Sample local wines, cocktails, and cuisine while exploring historic St. Augustine’s vibrant downtown.
3 hrs 30 mins
Wine tastings, cocktails, food samples
Discover St. Augustine’s culinary scene as you stroll through the historic district, tasting wine, cocktails, and local cuisine. Visit three top venues and enjoy the city’s charming architecture and vibrant atmosphere.
All guests must be 21 or older and present a valid US ID or passport before the tour.
Full refund if cancelled at least 1 week before the tour. Date changes must be made more than 48 hours in advance and can be rescheduled once at no cost. Cancellations within 24 hours are not refundable, but tickets are transferable to another party.
The tour is approximately 3.5 hours long and involves walking on historic, sometimes uneven, brick-lined streets.
The tour includes food pairings at three distinct venues, showcasing a variety of dishes.
Dietary accommodations can be requested; please inform the tour operator in advance.
Casa de Vino 57, 57 Treasury Street, St. Augustine, FL 32084
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.
This walking tour of St. Augustine’s Historic District was an absolute delight! Our guide was knowledgeable, engaging, and brought the city’s 450+ years of history to life with fascinating stories and hidden details we would’ve otherwise missed. A perfect blend of education and charm. I highly recommend for anyone wanting to truly appreciate America’s oldest city!
Lana Wilson
May 20, 2025
This walking tour of St. Augustine’s Historic District was an absolute delight! Our guide was knowledgeable, engaging, and brought the city’s 450+ years of history to life with fascinating stories and hidden details we would’ve otherwise missed. A perfect blend of education and charm. I highly recommend for anyone wanting to truly appreciate America’s oldest city!
Lana Wilson
May 20, 2025