It may be the nation's oldest city, but there's always something new to discover in St. Augustine. Here's how we would plan a historic weekend away.

⛲️ What to do

See all the historic sights on board an Old Town Trolley Tour. Hop off at stops like the Castillo de San Marcos, Flagler College, the Fountain of Youth, and the Lightner Museum.

The trolley also stops at the Colonial Quarter, where you'll experience 500 years of St. Augustine history, from blacksmithing to cannon firing.

Patrons sit at a large, historic bar inside the Ice Plant restaurant in St. Augustine, featuring high ceilings and exposed brick. — The Ice Plant serves lunch, dinner, and weekend brunch with an industrial feel. | Photo by Vy Nguyen Films

🧊 What to eat

Keep it chill at the Ice Plant, a cocktail bar + restaurant serving farm-to-table dishes in a century-old factory.

For a foodie thrill, head to O.C. White's Restaurant — several ghost sightings have been reported in this building that was constructed in 1790.

The historic Casa Monica Resort in St. Augustine glows with thousands of white holiday lights on its towers and palm trees. — Casa Monica Resort & Spa has the best of both worlds: architecture from 1888 and Marriott's modern touches. | Photo by CycleHere

✨ Where to stay

Keep it low-key at Bayfront Westcott House, rated the best bed-and-breakfast in town.

For a luxury stay that combines Gilded Age style with modern amenities, visit Casa Monica.