See historic St. Augustine on a guided hop-on hop-off trolley tour. Listen as your conductors narrate the tour with a fascinating and fun mix of trivia and stories. Find out about the oldest continuously inhabited settlement in the country at the St. Augustine History Museum. Enjoy a full 90-minute tour on the trolley or have the freedom to hop-on and hop-off at any of the 22 stops. Avoid getting through traffic or having to find and pay for parking. Let your conductor take care of navigating for you. Relive the story of the first settlement in North America as you see Castillo de San Marcos, the Spanish fort built in the 17th century. See the famous spring that Ponce de Leon which is deemed the Fountain of Youth, where you can actually sample the water. Explore the site of the first mass in America at the Mission of Nombre de Dios. Experience early St. Augustine as you tour Old St. Augustine Village, which features houses from the 18th and 19th centuries. Admire the Gonzalez-Alvarez House, the oldest documented colonial house in Florida which was lived in by British, Spanish, and American colonists. Immerse yourself in the 500 year history of the city as you view the exhibits at the St. Augustine History Museum.  There are 22 Stops conveniently located close to many places of interest in St. Augustine: 1) 167 San Marco Ave: Old Town Trolley Tours of St Augustine, The Old Jail, Oldest Store Museum Experience, St. Augustine History Museum, Gator Bob’s Trading Post, Spice & Tea Exchange 2) 10 W. Castillo Dr.: Visitor Information Center 3) 31 Orange Street: Potter’s Wax Museum, Old Drug Store, Tolomato Cemetery 4) 1 St. George Street: City Gates + St. George Street (historic walking mall), Oldest Wooden Schoolhouse 5) 20 S. Castillo Dr: Colonial Quarter, Pirate & Treasure Museum, Castillo de San Marcos 6) 6 Avenida Menendez: Bay View at the Best Western, Shipwreck Museum 7) 39 Hypolita Street: Hypolita Street and St. George Street, Columbia Restaurant 8) 38 Sevilla Street: Flagler Memorial Presbyterian Church + Grace United Methodist Church Ancient City Baptist Church 9) 81 King Street: Villa Zorayda Museum 10) 80 Cordova St: Lightner Museum, Flagler College 11) 112 Riberia Street: St. Augustine Distillery 12) 146 King Street: San Sebastian Winery 13) 139 King Street: Whetstone Chocolate Factory 14) 38 Cathedral Place: Plaza de la Constitucion, Government House, Cathedral Basilica of St. Augustine 15) 22 St. Francis Street: Oldest House, Fernandez Llambias House 16) 111 Avenida Menendez: St. Augustine Marina, Schooner Freedom, The Black Raven Pirate Cruise 17) 1 S. Castillo Dr.: Castillo de San Marcos National Monument 18) 19 San Marco Ave: Ripley’s Believe It or Not! 19) 27 San Marco Ave: Old Town Trolley Welcome Center 20) 101 San Marco Ave: Mission of Nombre de Dios, Shrine of Our Lady of La Leche 21) 137 San Marco Ave: The Old Senator + Villa 1565 22) 11 Magnolia Ave: The Fountain of Youth

Visit St. Augustine, the so-called “Ancient City” and oldest continuously settled town in the United States. Experience the charming atmosphere and beautiful climate of a town located between northeast and central-east Florida. While there, explore St. Augustine's delightful historic district, with its cobblestone streets, quaint cafes, bars, and unique shops. Make sure to also take in the history at the significant landmarks such as Castillo de San Marcos, Flagler College, the Lightner Museum, the Fountain of Youth, and more, Choose between the following tour options: • St. Augustine Day Tour: Spend a full day in the oldest city in the U.S. Find out about the historic landmarks with a tour guide and then shop, dine, and discover the city at your own pace. • St. Augustine Scenic Cruise: Get a unique view of the city and see its many historic landmarks and impressive natural beauty on a narrated tour around Matanzas Bay. • St. Augustine's Colonial Quarter Museum: Embark on an interactive adventure where history comes alive with a guide in proper colonial attire. Throughout this living museum, experience a musket firing, blacksmith demonstrations, and more. • Road Train Tour: Set off on a hop-on, hop-off sightseeing adventure through town aboard a trolley streetcar. Learn interesting facts about the 22 unique sites on the 7-mile (11-kilometer) loop, and hop on and off where you like to explore the attractions at your own pace. • Pirate & Treasure Museum: Explore the Golden Age of Piracy with one of the world’s largest collections of authentic pirate artifacts and shipwreck treasures. Delight in award-winning interactive exhibits that make this hands-on museum an experience for all the family. Whichever tour option you choose, your day will include plenty of time to explore the town, shop in the gift shops, and dine in one of the local restaurants on the cobblestone streets.

