The 7 Best Walking Tours in St Augustine Florida
St. Augustine, Florida, is a city that oozes history, charm, and stories—some sweet, some spooky, and others bubbling with local flavor. Walking tours here give you a close-up look at the city’s cobblestone streets, historic landmarks, and lively neighborhoods, all while sharing engaging tales from knowledgeable guides. Unlike big bus tours, these walks let you pause, absorb, and really connect with this city’s unique character. Whether you’re after delicious tastes, spooky mysteries, or local brews, there’s a tour that hits the spot.
If you’re planning your visit, consider the variety of walks on offer: from sweet treats that satisfy your sugar cravings, to history walks that unravel centuries of storied past, or even ghost tours that reveal the darker side of St. Augustine’s history. There’s also a paranormal investigation for those eager to explore supernatural secrets. Let’s take a closer look at the best options, so you can pick exactly what suits your interests.
Quick Overview
This list features seven top walking tours in St. Augustine, each offering a different experience. You can indulge in chocolate and sweets at the Chocolate & Sweet Walking Tour, explore the city’s historic streets with a Guided History Walk, or sample craft beer and local food on a Beer and Food Tour. For those intrigued by the paranormal, options include a Ghost Tour, Adults-Only Ghost Tour, and a Paranormal Investigation. Each offers a unique way to experience St. Augustine on foot.
1. St. Augustine: Chocolate & Sweet Walking Tour with Tastings
Starting at just $85 per person, this tour is perfect for anyone with a sweet tooth. Over 1.5 hours, you’ll explore downtown St. Augustine with a local guide who shares stories of the town’s history and culture while visiting mom-and-pop candy shops and bakeries. The tour kicks off with a coffee or iced tea to energize your taste buds before venturing into the world of chocolates and pralines. You’ll visit several popular candy stores, sampling delicious treats along the way, and finish with a goody-bag packed with sweets to take home.
What makes this tour special is the blend of culinary delights with cultural insights. Guests rave about the friendly guides—Alex and Russ—and the ample tastings, which include a variety of chocolates and pralines. The tour’s small-group format creates an intimate atmosphere, perfect for conversation and questions. It’s a great choice for families, couples, or anyone who wants to combine history, local flavor, and sweets in a fun, relaxed setting.
Bottom Line: If you want to indulge your sweet tooth while uncovering some of St. Augustine’s charming shops, this tour offers excellent value and memorable treats.
2. St. Augustine: Guided History Walking Tour
At around $33 per person, this 1.5-hour tour is ideal for history lovers who want to get a solid overview of the city’s long and layered past. Your guide takes you through the Historic District, highlighting landmarks like the Castillo de San Marcos, the oldest stone fort in the U.S., and explaining how the city evolved under three different empires over 450 years.
This tour is praised for its knowledgeable guides who go beyond the script, sharing personal insights and local recommendations on where to eat and drink. Guests describe the tour as informative and engaging, with some noting their guide’s ability to keep the group entertained and interested. The walking pace is comfortable, making it suitable for most fitness levels, and the city’s scenic harbor views add a lovely backdrop.
If you’re seeking a comprehensive historic walk that balances storytelling with sightseeing, this tour is a smart pick. It offers a good mix of education and practical tips for the rest of your stay.
Bottom Line: For a budget-friendly, insightful introduction to St. Augustine’s history, this guided walk is hard to beat.
3. St. Augustine: Walking Tour with Wine, Cocktails, and Food
Priced at $149 per person, this 3.5-hour tour offers a more leisurely, multisensory experience combining history, food, and drinks. Walking down Aviles Street—the oldest street in the U.S.—you’ll enjoy tastings of local flavors and learn about the city’s colonial past. The tour includes a complimentary wine tasting and two handcrafted cocktails, making it a perfect choice for adults wanting a relaxed, social outing.
During the walk, you’ll explore cobblestone streets lined with shops, galleries, and historic architecture. The guide shares stories behind the buildings and the city’s Spanish colonial roots. The inclusion of up to 12 beer tastings (if you prefer beer over wine) and a food pairing makes this tour a true culinary adventure. Guests highlight the host’s friendly demeanor and the rich variety of flavors experienced along the way.
This tour is well-suited for those with a good appetite for history, food, and drinks, especially if you want a longer, more immersive experience.
Bottom Line: If you’re after a combination of tasting, storytelling, and a relaxed pace, this is a high-value tour worth considering.
