Old Jail

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Old Jail: Our most recommended tours and activities

St. Augustine: Trolley Tour & St. Augustine History Museum

1. St. Augustine: Trolley Tour & St. Augustine History Museum

See historic St. Augustine on this full-day 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. 

St. Augustine: Tour Pass with over 27 Attractions

2. St. Augustine: Tour Pass with over 27 Attractions

Gain full admission to over 27 St. Augustine tours, attractions, and historic sites, and save up to 40% with this pass. Skip the lines and make reservations in advance of your trip. Choose between a 1, 2, or 3-day pass. Take advantage of a 100% digital pass with interactive maps, booking tools, and detailed information. Simply show your digital pass at the ticket window for your chosen tour or attraction. Upon purchase, receive a text and email to start using the pass on your smartphone. Get instant access to tours and attractions with full admission. Featured Tours • Hop-on Hop-off Trolley Tour • Ghost and Gravestones Trolley Tour • Creepy Crawl Haunted Pub Walking Tour • Dolphin Odyssey and Sightseeing Boat Tour • Ghostly Experience Walking Tour • Lightner Museum Admission • Nights of Lights Boat Cruise (from November 15 to January 31) • Paranormal Investigation of Fort Grounds • Sunset Bring Your Own Beer Boat Cruise • World Golf Hall of Fame Admission• Pirate and Treasure Museum• Fountain of Youth Park and Museum Standard Attractions • Classic Car Museum • Colonial Quarters Experience Tour • Lincolnville Museum and Cultural Center • Oldest House Museum Complex • Oldest Wooden Schoolhouse • Oldest Store Museum Experience • Potter's Wax Museum • Spanish Military Hospital Museum • St. Augustine Aquarium General Admission • St. Augustine History Museum • The Old Jail Museum Tour • Villa Zorayda Museum • Ximenez-Fatio House Museum• MarineLand General Admission

St. Augustine Trolley & Museums Combo Package

3. St. Augustine Trolley & Museums Combo Package

St. Augustine is known for its gorgeous sandy beaches, breathtaking architecture, antiquated buildings and its significance to the shaping of America. With this St. Augustine combo package you can explore the city, with entrance to the Old Jail, access to the Oldest Store Museum and a visit to the St. Augustine History Museum. Hop aboard one of the trolleys and experience “transportainment,” a delightful combination of transportation and entertainment. Visit more than 100 points of interest in St. Augustine at your own pace.  Your guided tour of the Old Jail will be led by the jailers and includes a close-up view of the men’s and women’s cells, maximum security, as well as a collection of weapons. When you visit the Old Store, you will step back in time to discover the latest and best time-saving miracles from 1900. Watch in amazement as the friendly clerks, butcher and snake oil salesman demonstrate the very latest inventions of turn-of-the-century living. It truly is like walking into a Sears Roebuck catalog from 1908. There are more than 400 years of history to explore in the St. Augustine History Museum. As you journey through the exhibits, you will see authentic artifacts, unpublished photographs and learn about the evolution of St. Augustine and Florida under Spanish and British rule. The combo package truly does give you the best of St. Augustine on one easy ticket.

Other Sightseeing Options in Old Jail

Want to discover all there is to do in Old Jail? Click here for a full list.

What people are saying about Old Jail

Overall rating

4.7 / 5

based on 141 reviews

Great tour information and the tour guides were full of laughs. Kept everyone on the trolley entertained from beginning to end. We experienced such people, Troy and Pepper. They were very accommodating and are a great asset for the business. In addition, Benny made the Old Jail tour very enjoyable and the Old Store tour was very informational.

Awesome tour! So convenient to hop on & off as you please. The tour guides provide so much info and interesting stories. This is the second time our family has gone on this tour, and I’m sure we’ll be back again soon.

The trolley tour was very informative. Our tour guide the preacher was knowledgeable and funny. Highly recommend taking the tour before you decide what sites you want to see.

It was a great day. We got on and off as we wanted. The guide was well versed on the history and made the trip fun.

Drivers were very personable and knowledgeable. Great being able to hop off - shop for a while - and hop back on!