The nation’s oldest city, St. Augustine, beckons visitors to discover its charming cobblestone streets, historical landmarks and pristine beaches.
Friendly locals, sunny days and lovely places to dine, play and become enlightened, welcome guests year-round. For over 30 years, Old Town Trolley Tours has brought the best of the city to life through Transportainment, our unique blend of transportation and entertainment. Climb aboard to experience the humorous tales and interesting trivia of our friendly conductors, as they bring 500 years of American history to life.
The folks at Old Town Trolley just built a beautiful, brand-new visitor’s center at 1700 N. Ponce de Leon Blvd in Saint Augustine. There is plenty of free parking. You can also start your tour at their other location on 167 San Marco Ave.
I took this tour a few years ago with my kids, and we had a really great time. Not only was it comfortable and smooth, the tour was very informative and we learned a whole lot about how Henry Flagler created modern-day Saint Augustine. I highly recommend it.
St. Augustine Tours with Old Town Trolley
Old Town Trolley Tours is the best way to see the city, highlighting the best St. Augustine Attractions, with 23 stops and more than 100 points of interest. Here are just a few of the places you’ll visit when you take your tour:
- Authentic Old Jail: 167 San Marco Ave, St. Augustine (904) 829-3800
Built by Henry Flagler in 1891 and placed on the National Registry of Historic Places in 1987, the Jail was operational for more than 60 years and housed 72 prisoners at a time. Take a tour of the maximum security cells and meet Sheriff Joe Perry who’ll fill you in on how executions were held right there in the gallows. Take a walk through the men’s and women’s cells and see where the warden and his family lived just footsteps away. Try to find your way out as the voices of prisoners from the past call out to you.
- St. Augustine Pirate & Treasure Museum: 12 S. Castillo Drive, 877-GO-PLUNDER (877-467-5863)
Relive the Golden Age of Piracy at Pat Croce’s St. Augustine Pirate & Treasure Museum, the city’s newest attraction launched in December 2010. See the world’s largest collection of authentic pirate artifacts; fun, interactive exhibits, including the spine-tingling Disney Imagineer-designed Below Deck sound experience of Blackbeard’s last battle; the world’s only pirate treasure chest, one of only two existing 17th century Jolly Rogers, and rarely-seen shipwreck treasures from the Florida Division of Historical Resources.
- Castillo de San Marcos: 1 South Castillo Drive, St. Augustine (904) 829-6506
Built between 1672-1695, Castillo de San Marcos has long protected the city of St. Augustine. Flying the flags of Spain, Great Britain and the United States during its long history, Castillo de San Marcos was made a National Monument in 1924. The Castillo de San Marcos grounds are open to the public. Historical tours of the interior of this National Park are available.
- Flagler College: 74 King St., St. Augustine, Florida (904) 819-6400
Flagler College is a private, four year co-educational liberal arts college. The college, founded in 1968, is located in Henry Flagler’s former luxury hotel, the Ponce de Leon, and is a National Landmark. The Princeton Review says Flagler college has “one of the most beautiful college campuses in the US,” and US News and World Report ranks Flagler College in the top tier of southeastern liberal arts colleges. Guided tours daily.
- Oldest Wooden School House: 14 St. George Street, St. Augustine (888) 653-7245
Built over 200 years ago of cypress and cedar, the Oldest Wooden School house takes you back in time to when Florida was under the rule of Imperial Spain. The schoolmaster and his family lived upstairs and because of the constant threat of fire and heat of the summer, the kitchen was outside. On display you will see books, cooking utensils and period furniture.
- Ripley’s Believe It or Not! Museum: 19 San Marco Avenue, St. Augustine (904) 824-1606
St. Augustine is home to the original Ripley’s Believe It or Not! Museum. Located today in historic Casa Warren, an 1887 Moorish revival mansion, the St. Augustine attraction features fun interactive galleries, mind boggling facts, and unique oddities and curiosities, many from Robert Ripley’s private collection.
For a full listing of recommended attractions, or to book your tour, please visit the Old Town Trolley Tour website.