Things to Do in St. Augustine

Hop aboard the Trolley of the Doomed and take a tour of St. Augustine's most haunted places!

See all the St. Augustine's highlights at your own pace on this hop-on hop-off trolley tour. Step back in time as you learn about Florida's settlement history at the St. Augustine History Museum.

Our original walking tour combines St. Augustine history with relaxed stops at some of our favorite local pubs and restaurants. Led by a local guide who is part historian, part new friend, part drinking buddy, you’ll explore the city’s historic streets and architecture while hearing the stories and characters that shaped America’s oldest city. The route changes regularly, allowing us to highlight different partner establishments depending on the day and season. While beer lovers will feel right at home, each stop offers beverage options beyond beer, which may include wine, cider, cocktails, hard seltzers, THC-infused drinks, or non-alcoholic selections. Food is included during the experience, making this a fun, social, and well-paced way to enjoy St. Augustine’s history. If you’re looking for an exciting and unique way to experience St. Augustine’s history while discovering favorite local spots you might never find on your own, this is the walk for you.

St Augustine Self-Guided Walking Audio Tour

Experience the ultimate sunset cruise in St. Augustine on the Black Raven sailboat. Relax in beachy vibes as you glide on the Matanzas River, enjoying music and a fun, relaxing atmosphere.

Enjoy a leisurely walk through the ancient streets of the nation's oldest city. A more intimate and in-depth telling of the history of the people and events that led the city through the trials and tribulations of the past. Learn the complete history of our Oldest City, from its founding by the Spanish, through the various colonial periods, into the territorial period and statehood and finally into the revitalization of the Gilded Age Renaissance of the city as an exclusive tourist destination. Groups are kept small by design, tours are interactive, ask all the questions you would like, and hear the a complete history not just a few blurbs of stories as you pass by. Let us introduce you to the real history of the Nation's Oldest Continuously Occupied European Settlement, or as we say, the Oldest City.

Experience an actual paranormal investigation, explore the infamous Old Jail and and the spirits that have haunted there for years, go on a paranormal adventure.

Set sail on a catamaran and take in the sights of St. Augustine on a sunset cruise. Enjoy live music, drinks, and snacks as you cruise through the serene waters of the historic city.

Are you tired of the walk & talk ghost tours and being just one of the crowd? We've proudly served Gettysburg for over twelve years as the premier Paranormal Investigators! Now we are here to experience what St. Augustine has to offer and experience it with you! We host small, intimate investigations where YOU get to use all of the paranormal equipment you see on TV. No waiting in lines. No large groups Talk to the dead, safely and respectfully. We can help you connect with your deceased loved ones. Learn the techniques of your favorite TV ghost hunters. Experience a night you will never forget!

Get more with less with this awesome Medieval Torture Museum and Micro Art combo package! Get the best of both experiences at a lower price.

Take a tour through the freshwater tributaries of the St. Johns River in St Augustine with a guide. Get up close to wildlife and vegetation native to the river.

Enjoy a 90-minute walking tour through the nation’s oldest city, exploring centuries of history, architecture, and hidden stories that shaped St. Augustine. From the Castillo de San Marcos to charming colonial streets, and the beautiful waterfront, this tour hits all the highlights—perfect for first-time visitors or anyone looking to truly understand the city. The beauty of a free walking tour is that you get to decide what it's worth to you personally. Your licensed local guides receive no salary of any kind other than what they receive from guests on a tip basis. If you have a group larger than 6, please contact us in advance to make sure we can accommodate.

Travel through 500 years of St. Augustine with the combo package tour, including unlimited Old Town trolley transport and admission to four heritage sites.

Enjoy a wild and raunchy adults-only (21+) pirate show on a real pirate ship. Party with pirates as the crew performs a mix of songs, jokes, and skits of explicit adult nature.

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 building, the Old Jail. Before your investigation begins, the experienced guides will share their investigative techniques to prepare you for any strange and peculiar phenomena that you may encounter. You will be provided with and trained to use an array of traditional and state-of-the-art ghost hunting equipment or feel free to bring your own. A cell phone can be a very helpful tool during a paranormal ghost hunt. Immediately following the conclusion of your investigation, the experts will help you to rule out any logical explanations from your findings and to help you understand any paranormal or psychic phenomena that you may have just experienced. You, the investigator, will then be left to decide whether or not you believe the Old Jail is truly haunted!

Explore the eccentric side of St. Augustine on Potter's Wax Museum tour. Take pictures next to actors, sports players and other famous idols.

