Old Jail Museum Tour in St. Augustine
The only tour with admission to the Old Jail included.
4.8 ★ · 740 reviews · 30 min
Includes Admission to Old Jail
St Augustine · Florida, United States
Nearly half the city's tours cover its rich and sometimes dark history.
St Augustine’s historical tours are the city’s signature experience, making up 46% of all local tours with 90 options to choose from. These range from walking tours of ancient streets to boat rides past centuries-old landmarks, and even immersive museum visits. With prices starting at $19 and a median of $63, there’s a fit for every budget and interest.
Travelers book these tours to dive into the city’s layered past—whether it’s families seeking educational outings, couples after a romantic sunset cruise, or solo visitors wanting an in-depth look at America’s oldest city. Most tours last 60 to 90 minutes, and 93% are rated 4 stars or better, making this one of St Augustine’s most reliable categories.
Historical tours are the backbone of St Augustine’s tour scene, with 90 out of 196 local tours falling into this category. The median price matches the citywide average at $63, but there’s a broad spread: 35 tours cost under $30, and only 4 are priced above $250. This puts most options within reach for families and solo travelers alike.
Compared to other categories like walking tours and private/luxury experiences, historical tours offer similar pricing but more variety in format. You’ll find everything from self-guided museum visits and classic trolley rides to private electric cart tours and themed boat cruises. The wide range of prices reflects this diversity, so it’s worth checking what’s included before booking.
Most historical tours last an hour to an hour and a half, with a handful of shorter museum visits and longer combination tours. Whether you want to stroll, ride, or cruise, the city’s history is accessible in nearly every format.
If you want a quick, low-cost introduction, museum-based tours like the Old Jail Museum (from $19) or Medieval Torture Museum (from $25) are among the cheapest and most popular. These work well for families with older kids or anyone short on time, but some visitors find the presentations a bit theatrical or, in the case of the Torture Museum, too graphic for children. For those wanting more depth, walking tours around $35–$40 offer a deeper dive into the city’s streets and stories. These are highly rated, with guides praised for their knowledge and ability to personalize the experience, though some wish for more access to interiors or less focus on modern anecdotes.
Group trolley tours like the Hop-On Hop-Off (from $40) are ideal for first-time visitors who want flexibility and an overview of major sites. They’re popular for their convenience and included museum entry, but can feel rushed or crowded during busy periods. Private tours, such as the electric cart experience (from $200 per vehicle), are best for families or groups wanting a tailored route and personal attention. These consistently earn top marks for guide expertise and accessibility, especially for those who prefer not to walk long distances.
Water-based tours like the Dolphin and Wildlife Adventure or Sunset Cruise (from $39–$43) combine sightseeing with historical commentary. These are favorites for couples and families, offering a fresh perspective on the city’s waterfront landmarks. However, some guests mention operational hiccups like delays or last-minute cancellations, so flexibility is wise.
Across the board, the best-rated tours share knowledgeable guides, clear meeting instructions, and smooth logistics. Disappointments tend to come from unclear pickup points, tours canceled with little notice, or experiences that feel more like entertainment than education. A fair price for a quality group experience is $30–$45 per person, while private options start around $200 for up to seven people.
The only tour with admission to the Old Jail included.
4.8 ★ · 740 reviews · 30 min
Includes Admission to Old Jail
Includes access to a tiny art gallery, unlike the other tours.
4.9 ★ · 2,368 reviews · 1 h
Includes All taxes, fees and handling charges
Only private tour for groups up to seven at a flat vehicle rate.
5.0 ★ · 1,232 reviews · 1 h 30 min
Includes Electric Cart Tour
Costs less than other 90-minute walking and cart tours.
4.9 ★ · 470 reviews · 1 h 30 min
Includes All Fees and Taxes
The only 90-minute tour focused on dolphins and wildlife.
4.9 ★ · 1,018 reviews · 1 h 30 min
Includes Local guide · Free Parking · Live commentary on board
Includes hop-on hop-off trolley access and museum entry, unlike the rest.
4.5 ★ · 4,099 reviews · 1 h 30 min
Includes St. Augustine History Museum Entrance · Hop-On Hop-Off Trolley Tour with Live Commentary · Local taxes
Includes a certified guide, which is not specified on other tours.
5.0 ★ · 661 reviews · 1 h
Includes We meet at north side of parking garage. Review special instructions* · Include number reachable the day of the tour · Certified Guide
The only sunset cruise among the historical tours listed.
4.8 ★ · 1,375 reviews · 1 h 30 min
Includes Live commentary · Free Parking · Local Guide
Sold by Viator. Prices and review counts checked on 09/09/2026.
Most are family-friendly, but some museum tours (like the Medieval Torture Museum) may be too graphic for younger children.
Popular tours and private options often sell out, especially on weekends. Booking ahead is recommended.
Most walking and museum tours do not include transportation. Trolley and some boat tours offer parking or pickup points.
Some tours may cancel for weather or low bookings. Check the cancellation policy and your messages before heading out.
Yes, trolley and electric cart tours are designed for those who prefer not to walk long distances.
Most quality group tours are $30–$45 per person; private tours start at $200 per vehicle.
Booking is handled by Viator, part of TripAdvisor. Live prices, free cancellation on most.