through the haunted history of the country’s first city. Explore the historic alleys in search of the most haunted hotels, cemeteries, restaurants and homes surrounding the old city. Walk by the Oldest Wooden School House, the Old Powder House Inn Bed and Breakfast, and many more sites, some dating back hundreds of years.