


Walk through 450 years of St. Augustine history and find local food and drink spots
75 minutes
Guided history walking tour
Explore St. Augustine's harbor, historic streets, and centuries of changing rule on a guided walk through the city. Discover stories behind its landmarks while getting oriented for more time in town.
Full refund for cancellations at least 1 week before the tour. Reschedule once at no additional cost more than 48 hours before. Cancellations within 24 hours are nonrefundable; tickets are transferable.
Product ID: CJ83DK
Arrive 10 minutes early. The tour begins promptly at 10:30 AM, 12:30 PM, and 3:00 PM.
The walking tour ends near the Plaza de la Constitucion.
Bring a valid photo ID and wear comfortable clothing and comfortable shoes.
If you're looking for a way to truly understand St. Augustine beyond the surface, this is clearly the experience locals and visitors alike can't stop talking about. The overwhelming sentiment across reviews is that these tours feel less like formal guided experiences and more like exploring with a knowledgeable friend who genuinely loves what they do. Tour guides like Russ, Alex, Stephen, Gary, and Luc consistently earn praise for transforming what could be routine sightseeing into something memorable and personal. People specifically mention the conversational, warm approach that makes hours fly by without feeling rushed or scripted. What really stands out is the variety of tours offered, from walking history tours to specialized food and drink experiences. The guides demonstrate remarkable depth of knowledge about St. Augustine's 450-year history while keeping things entertaining with humor and storytelling. Reviewers repeatedly mention discovering hidden gems and lesser-known stories they would have missed on their own, with many saying they learned things about the city even as locals. The thoughtful touches make a difference too: guides provide follow-up emails with recommendations, accommodate special needs like families with infants, offer water and rain ponchos, and even adjust itineraries on the fly. Several people specifically recommend requesting certain guides by name and booking early in your trip so you can explore the recommended spots afterward. The universal thread? This isn't a forgettable tourist activity but rather an experience that deepens your connection to the city.
Going on the sweets and history tour was the highlight of our trip to St. Augustine! Our guide Russ was very knowledgeable, the sweets were very tasty, and we were overall very impressed by the experience
Will Warden
July 5, 2026
Going on the sweets and history tour was the highlight of our trip to St. Augustine! Our guide Russ was very knowledgeable, the sweets were very tasty, and we were overall very impressed by the experience
Will Warden
July 5, 2026
Discover St. Augustine’s rich history while sampling local craft beers on a guided walking tour.
Sip wine and cocktails with food stops on a 3.5-hour walk through historic St. Augustine
Taste local sweets as you walk through St. Augustine’s past
Taste local favorites at four food stops while you explore historic St. Augustine
Taste bourbon and whiskey flights as you walk through St. Augustine history
Spot dolphins and birds with a naturalist captain on a small-group eco cruise