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

When the Conductor howls “All Aboard!” – will you be there? Explore the darker side of the Nation’s Oldest City and let a Ghost Host be your guide. See the Old Jail, the site of countless documented paranormal experiences that's listed on the Florida and National Register of Haunted Places. Don’t miss this frightfully fun riding tour. You will hear stories of the haunted Huguenot & Tolomato Cemeteries. Listen as the Ghost Host details true stories of paranormal activity and tales of murder and mayhem in St. Augustine. You'll also experience a unique scary stop inside the Potter's Wax Museum. You won’t want to miss this Ghost Tour! It’s the only ghost tour that takes you inside two of the city’s most haunted buildings! Voted Best Ghost Tour of Best of St. Augustine

Join in on a 1.5-hour voyage which includes a first-rate, interactive show onboard a real pirate ship. The ship was designed and built for its purpose, to be a floating performance stage for live pirate shows. The goal is to provide a wide variety of dynamic and interactive entertainment programs that suit all ages. The crew's ambition is to deliver the best pirate show in Florida, regardless of the audience age group. The performance is rehearsed but not scripted, allowing the pirates to improvise and interact with the crowd. No other attraction can live up to this exhilarating and unique adventure.

Take a voyage on a pirate ship as you watch a live and interactive pirate show designed for adults. All of the material is suited for a more mature audience so this cruise isn't for the easily offended. Enjoy drinks from a fully licensed bar as you're entertained by a dynamic and interactive performance.  The crew’s ambition is to deliver the best pirate show in Florida regardless of the audience age group. The performance is rehearsed, but not scripted, allowing the pirates to improvise with the crowd. No other attraction can live up to this exhilarating and unique pirate adventure.

Join a gastronomic experience in St. Augustine with this guided walking tour. Explore the historic downtown district by walking through the narrow, cobblestone streets of the oldest town in the States. Delve into the city's culinary scene by savoring a glass of wine, 2 cocktails, and lots of food. Meet your guide and walk past outdoor cafe tables lining the streets and bougainvillea climbing storied walls. Stop at 3 of the city’s best venues to enjoy wine tastings, charcuterie boards, and colorful cocktails. Between delicious drinks and food, view sites such as the Old City Gates, the fort of Castillo de San Marcos, Plaza de la Constitución, and America’s oldest thoroughfare, Aviles Street.

Ahoy, you scalawags! Are you ready to become daring, dastardly pirates? Join the Junket crew for a two-hour adventure through St. Augustine, where Blackbeard, Calico Jack, and Anne Bonny ruled the seas. You’ll meet your seasoned guide at Potter’s Wax Museum, where they’ll unravel the city’s 450-year history with the world’s most devious buccaneers. From there, you’ll wind through 10 other exciting locations, unlocking a new piece of pirate history at each stop. What kind of food did pirates eat? Why did they drink rum? Where did they sleep, and did they ever bathe? You’ll find out the answers to these questions and more as you visit iconic sites like the Castillo De San Marcos and the St. Augustine Shipwreck Museum. For the grand finale, you’ll stop by the Pirate Store, where you can purchase your own cutlass and tricorn before visiting the Black Raven, and authentic pirate ship with its own ruthless crew. They’ll be waiting to welcome you aboard… or drag you to the plank. Devote your life (or maybe just the afternoon) to the pirates of St. Augustine. Book a tour today!

Meet your friendly guide in downtown St. Augustine and set off on an unforgettable sugary adventure. Stroll through the quaint streets and soak up the charming atmosphere as you listen to your guide’s fascinating stories about local history and culture. Along the way, visit some of St. Augustine’s most beloved candy stores, bakeries, and chocolate shops. At each of the stops, discover what makes these local sweet treats so popular and enjoy a tasting session of chocolate, pralines, and more. By the end of the tour you’ll have learned about life in the town and receive a goody-bag filled with sweet treats to take home and enjoy later in the day.

A combination of historical displays and private collections brings over 400 years of Florida’s history to life. The museum features displays of the various countries, such as England, Spain and France that have ruled over St. Augustine. Guests can visit the Spanish sunken treasure room, a Timucan Indian Village, and our Florida Cracker trading post. During this tour you will explore how St. Augustine and Florida grew and prospered under Spanish, British, French, and American rules. Experience the building of Flagler's Railroad that started in St. Augustine and went 128 miles out to sea to Key West. From the Indians to the Spanish Galleons and Pirates to the Revolutionary War, you will find Florida's history a truly fascinating story!

Take a fun and fascinating step back into Florida history with this St Augustine "Ale Trail" walking tour. On this unique experience, you and your licensed, knowledgeable guide will stroll around the charming streets of St. Augustine, the oldest city in the nation, discovering the best in Florida craft beers. Learn about the early days of St. Augustine and how the business of beer has evolved in the Sunshine State. See for yourself why this is one of the fastest-growing and most highly regarded beer-producing regions in the country. Visit notable landmarks, unique brewpubs, and state-of-the-art taprooms, all while learning about the legacy that beer has left on St. Augustine. Hear tales of coastal Florida’s brewing past and visions of its promising future, while sampling an abundance of delicious craft beers along the way.