When visiting the oldest European-settled city in the United States, St. Augustine, a well-rounded introduction is essential. The St. Augustine Attractions Pass with Trolley offers just that—access to three top-tier attractions plus a convenient hop-on hop-off trolley ride for about $66 per person, with the option to tailor your experience from one to twelve hours. The tour is offered by Historic Tours of America, and it’s designed to give visitors a taste of history, entertainment, and scenic views all in one package.
What makes this experience particularly appealing is the combination of educational sites and flexible transportation. We love how the pass gives you direct access to the Old Jail, the St. Augustine History Museum, and the Oldest Store Museum Experience—each offering a unique glimpse into the city’s past. Plus, the trolley allows you to explore at your own pace, hopping on and off at 21 stops along the historic streets.
A potential caveat? The trolley can get crowded later in the day, which some visitors say might make hopping off and on a little less seamless. Still, if you’re keen to see many sights without the hassle of driving or parking, this pass offers excellent value and convenience.
This tour suits first-time visitors, families, history buffs, and anyone wanting a well-rounded, engaging day in St. Augustine—all while avoiding the stress of navigating by car or bus. If you prefer structured tours with flexibility, this package hits the sweet spot.
Key Points

- Cost-effective access to three main attractions plus a hop-on-hop-off trolley
- Flexible timing, from a half-day to full-day adventures
- Highlights include the historic Old Jail, a detailed history museum, and a vintage general store
- Excellent value for families and first-time visitors eager for a rundown
- Trolley hop-on hop-off allows for spontaneous stops and personalized pacing
- Potential crowds on the trolley later in the day could affect comfort and timing
An In-Depth Look at the Tour Experience

Planning more time in St Augustine? We've covered other experiences worth considering.
The Essentials: What’s Included and How It Works
For $65.99, this pass includes admission to three major attractions and a one-day hop-on hop-off trolley tour. You pick up your tickets at 167 San Marco Ave—a central spot—and from there, the adventure begins. You can choose to spend anywhere from one to twelve hours exploring St. Augustine, making it ideal whether you want a quick overview or a full-day immersion.
The Old Jail, built in 1890 by Henry Flagler, remains a highlight. You’ll get to walk through the cell blocks, see period-specific weapons, and chat with actors in authentic costumes who recreate what life was like for prisoners in the late 19th and early 20th centuries. Visitors often remark on the genuine feel of the old jail—”Despite being renovated, it maintains its original feel,” noted one reviewer.
Next, the St. Augustine History Museum offers a compact but rundown of over 400 years of local history, with artifacts ranging from toys to treasure jewelry. It’s a great way to understand the city’s layered past and its European influences, especially since the museum showcases items from Spanish, British, and French periods.
The Oldest Store Museum Experience takes you into an early 20th-century general store brimming with over 100,000 objects. From goat-powered washing machines to gas-powered irons, it’s a playful and educational look at innovations that changed everyday life. Visitors find it surprisingly engaging—”The store is filled with items like a steam-driven tractor and worm syrup,” said one review.
The Trolley: Moving Through History and Scenery
The hop-on hop-off trolley is the backbone of this tour. With 21 stops, including landmarks like Castillo de San Marcos, Flagler College, and the Cathedral Basilica of St. Augustine, you can tailor your day. Riders praise the convenience and scenic nature of the ride—”The trolley gave a good perspective of the city including restaurants and sights,” noted a visitor.
The trolley is not just transportation; it’s an informal tour. The guides are generally well-received, with knowledgeable commentary and engaging personalities. However, some reviewers mention that crowds can form later in the day, making it harder to hop off and explore at leisure.
Authentic and Fun Experiences
The Old Jail tour, in particular, is often described as “horrifying but fascinating,” giving a vivid sense of what prison life used to be like. The store experience provides a glimpse into everyday life, with demonstrations of inventions that seem almost comically primitive today.
The reviews highlight that the guides and actors are usually friendly, funny, and well-informed. Trevor and Davy Jones are singled out as particularly engaging. Visitors appreciate the personalized tips for dining and sightseeing, which enhances the overall sense of a guided adventure.
Practical Considerations
While the attractions are engaging, there are some points to keep in mind. The crowd levels on the trolley, especially towards mid-afternoon, can impact the experience if you want to hop on and off often. Also, the voucher exchange can be done at any trolley stop after initial pickup, which is very convenient—just be aware that most travelers book about 19 days in advance, so plan accordingly.
Rain or cold weather can dampen the experience, as noted by some reviewers, so dressing appropriately is advised. There’s no hotel pickup or drop-off included, so you’ll need to plan your arrival and departure logistics.
Value and Overall Impression
Compared to individual tickets for each attraction, this pass offers significant savings. Plus, having a self-paced tour with the flexibility to roam at your own speed makes it a smart choice for families and first-timers. Many reviews mention how the knowledgeable guides and engaging stops made the day memorable.
Who Should Consider This Tour?
If you’re looking for an easy, informative, and flexible way to explore St. Augustine, this pass is a winner. It’s especially suited for families, history enthusiasts, or anyone new to the city who appreciates a guided overview but wants control over their schedule. If you’re on a tight budget but want to see the major sights without the hassle of planning each detail, this combination of attractions and transportation delivers excellent value.
However, if you’re someone who prefers small-group, detailed guided tours or off-the-beaten-path experiences, you might find this approach a bit broad. Still, the mix of attractions and scenery makes it hard to beat as an introduction to the city.
Frequently Asked Questions

Is this tour suitable for children?
Absolutely. The attractions—especially the Old Jail with its actors and the store demonstrating vintage inventions—are engaging for kids. The trolley ride is also fun and easy to navigate with family.
Can I hop on and off the trolley at any stop?
Yes. After initial ticket exchange at the ticket point, you can board or leave the trolley at any of the 21 stops throughout the day, giving you flexibility.
What’s included in the pass?
Admission to the Old Jail, the St. Augustine History Museum, and the Oldest Store Museum Experience, plus a one-day hop-on hop-off trolley tour with 21 stops.
How long does the trolley tour last?
The full loop takes about 1 hour and 30 minutes, but you can stay longer if you choose to hop off at attractions, or hop back on later.
What should I wear?
Dress according to the weather—comfortable shoes are recommended for walking through the attractions, and rain gear if rain is forecasted.
Are there any additional costs?
Any extra attractions outside the three included sites are not covered by the pass. Hotel transfers are also not included.
Is the tour accessible for all?
Service animals are allowed, and most travelers can participate. Check with the provider if you need specific accessibility accommodations.
Wrapping It Up

The St. Augustine Attractions Pass with Trolley offers a well-balanced way to explore this historic city. Its combination of educational stops and scenic transportation makes it ideal for those wanting an overview without feeling overwhelmed. You’ll appreciate the flexibility to tailor your day, whether you’re a history buff eager to see the Old Jail and museum, or a family wanting a fun, engaging experience.
The value for money is clear—getting into three major sites along with convenient transportation for less than $70 per person is hard to beat. The guides and actors generally add a layer of entertainment, keeping the experience lively and memorable.
While the crowds and weather can be challenges, they are small considerations compared to the overall convenience and richness of the experience. Whether it’s your first visit or a return trip, this tour provides a solid foundation for discovering all that St. Augustine has to offer.
In summary, if you’re looking to understand St. Augustine’s history, enjoy scenic city views, and do so with flexible timing and good value, this combined pass is a smart pick. It’s particularly great for first-time visitors wanting an introduction and families seeking both education and entertainment. Just make sure to plan ahead, dress appropriately, and enjoy every stop along the way.
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