Mobile Wine Tasting/Food Pairing Tour + St. Augustine Old Jail

Blend local flavor and historic intrigue with the Mobile Wine Tasting/Food Pairing Tour and the immersive St. Augustine Old Jail experience.

Start with a guided Mobile Wine Tour, visiting multiple tasting spots where fine wines are paired with small bites, all while traveling in comfort through the charming streets of America’s oldest city.

Then, step back in time at the St. Augustine Old Jail, where costumed guides share stories of 19th-century prison life inside a real historic jail.

When combined, these experiences offer excellent value and a day filled with history, heritage, and indulgence.

Sip and step into the past—book with Tripster today for a flavorful St. Augustine escape.

Package Includes:

Mobile Wine Tasting and Food Pairing Tour

Historic charm meets exquisite flavors on this guided St. Augustine wine-tasting tour. Sip curated selections at 4-5 handpicked venues, paired with gourmet dishes and engaging stories about the city. Ride through scenic streets in a vintage electric cart and unwind with a posh picnic featuring charcuterie and desserts for a memorable outing.

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Old Jail Museum

Tour the Old Jail Museum in St Augustine—an 1891 Romanesque landmark that looks more like a resort than a prison. Explore cells, gallows, and sheriff's quarters, get "booked" and try to escape during this immersive guided tour.

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Your package is based upon 2 adults. However, each product may classify different adults and children by different ages.
This package is subject to availability of tickets and rooms for selected travel dates.
Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.

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This package is subject to availability of tickets and rooms for selected travel dates.
Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.

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Mobile Wine Tasting/Food Pairing Tour + St. Augustine Old Jail

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