easy
2–3 hours
Moderate walking fitness needed to comfortably navigate city streets and multiple stops over a few hours.
Walk through St. Augustine’s unmistakable past with vibrant food and drink tours that blend history, local flavors, and lively stories. Discover the city’s rich culinary heritage and cultural highlights with expert guides.
St. Augustine, Florida, America’s oldest city, offers more than just centuries-old cobblestone streets and Spanish colonial charm—it’s a living, breathing classroom of history and flavor. St. Augustine Experiences stands out by inviting visitors to walk through time while savoring local tastes on expertly guided tours that mix heritage with hearty hospitality. Whether you’re drawn to the rich lore of historic landmarks or the bold notes of craft brews and cocktails, this company shapes immersive days that appeal to history buffs and foodies alike.
The tours cover a diverse range of experiences, including St. Augustine’s Beer & History Crawl, Wine, Cocktail, and Food Experience, Bourbon, Whiskey, and History Experience, plus themed food and sweets walking tours. All emphasize the city’s layered past—historical sites dating back over 450 years—and link it intimately to its evolving culinary scene. Guides like Russ bring the past alive with stories that stitch historical facts to overlooked details, like the architectural nuances of the Castillo de San Marcos or tucked-away eateries serving up fresh local flavors.
Tours navigate varied neighborhoods: from the historic district’s Spanish limestone and brick to winding alleys, waterfront views, and Lincolnville’s vibrant heritage. Each walk balances education and enjoyment—learn about the city’s founding while sampling handcrafted cocktails, sipping local wines, or tasting sweet treats made by artisanal bakers who honor tradition. The company’s approach offers an alternative to conventional sightseeing, making it possible to fully absorb St. Augustine’s character through its food, drink, and tales.
For visitors eager to deepen their connection with St. Augustine’s unique blend of history and hospitality, these tours are a standout choice. Warm, knowledgeable guides and thoughtfully curated stops create a genuine, memorable adventure on foot—perfect for travelers wanting to taste the city’s story, one sip and step at a time.
Tours involve several hours of walking on uneven historic pavements—sturdy footwear ensures comfort throughout the day.
Bring a water bottle, especially in warm months, to stay refreshed between tastings and sightseeing stops.
Evenings, particularly on the Dining At Twilight experience, can be cooler; a light jacket will keep you comfortable.
If you have allergies or special dietary needs, inform the guide in advance for the best experience.
Founded in 1565, St. Augustine is the oldest continuously inhabited European-established settlement in the continental U.S., with deep Spanish and colonial roots.
Many tour operators prioritize sustainable practices by partnering with local small businesses and promoting pedestrian travel to reduce environmental impact.
Necessary for ease on historic brick, cobblestone, and sidewalk surfaces.
Keeps you hydrated during warmer, humid days.
summer specific
Provides warmth during cooler evenings on twilight or winter tours.
fall specific
Protects your skin during daytime outdoor walking tours.
spring specific