4. St. Augustine: 1.5-Hour Ghost Walking Tour
This hauntingly fun tour costs $30 and lasts 1.5 hours. It takes you through St. Augustine’s Old Town to visit haunted locations, sharing stories of ghostly residents and eerie happenings. The guide’s storytelling brings the city’s darker side to life, revealing the tales behind the most haunted spots.
Guests who enjoy a spooky atmosphere love how the guide immerses them in paranormal lore and history. The tour is rated highly for its entertainment value, with comments about the guide’s engaging style and the interesting sites visited. It’s suitable for a wide age range but best for those comfortable with ghost stories.
If you want to add a thrill to your walk, this tour’s blend of history and supernatural tales makes for a memorable experience.
Bottom Line: For a fun, spooky night that combines history and ghost stories, this tour is a popular pick.
5. St. Augustine: Craft Beer & History Walking Tour
Costing $119 per person, this 3-hour tour is a favorite for beer lovers. Limited to small groups of 8, it offers up to 12 beer tastings paired with local food at select stops. You’ll explore the historic streets while learning about St. Augustine’s brewing scene and colonial past, making it a perfect blend of culinary and cultural exploration.
Guests note the tour’s intimate atmosphere and the host’s expertise, with many appreciating the detailed history behind each beer and the local breweries visited. The tour also provides practical tips for the rest of your visit, making it both fun and informative.
This tour is ideal for those who want to sip their way through history, combining tastings with storytelling for a well-rounded experience.
Bottom Line: If craft beer and local history appeal to you, this tour offers excellent value and a convivial vibe.
6. St. Augustine: Adults-Only Walking Ghost Tour
At $35, this evening tour is strictly for adults, lasting 1.5 hours. It takes you through St. Augustine’s most haunted sites, focusing on true stories of betrayal, crime, and restless spirits. The guide’s engaging storytelling makes the dark history accessible and fun, especially for those interested in the more macabre side of the city.
Guests praise the guide’s personality and storytelling skills, and some mention the tour’s intimate size—which encourages questions. The tour’s focus on adult themes means it’s less suitable for children or sensitive travelers but perfect for those curious about St. Augustine’s ghostly legends.
If you’re looking for a spooky, adult-oriented experience, this tour delivers a compelling mix of history and haunting tales.
Bottom Line: Best suited for adults seeking a more mature ghost experience with a lively guide.
7. St. Augustine: A Walking Paranormal Investigation
This unique 2-hour experience costs $75 and involves a live paranormal investigation led by professional investigators. You’ll learn how to use paranormal tools at the Old Wooden Schoolhouse and explore some of the city’s most mysterious spots. It’s ideal for those genuinely interested in ghost hunting or the spirits said to inhabit St. Augustine.
Guests describe the experience as informative, with the investigators sharing insights into their methods. While actual paranormal activity isn’t guaranteed, the guided investigation offers a hands-on approach to understanding supernatural phenomena. The small group size enhances the experience, making it interactive and engaging.
If you’re curious about ghosts and spirits, and want a more hands-on approach than just listening to stories, this tour offers a memorable, educational experience.
Bottom Line: Perfect for aspiring ghost hunters or anyone fascinated by paranormal investigations.
How to Choose Your Perfect Walking Tour
When selecting the best walking tour, consider your budget, interests, and time available. If you love sweet treats and history, the Chocolate & Sweet Walking Tour offers a delicious and informative mix. For a comprehensive look at the city’s past, the Guided History Walk delivers a thorough overview at an affordable price. If you’re after food, drinks, and a leisurely pace, the Food and Wine Tour is ideal.
For thrill-seekers interested in the supernatural, options like the Ghost Tour, Adults-Only Ghost Tour, and Paranormal Investigation cater to different levels of spooky interest—whether you want a scare or an investigative experience. Booking early is recommended, especially in peak season, to secure your preferred time and tour.
Final Thoughts
St. Augustine offers a variety of walking tours that cater to different tastes. For sweet enthusiasts, the Chocolate & Sweet Walking Tour provides a delightful stroll through candy shops with tastings to satisfy your sweet tooth. History buffs will appreciate the Guided History Walk, which offers a comprehensive look at the city’s 450-year story.
For those craving local flavors and drinks, the Food and Wine Tour is both tasty and educational. Fans of the supernatural will find the Ghost Tours, Adults-Only Ghost Tour, and Paranormal Investigation intriguing options for a spooky night out.
No matter your interests, early booking helps ensure you enjoy these popular experiences without last-minute surprises. Whether you want to indulge your sweet tooth, uncover historic secrets, or explore ghostly legends, St. Augustine’s walking tours promise a memorable way to experience this historic city.