Old Jail

Old Jail: Our most recommended tours and activities

St. Augustine: Waterfront and Downtown Golf Cart Tour

1. St. Augustine: Waterfront and Downtown Golf Cart Tour

Discover the best of St. Augustine on an open-cabin electric golf cart tour with a certified guide. Explore the waterfront and the city’s historic downtown area, passing sights like the Fountain of Youth. This is the perfect way for people wanting to see the city while keeping walking to a minimum.  After boarding your golf cart at the Plaza de la Constitucion, head toward the waterfront with sweeping views of the Matanzas Harbor and the Bridge of Lions. Pass in front of the Castillo de San Marcos on the way to the Mission Nombre de Dios site where the city founder first arrived.  Drive by the Fountain of Youth, Magnolia Street, and the Old Jail. Once downtown, pass by the former Hotel Ponce de Leon, alcazar, and Casa Monica hotels. Spot the Governor’s House and ride down Aviles Street, the oldest street in the U.S.  Step back in time as you find yourself in the oldest part of town. Be camera-ready as you pass by examples of Spanish and British colonial architecture. Before returning to the plaza, drive by the Flagler Memorial Presbyterian Church and see the outside of the Hotel Ponce de Leon where the largest collection of Louis Comfort Tiffany stained glass windows collection may be seen.

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

2. 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.  There are 18 Stops conveniently located close to many places of interest in St. Augustine: 1) 10 W. Castillo Dr.: Visitor Information Center2) 1 St. George Street: City Gates + St. George Street (historic walking mall) + Oldest Wooden Schoolhouse3) 20 S. Castillo Dr: Colonial Quarter + Pirate & Treasure Museum + Castillo de San Marcos4) 16 Avenida Menendez: Bay View at the Best Western + Shipwreck Museum5) 39 Hypolita Street: Hypolita Street and St. George Street + Columbia Restaurant6) 32 Sevilla Street: Flagler Memorial Presbyterian Church + Grace United Methodist Church Ancient City Baptist Church7) 83 King Street: Villa Zorayda Museum8) 75 King Street: Lightner Museum + Flagler College + A Ghostly Experience + Haunted Pub Crawl Savory Faire Food & Wine Tour9) 112 Riberia Street: St. Augustine Distillery10) 157 King Street: San Sebastian Winery11) 139 King Street: Whetstone Chocolate Factory12) 14 St. Francis Street: Oldest House + Fernandez Llambias House13) 111 Avenida Menendez: St. Augustine Marina + Ripley’s Bayfront Mini Golf + Schooner Freedom + Scenic Cruise Eco Tours + The Black Raven Pirate Cruise14) 1 S. Castillo Dr.: Castillo de San Marcos National Monument15) 19 San Marco Ave: Ripley’s Believe It or Not!16) 101 San Marco Ave: Mission of Nombre de Dios + Shrine of Our Lady of La Leche17) 137 San Marco Ave: The Old Senator + Villa 156518) 11 Magnolia Ave: The Fountain of Youth

St. Augustine: Tour Pass with over 27 Attractions

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

Gain full admission to over 30 St. Augustine tours, attractions, and historic sites, and save up to 40% off retail ticket prices with this pass. Skip the lines and make reservations in advance of your trip. Choose between a 1 or 2-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, you'll instantly 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 • Haunted Pub Crawl Tour • Telling Elergies Walking Tour 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

4. 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 177 reviews

I really enjoyed the trolley. The gentleman at the ticket booth was extremely helpful. He saw I was stressed over not being able to find my tickets and he approached me to help and we got it figured out. Preacher was an excellent tour guide! We rode the trolley all the way through and then got off at stops we were interested in the 2nd time around. We could have never seen the historic district in one day on our own!

Great way to tour the city! The first day, we rode an d made notes of the attractions we wanted to see. The second day, we hopped on and off while visiting them. The tour guides were all knowledgeable about the history and we learned a lot.

The trolley train drivers were very knowledgeable of St Augustine history and the station employees were friendly and helpful. The wait time between pick up was minimal.

Our guides were very knowledgeable, extremely friendly, funny. & helpful. I will definitely recommend to family & friends who are coming to St Augustine!

Great experience from greeter at the ticket box to the tour guide. Highly recommended.