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.

Private day 4-hour day trip for a group of up to 6 passengers. Approximately 4-hour day trip out of the Saint Augustine area to include: Intercoastal way Dolphins, birds, and other wildlife Historical Saint Augustine Stop at an Island. Stop at a waterfront restaurant ( if requested) May require additional time and fee. Pictures

The coastal town of St Augustine is renowned as the oldest European settlement in the United States. On this private tour, benefit from the undivided attention of your guide and enjoy a tour itinerary tailored to your group’s interests. Traveling by electric vehicle, visit areas normally only accessible on foot, stop at historic landmarks and churches.

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.

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.

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.

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.

Float along the waters of scenic, inland St. Augustine—and put your fishing skills to the test—during this private chartered boat excursion. Pick between half- or full-day options, make your own way to the water’s edge, and hop aboard. You’ll cruise along waterways like the Tolomato River, Matanzas River, and St. Augustine Inlet, in search of catches like sea trout, tarpon, black drum, and more.

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.

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 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.

Gather 'round for an exciting new adventure that's sure to thrill and enrich your visit to St. Augustine. Join us for the Private guided walking history tour where you and your family can step back in time and learn about the swashbuckling pirates and brave colonial citizens who once roamed these historic streets. Our guided walking tour is the perfect way to immerse your family in the rich history of this fascinating city. As you stroll through the streets and narrow alleys, your guide will regale you with tales of daring pirates, brave settlers, and epic battles on the high seas. This is no ordinary history lesson. We believe that the best way to learn is by doing, so we've crafted a series of hands-on learning experiences that will make you feel like they're part of the action. They can hold a real cannon ball and imagine the power of a pirate ship's artillery, feel the weight of a nail from the blacksmith's forge, and examine ancient artifacts up close.

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.

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.

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.

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding and socializing in pods. With a high success rate of over 90%, these two-hour excursions allow up to six passengers to enjoy an intimate experience while watching dolphins. Additional wildlife such as manatees, sea turtles and pelicans may also be spotted during the tour. Catering options are available for a personalized touch. Perfect for families and wildlife enthusiasts seeking a memorable marine adventure. - Private dolphin excursions lasting two hours for up to six guests - Exclusive for your group only, avoiding crowds - Observe dolphins in their natural habitat with a success rate over 90% - Catering options available for a customized experience - Additional wildlife viewing opportunities, including sea turtles, manatees and birds

Our tours at Casa de Vino 57 Historical Tours are personally tailored to each individual or party. We use a balanced mix of both primary and secondary sources in our research process for our tours. We employ the scientific method approach for the study of history in the development of our tours and their narratives. As we understand that history comes alive when it is relatable, we do our best to get to know as much as possible about our patron and their tour desires so we can provide a tour of Saint Augustine that is a truly enjoyable historical experience.

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.

See popular places in St. Augustine like the Cathedral Basilica of St. Augustine and St. Francis Barracks all in one day during this St. Augustine Private Historical City Tour. This tour is perfect for history buffs or anyone wanting to get more acquainted with the city. It takes you and your private group of up to nine around as you learn about St. Augustine’s interesting past from a private guide.

Embark on a self-guided walking tour of St. Augustine, the nation's oldest city! Start your journey at the historic Castillo de San Marcos, exploring centuries-old fortifications. Next, uncover swashbuckling tales at the St. Augustine Pirate & Treasure Museum. Continue to Flagler College, marveling at its Gilded Age architecture. Conclude your adventure with a stroll across the iconic Bridge of Lions, witnessing breathtaking views and vibrant marine life. This tour connects you with the rich tapestry of St. Augustine's past and present. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Ghost Tours of St. Augustine's PRIVATE ORIGINAL Ghostly Experience Walking Tour is the very first ghost tour in the state of Florida, operating since 1994- we are the tour that started it all! We did all the initial research and cataloguing of St. Augustine's haunted history. We have been in operation longer than any other ghost tour company in the United States. This private tour is good for up to 15 people, and the time can be adjusted to meet your group's needs.