Culinary Walking & Rolling Tours with The Tasting Tours St. Augustine - Jacksonville

Culinary Walking & Rolling Tours with The Tasting Tours St. Augustine

Jacksonvilleeasy

Difficulty

easy

Duration

2–3 hours

Fitness Level

Suitable for most fitness levels; gentle walking and rolling involved with regular rests at stops.

Overview

Discover St. Augustine through its vibrant food and drink scene with The Tasting Tours. From rolling Wine & Dine journeys to intimate strolling food tours, savor the city’s culinary heritage like never before.

Details

St. Augustine, Florida, the nation's oldest city, offers more than just centuries-old streets and historic forts — it serves up a flavorful experience with The Tasting Tours. Located along coastal northern Florida, this business specializes in immersive culinary journeys that move at a strolling or rolling pace, uncovering hidden gems through food and drink that tell the story of the region’s vibrant culture.

The Tasting Tours carve out distinctive adventures among St. Augustine’s historic districts, Avondale neighborhood, and along serene riversides. Their Corks & Forks Tour mixes curated sips and bites, pairing local wines and craft beverages with thoughtfully crafted culinary stops. The Wine & Dine Tour, designed for those who want to cover more ground, rolls through scenic streets while offering elevated dining experiences that spotlight local chefs and artisans.

For brunch aficionados, their Weekend Brunch and Historic District Brunch Tours provide a lively social atmosphere where historic charm meets innovative menus. Meanwhile, the Riverside Brunch and Avondale Food Tours emphasize leisurely strolls with opportunities to savor dishes inspired by Florida’s coastal abundance.

The Tasting Tours excel at bringing the city to life through the expertise and personality of their guides, such as Kimberly and Rene, whose deep local knowledge and engaging storytelling transform each outing into a memorable experience. Beyond just tasting food, guests get introductions to chefs, access to behind-the-scenes insights, and recommendations for further culinary adventures.

Corporate and private groups receive tailored experiences, perfect for team-building or celebrations against the backdrop of St. Augustine’s colonial architecture and river views. For those venturing on Amelia Island, Flavor Trail offerings extend the palate with coastal influences.

Whether you’re a repeat visitor or new to this historic city, The Tasting Tours deliver a balanced blend of culture, history, and modern culinary creativity that distinguishes St. Augustine’s outdoor experience beyond traditional sightseeing.

Adventure Tips

Book in advance for private and corporate groups

Private and corporate tours require early booking to ensure availability and customization.

Comfortable footwear recommended

Tours with strolling components cover historic cobblestone and uneven sidewalks; sturdy, comfortable shoes enhance your experience.

Arrive hungry but pace your tasting

Portion sizes vary but tasting several dishes and drinks makes pacing important to enjoy the full trip.

Check seasonal outdoor seating

Some stops feature outdoor patios; dress for the weather, especially during warmer months.

Local Insights

Hidden Gems

  • A quiet riverside café near the scenic Bridge of Lions
  • A locally owned microbrewery with unique St. Augustine-inspired brews

Wildlife

  • Wading birds like herons along the Matanzas River
  • Occasional sightings of sea turtles on nearby beaches

History

St. Augustine, founded in 1565, is the oldest continuously occupied European-established settlement in the continental U.S.

Conservation

Tours emphasize supporting local businesses and sustainable sourcing to help preserve the city’s culinary and ecological heritage.

Frequently Asked Questions

Photography Tips

Best Times

Golden hour near sunset
Late morning during brunch stops
Early afternoon under soft daylight

Best Viewpoints

  • Historic Bridge of Lions waterfront
  • Cobblestone lanes in the Historic District
  • Decks at riverside eateries

What to Photograph

Architectural details of colonial buildings
Artisan plating and local dishes
Street scenes with colorful market stalls

Recommended Gear

Comfortable walking shoes

Essential

Supportive footwear is vital for navigating historic sidewalks and uneven surfaces during strolls.

Reusable water bottle

Essential

Stay hydrated between tastings, especially in warmer months.

summer specific

Light jacket or layers

Weather can shift during early morning or evening tours.

fall|winter|spring specific

Sun protection (hat, sunscreen)

Essential

Protect yourself from Florida’s sun during outdoor portions of tours.

spring|summer|fall specific

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