Join expert professionals on a late-night paranormal investigation using the latest ghost hunting equipment. Uncover the secrets of the Old Jail, St Augustine’s most haunted building.

Who, other than the Guardian Angels, could convert the most incredulous stories of St. Augustine's past? Stories that went from battles, epidemics, yellow fever, fires, and pirate raids, to enchantment and kindness. Guardian Angels have been a rich part of the city's history for 455 years, and now you can explore the folklore, divine interventions, and history in Saint Augustine. This exquisite tour offers history, mystery and paranormal.

Tour through the St. Augustine History Museum to learn about historical displays and collections that make it the oldest city in the United States of America.

Experience the history and nature of St. Augustine from the water with a family-friendly adventure boat cruise. Enjoy dolphin spottings and learn about the local ecosystem and history at sunset.

Sunset Tour Our sunset tours are perfect for Date night, celebrating birthdays, anniversaries, retirements, and more. Let us take you on a tour of Historic St. Augustine and finish the evening with a gorgeous sunset. We look forward to sharing our boat with you.

Travel back in time to learn about the Oldest Store Museum located in St. Augustine. Watch as live presenters demonstrate the earliest inventions of the 20th century.

Hear ghostly stories of St. Augustine's past on this haunted tour. With a ghost for a guide, walk among the dead in old cemeteries and hear spooky stories in haunted buildings. Visit Potter's Wax Museum and look out for moving shadows at the Old Jail.

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 demonstration, sampling whiskey pulled straight from the barrel, an unforgettable moment for any whiskey fan. Continue through the brick-lined streets on a walking tour where history and flavor meet, stopping at two of our favorite local restaurants for whiskey flights paired with delicious bites. This is more than a tasting! It’s a one-of-a-kind journey through St. Augustine’s past and its thriving whiskey culture.

Visit St. Augustine's famous historic jail on the Old Jail Museum tour. Discover the unique dark history of the jail's past with a local guide.

Explore 460 years of history on St. Augustine’s premier small-group walking tour. Discover the streets, stories, and people that shaped America’s oldest city.

Maybe you've taken one of the many tours offered in the wonderful city of St. Augustine previously. Would you like to hear about things you have NOT heard before? Learn something new for a change? Little secrets not usually talked about? Perhaps you will know some of them but pretty certain not all of them. This is not your typical "history" tour. You will hear about, and be shown, things on a variety of topics from history, crime, our many dead, buildings, plans, myths and truths. Group size limited to 12 for a more personal, intimate experience. This will take you little over a mile of walking, in the historic downtown area, and last about an hour. There is an extended add on offered; a little extra walking and about 30 more minutes, in which we go up to the Castillo de San Marcos at the end of the regular tour and walk some of the perimeter, learning a few neat tidbits there. Tour takes place rain or shine.

Hop on and off all day long and see the oldest city in the United States– St. Augustine. With Old Town Trolley Tours, you'll enjoy a narrated tour and entertainment.

Cruise with Red Boat Tours on a dolphin-watching/sightseeing tour. Spot Atlantic Bottlenose Dolphins in their natural habitat and learn about the rich history of St. Augustine, FL from your crew.

The uniqueness of this tour will provide you with visiting sites and discussing all that began to construct our Country. This tour is merely a City overview which will give you the knowledge to proceed with visiting our local sites. Our Cities History, founding Religion, and continued Spanish Architecture will be discussed. This is a walking tour so please wear suitable walking shoes. Our City has many streets that are extremely old, any personal accidents occurring on tour from improper footwear and issues concerning the streets are not the fault of our tour and will be hold harmless.

Access to the Tiny Art Museum and discover over a thousand years of miniature art in an unforgettable journey of precision, patience and imagination.

Set off on a special voyage onboard a pirate ship. Interact with the pirates during an exciting live show and bring the kids along for sword fighting and treasure hunting.

The Tiny Art Museum is located in the same building as the Medieval Torture Museum, on the 2nd floor. Miniature art has been made for over 1000 years and is prized by collectors. Whether a portrait painted on the side of poppy seed or a caravan of camels marching through the eye of a needle

Visit St. Augustine and discover the oldest city in the United States. Get a dose of warm Florida sun and fascinating history, plus access to the Old Jail, the Oldest Store Museum and the St. Augustine History Museum.

