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St. Augustine: America’s First City

105 miles NE of Orlando; 302 miles N of Miami; 39 miles S of Jacksonville

America’s oldest permanent European settlement, St. Augustine draws history buffs and romantics to its Colonial Spanish Quarter and 18th-century buildings. With its coquina buildings and sprawling, moss-draped live oaks, visitors can do more than just museum hop. St. Augustine encourages guests to sit down for a while, and to drink in scenes from the past along with a chilled glass of sweet tea.

Tourism is St. Augustine’s main industry these days. However, despite the number of visitors, it’s an exceptionally charming town, with good restaurants, a small-town nightlife, and shopping bargains. Give yourself 2 days to tour the magnolia-lined streets of old St. Augustine, longer to fully savor this historic gem.

Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.