Discover the haunted history of America’s Oldest City on a guided walking tour through the Colonial Quarter of St. Augustine. Hear stories from four centuries of crime, scandal, adventure, piracy, and imprisonment. Walk down the Colonial Quarter by lamplight in search of lost spirits and visit the Castillo de San Marcos to find its founding phantoms. Whether it’s the ghosts of Yellow Fever or Ponce de Leon, you’re sure to encounter a wandering soul. Be captivated by true stories of crime, scandal, and piracy as you hear the legends behind historic landmarks such as 32 Charlotte Street, Castillo de San Marcos, Old City Gate, Huguenot Cemetery, Tolomato Cemetery, and the Old Wooden Schoolhouse.

Why walk when you can drive through the most haunted spots in town. In addition to its amazing history, St Augustine is known as one of the most haunted cities in the US. You will drive by some of these haunted sites: cemeteries, old churches and hotels that provide the perfect ambient to hear spooky ghost stories. Come join us if you dare… This one hour guided tour will bring you to the most haunted spots in St Augustine. Narrow streets paved in cobblestone provides the perfect atmosphere to immerse yourself in the city’s ghostly history. You will drive by the most iconic and haunted landmarks around the US oldest city: Former Ponce de Leon Hotel, Alcazar Hotel, Castillo de San Marcos. Huguenot and Tolomato Cemeteries.

Step out of the hot Florida sun and into the shadows on this 60-minute walking ghost tour of the nation’s oldest city. Delve into 300 years of war, natural disasters, bootlegging, and pirates before heading to Casa de la Paz, also known as the home of the “waiting bride.” From there, you will wind through 6 other active haunted locations before circling back to the starting point with a head full of history and spine-chilling tales. Have the chance to mingle with the hundreds of restless spirits who haunt this city.

Discover the historical sites and modern attractions of St. Augustine during this private, guided historical tour. Both the vehicle and driver are decked out in 1920s style, offering you a trip into St. Augustine’s past. Cruise around sites in the historical district such as the Castillo de San Marcos National Monument, Flagler College, the Old City Gates, and St. George Street. This 90-minute tour explores both the highlights and the details of the nation's oldest continually-occupied European settlement, and is led & narrated by one of our knowledgeable local guides. To ensure safety and comfort, our electric 'Model T' seats up to 4 average-sized adults. If your group is larger, please book our larger 'Woody' vehicle. This tour will not only show the many historical sites but the story’s that go with them.

Connect with nature and discover the Bayfront of historic St. Augustine on a kayaking trip. Admire the city from the water and get the chance to encounter a variety of marine species along the way. This adventure begins at the Vilano Boat Ramp. After a short informative introduction, your guide will fit you with the necessary equipment and launch you off into a world of History. You'll paddle by the Castillo de San Marcos/Old Fort, Fountain of Youth, the Nombre de Dios Mission, and the Great Cross. Explore some of the city's natural environments as you travel through some of St. Augustine's beautiful salt marshes. Possible wildlife sightings include dolphins, manatees, sea turtles, stingrays, and all kinds of marsh birds, including the great blue heron and the roseate spoonbills. Your guide will intrigue you with the storytelling and knowledge necessary to explore the beautiful aquatic downtown landscape of St. Augustine.