St. Augustine, renowned as the oldest city in the United States, is more than just a historical destination; it’s a vibrant community offering a unique blend where the past and present seamlessly intertwine. The history and charm captivate every visitor. A day spent strolling its historical streets is not just a walk-through time, but an opportunity to make lasting memories. Begin your journey with some of the city's most iconic landmarks.

Uncover the dark secrets behind St. Augustine on this true crime pub crawl. Enjoy a drink and learn about unsolved murders and serial killers as you hop between local bars and pubs with a guide.

Enter and investigate the insides of an old haunted building with GhoSt Augustine! Hear the true haunted stories at several other unusual haunted spots including a creepy forgotten cemetery, A haunted house, and the dark and mysterious Lighthouse Park. We will use a K2 meter and other gear at the haunted house to measure proof of paranormal activity. Other equipment used on the tour includes the REM MASTER, SB7T SPIRT BOX, and more. Hop on the St. Augustine shuttle and explore the most frightening spots in town! Our guides are expertly trained and versed in all things supernatural. On the Everdark Express Shadow Shuttle, your guide will teach you how to use a K2 meter to detect paranormal activity. One of the stops include a haunted house, where voices, activity and footsteps by several spirits,have been detected.

Uncover the dark secrets of St. Augustine on this adults-only ghost tour—where brothels, betrayal, and restless spirits come out to play. Not for the faint of heart!

Come experience the Tarot Stroll & Ghost Tour in Saint Augustine. Join Brit and friends, as mind and body are attuned to the past, present, and future of this historic city! Experience not only the dark and mystery of the city, but its divine connection and interpretation through Brit's Tarot observations! Like St. Augustines famous cemetery the Heugonaut where ghosts are known to appear unexpectedly! The tarot cards five and seven of words embody sadness, tragedy, and despair the fill the haunted site! Stroll with Brit as you visit other sites throughout the city and allow your senses to open up to the mystery and secrets of this fabulous city.

Enjoy a 90-minute boat tour in St. Augustine on the Intracoastal Waterway. Keep an eye out for dolphins, manatees, turtles, and a variety of bird species.

Unlike crowded walking and riding tours, our private tour ensures your group receives personalized attention from a seasoned guide who shares the city's most bone-chilling tales while you travel in comfort. This tour is also pet friendly! The St. Augustine Lighthouse, a site notorious for its paranormal activity. While other tours may offer brief glimpses, we take you deeper into its haunted history, revealing the tragic stories of mysterious deaths, and lingering spirits. Feel the spine-tingling energy as you learn about the children’s laughter still heard on the grounds. In addition to the lighthouse, you’ll visit other iconic and lesser-known haunted spots in St. Augustine, all from the comfort of your private vehicle. Experience the thrill of hearing ghost stories in secluded, atmospheric locations, away from the crowds. Enjoy an evening of comfort, chilling stories, and exclusive access to St. Augustine’s haunted history that no other tour can match.

Look for dolphins, manatees, sea turtles, and sea birds on this cruise from St. Augustine. Learn about local history from your guide as you cruise Dolphin Bay and the intracoastal waterways.

This tour departs 30 minutes prior to local sunset. It allows paddlers to experience the beauty of St Augustine at sunset with the historic lighthouse as a backdrop. Once the sun sets, you control your LED lights and are able to light up the night with the colors of your choice. Lets do sunset!

Explore the original Ripley's Believe It or Not! Museum in St. Augustine. Get hands-on with unique artifacts and interactives in a historic castle.

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 Bridge of Lions, blending centuries-old charm with coastal beauty. The waters below are alive with dolphins, sea turtles, and even manatees, adding a wildlife-spotting bonus to your adventure. Calm breezes and clear skies make for ideal flying conditions, and the laid-back, friendly vibe of local tour operators ensures a relaxed, memorable experience. It's the perfect mix of history, nature, and adrenaline—all in one flight.

Discover St. Augustine’s history and culinary scene on a guided walking tour with wine, cocktails, and generous tastings at local favorites, all while exploring iconic downtown landmarks.

A golf cart tour is the best way to experience the entire downtown area and visit the sites on the north of the colonial city. Golf carts allows easy access to get off and take pictures; feel the breeze and provide uninterrupted views of the sites. For larger groups, please contact us.

The Spirit of Florida Bourbon Experience offers a comprehensive 1-hour guided tour that delves into the rich history of bourbon and highlights what makes Florida bourbon unique.

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

Explore the oldest city in the U.S. from the comfort of an electric golf cart on this St. Augustine tour with a certified guide. Ride along the famous city landmarks. Includes complimentary photos.