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Stop 06 – Middle of St. George Street

You’ll be in the heart of St. George Street’s shopping area, halfway between the City Gates and the City Plaza. Hypolita Street intersects St. George Street two blocks from our bay front, near many 18th and 19th century Bed & Breakfasts and plenty of fine restaurants, ice cream parlors, gift shops and more.. At this [...]

Stop 07 – Flagler Memorial Presbyterian Church

Visit the eternal resting place of oil baron and 19th century industrialist Henry Flagler, often called the father of Florida tourism. Flagler’s lavish hotels and Florida East Coast Railway turned sleepy St. Augustine into a vacation hotspot of the 1880’s. Free tours are self-guided beginning at 10 a.m. Monday – Saturday with donations accepted. Walk [...]

Stop 08 – San Sebastian Winery

After the train heads west on King Street, you’ll come upon a unique Florida treasure, the San Sebastian Winery. Open 7 days a week with free wine-tasting & tours are available every day but Sunday. You’ll discover how today’s wine-making techniques closely resemble those of the 16th century Franciscan monks who first discovered the Muscadine [...]

Stop 9 – Whetstone Chocolate Factory

St. Augustine’s “Original Chocolate Tour” led by Whetstone Chocolatiers. You will be introduced to the history and making of chocolate and the Whetstone family. A 4-tier tasting distinguishes the characteristics of our dark, milk and white chocolate, cocoa nibs and more.

Stop 10 – Flagler College & Villa Zorayda

Two of St. Augustine’s most unique buildings are here at one train stop. The Villa Zorayda is a Moorish Revival styled castle built by millionaire philanthropist Franklin Smith in 1883 as the nation’s first poured concrete structure. It now houses millions of dollars worth of relics and antiques, including a 2,400 year old Egyptian cat-hair [...]